A Complete Resource Book in Chemistry for JEE Main 2018

A.K. Singhal

Chapter 28

Organic Compounds Containing Oxygen-II - all with Video Answers

Educators

Chapter Questions

Problem 1

Aldehydes and ketones are distinguished by using
(a) Tollen's reagent
(b) Lucas reagent
(c) Borshe reagent
(d) all of these

Narayan Hari

Narayan Hari

Numerade Educator

Problem 2

Carbonyl compounds undergo nucleophillic addition because of
(a) more stable anion with negative charge on oxygen and less stable carbocation
(b) electromeric effect
(c) electronegativity difference of carbon and oxygen atoms
(d) none of these

Narayan Hari

Numerade Educator

Problem 3

Clemmensen reduction is carried with
(a) $\mathrm{LiAlH}_4$ in ether
(b) $\mathrm{Zn}-\mathrm{Hg}$ and HCl
(c) $\mathrm{H}_2$ in the presence of Pd
(d) $\mathrm{NH}_2 \mathrm{NH}_2 /$ glycol and KOH

Narayan Hari

Numerade Educator

Problem 4

The addition of HCN to carbonyl compounds is an example of
(a) electrophillic addition
(b) nucleophillic addition
(c) nucleophillic substitution
(d) electrophilic substitution

Narayan Hari

Numerade Educator

Problem 5

Cyanohydrin of which of the following will yield lactic acid?
(a) HCHO
(b) $\mathrm{CH}_3 \mathrm{COCH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$
(d) $\mathrm{CH}_3 \mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 6

If formaldehyde and KOH are heated, then we get
(a) methyl alcohol
(b) acetylene
(c) methane
(d) ethyl formate

Narayan Hari

Numerade Educator

Problem 7

Which of the following will not give iodoform test?
(a) ethanol
(b) ethanal
(c) pentan-3-one
(d) pentan-2-one

Narayan Hari

Numerade Educator

Problem 8

Oxidation of toluene to benzaldehyde by the use of chromyl chloride is called
(a) Wurtz reaction
(b) Fittig reaction
(c) Etard's reaction
(d) Rosenmund's reaction

Narayan Hari

Numerade Educator

Problem 9

In a reaction involving ring substitution of $\mathrm{C}_6 \mathrm{H}_5 \mathrm{Y}$, the major product is meta isomer. The group Y can be
(a) $-\mathrm{NH}_2$
(b) -Cl
(c) $-\mathrm{CH}_3$
(d) -COOH

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 10

Which aldehyde will give Cannizzaro's reaction?
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CHO}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHCHO}$
(c) $\left(\mathrm{CH}_3\right)_3 \mathrm{CCHO}$
(d) $\left(\mathrm{CH}_3\right)_2 \mathrm{CHCH}_2 \mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 11

Rearrangement of an oxime to an amide in presence of strong acid is called
(a) Beckmann rearrangement
(b) Fries rearrangement
(c) Sandmeyer reaction
(d) Curtius rearrangement

Narayan Hari

Numerade Educator

Problem 12

The reaction of benzoyl chloride with $\mathrm{H}_2 / \mathrm{Pd}-\mathrm{BaSO}_4$ produces
(a) benzyaldehyde
(b) benzyl alcohol
(c) benzoic acid
(d) benzoyl cyanide

Narayan Hari

Numerade Educator

Problem 13

Reduction of $>\mathrm{C}=\mathrm{O}$ to $>\mathrm{CH}_2$ can be carried out with
(a) $\mathrm{Na} / \mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(b) $\mathrm{LiAlH}_4$
(c) catalytic reduction
(d) Wolff-Kishner reduction

Narayan Hari

Numerade Educator

Problem 14

Concentrated sodium hydroxide and benzaldehyde react to produce
(a) cinnamic acid
(b) hydrobenzamide
(c) benzyl alcohol
(d) benzophenone

Narayan Hari

Numerade Educator

Problem 15

Aldol condensation will not be observed in
(a) hexanal
(b) chloral
(c) nitromethane
(d) phenylacetaldehyde

Narayan Hari

Numerade Educator

Problem 16

Fomaldehyde when reacted with methyl magnesium bromide followed by hydrolysis gives
(a) HCHO
(b) $\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(d) $\mathrm{CH}_3 \mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 17

In which reaction aromatic aldehyde is treated with acid anhydride in presence of corresponding salt of the acid to give unsaturated acid?
(a) Perkin's reaction
(b) Friedal-Craft reaction
(c) Wurtz reaction
(d) None of these

Narayan Hari

Numerade Educator

Problem 18

Formaldehyde $+\mathrm{NH}_3 \longrightarrow \mathrm{Y}$. The product Y is
(a) hexamethylene tetramine
(b) formamide
(c) paraformaldehyde
(d) methanol

Narayan Hari

Numerade Educator

Problem 19

Dimerisation is carboxylic acids is due to
(a) intermolecular hydrogen bond
(b) coordinate bond
(c) ionic bond
(d) covalent bond

Narayan Hari

Numerade Educator

Problem 20

Carboxylic acids are more acidic than phenol and alcohol because of
(a) formation of dimers
(b) highly acidic hydrogen
(c) resonance stabilization of their conjugate base
(d) intermolecular hydrogen bonding

Narayan Hari

Numerade Educator

Problem 21

Which of the following gives aldol condensation reaction?
(a) $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{CO}-\mathrm{CH}_3$
(b) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{CO}-\mathrm{CH}_3$
(c) $\mathrm{C}_6 \mathrm{H}_5-\mathrm{CO}-\mathrm{C}_6 \mathrm{H}_5$
(d) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{OH}$

Narayan Hari

Numerade Educator

Problem 22

Acetaldehyde cannot exhibit
(a) Iodoform test
(b) Benedict's test
(c) Lucas test
(d) Tollen's test

Narayan Hari

Numerade Educator

Problem 23

Ketones $\left(\mathrm{R}_1 \mathrm{COR}_2\right) ; \mathrm{R}_1=\mathrm{R}_2=$ alkyl group, can be obtained in one step by
(a) hydrolysis of esters
(b) oxidation of primary alcohols
(c) oxidation of secondary alcohols
(c) reaction of acid halides and alcohlos

Narayan Hari

Numerade Educator

Problem 24

The product formed by the reaction of chlorine with benzaldehyde in the absence of catalyst is
(a) benzoyl chloride
(b) benzyl chloride
(c) chlorobenzene
(d) o-chlorobenzaldehyde

Narayan Hari

Numerade Educator

Problem 25

Which compound does not give cannizzaro's reaction?
(a) trichloro acetaldehyde
(b) benzaldehyde
(c) formaldehyde
(d) acetaldehyde

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 26

On reacting with grignard reagent acetone gives
(a) $1^{\circ}$ alcohol
(b) $2^{\circ}$ alcohol
(c) $3^{\circ}$ alcohol
(d) none of these

Alkendra Singh

Numerade Educator

Problem 27

When aliphatic aldehyde heat with Fehling solution product formed is
(a) CuO
(b) $\mathrm{Cu}_2 \mathrm{O}$
(c) $\mathrm{CuSO}_4$
(d) Cu

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 28

Which of the following reagents is used to distinguish acetone and acetophenone?
(a) $\mathrm{NH}_4 \mathrm{Cl}$
(b) $\mathrm{Na}_2 \mathrm{SO}_4$
(c) $\mathrm{NaHSO}_3$
(d) Grignard reagent.

Narayan Hari

Numerade Educator

Problem 29

Conversion of benzaldehyde of 3-phenylprop-2-energy-1-oic acid is
(a) aldol condensation
(b) claisen condensation
(c) oxidative reaction
(d) perkin condensation

Narayan Hari

Numerade Educator

Problem 30

Which of the following reacts with both acetaldehyde and acetone?
(a) Fehling's solution
(b) $\mathrm{CH}_3 \mathrm{MgBr}$
(c) Tollen's reagent
(d) Benedict solution

Narayan Hari

Numerade Educator

Problem 31

Schiff's solution $B$ is obtained when
(a) sulphurous acid is passed through magenta dye
(b) chlorine is passed through magenta dye
(c) both (a) and (b)
(d) none of the above

Narayan Hari

Numerade Educator

Problem 32

Which of the following is oxidized to the corresponding carbonyl compound?
(a) o-nitrophenol
(b) 2-hydroxypropane
(c) 2-methyl-2-hydroxypropane
(d) phenol

Narayan Hari

Numerade Educator

Problem 33

When ethanal is heated with Fehling's solution it gives a precipitate of
(a) CuO
(b) Cu
(c) $\mathrm{Cu}+\mathrm{Cu}_2 \mathrm{O}+\mathrm{CuO}$
(d) $\mathrm{Cu}_2 \mathrm{O}$

Narayan Hari

Numerade Educator

Problem 34

Monomer of trioxane is
(a) formaldehyde
(b) acetone
(c) isoprene
(d) acetaldehyde

Narayan Hari

Numerade Educator

Problem 35

Which will not give formaldehyde on heating or upon distillation?
(a) paraldehyde
(b) trioxane
(c) formalin
(d) paraformalehyde

Narayan Hari

Numerade Educator

Problem 36

In the reaction, $\mathrm{CH}_3 \mathrm{CHO}+\mathrm{HCN} \longrightarrow \mathrm{X}$, a chiral centre is introduced. The product X is
(a) laevo rotatory
(b) dextro rotatory
(c) meso compound
(d) racemic mixture

Narayan Hari

Numerade Educator

Problem 37

Benzophenone can be converted into benzene using
(a) anhydrous $\mathrm{AlCl}_3$
(b) acidified dichromate
(c) sodium amalgam in water
(d) fused alkali

Narayan Hari

Numerade Educator

Problem 38

Which of the following react with NaOH to produce an acid and an alcohol?
(a) $\mathrm{CH}_3 \mathrm{COOH}$
(b) HCHO
(c) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 39

Which of the following is incorrect?
(a) Fehling solution is used in detection of glucos
(b) $\mathrm{NaHSO}_3$ is used in detection of carbonyl compounds
(c) $\mathrm{FeCl}_3$ is used in detection of phenols
(d) Tollen's reagent is used in detection of unsaturation.

Narayan Hari

Numerade Educator

Problem 40

Formaldehyde on condensation in presence of $\mathrm{Ca}(\mathrm{OH})_2$ gives
(a) formose
(b) fructose
(c) maltose
(d) xylose

Narayan Hari

Numerade Educator

Problem 41

In the following reaction, product ' $P$ ' is
(a) RCOOH
(b) RCHO
(c) $\mathrm{RCH}_3$
(d) $\mathrm{RCH}_2 \mathrm{OH}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 42

Which one of the following responds to Tollen's test?
(a) $\mathrm{CH}_3 \mathrm{COCH}_3$
(b) $\mathrm{CH}_3 \mathrm{CHO}$
(c) $\mathrm{CH}_3 \mathrm{COOH}$
(d) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OC}_2 \mathrm{H}_5$

Narayan Hari

Numerade Educator

Problem 43

$\mathrm{CH}_3 \mathrm{CHCl}_2$, on hydrolysis will give
(a) $\mathrm{CH}_3 \mathrm{CHO}$
(b) $\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{CHCl}_3$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$

Narayan Hari

Numerade Educator

Problem 44

The reagent used for the separation of acetaldehyde from acetophenone is
(a) $\mathrm{NH}_2 \mathrm{OH}$
(b) $\mathrm{NaHSO}_3$
(c) $\mathrm{NaOH} / \mathrm{I}_2$
(d) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NHNH}_2$

Narayan Hari

Numerade Educator

Problem 45

Acetaldehyde gives orange coloured precipitate on treatment with
(a) 2,4-DNP
(b) $\mathrm{NH}_2 \mathrm{OH}$
(c) $\mathrm{NaHSO}_3$
(d) NaOH

Narayan Hari

Numerade Educator

Problem 46

Which of the following reagents converts $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COCHO}$ to $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}(\mathrm{OH}) \mathrm{COOH}$ ?
(a) aq. NaOH
(b) Acidic $\mathrm{Na}_2 \mathrm{SO}_3$
(c) $\mathrm{Na}_2 \mathrm{CrO}_4 / \mathrm{H}_2 \mathrm{SO}_4$
(d) $\mathrm{NaNO}_2 / \mathrm{HCl}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 47

The compound that will not give iodoform on treatment with alkali and iodine is
(a) Acetone
(b) Ethanol
(c) Diethyl ketone
(d) isopropyl alcohol

Narayan Hari

Numerade Educator

Problem 48

When benzene sulphonic acid and p-nitrophenol are treated with $\mathrm{NaHCO}_3$, the gases released respectively are:
(a) $\mathrm{SO}_2, \mathrm{NO}_2$
(b) $\mathrm{SO}_2, \mathrm{NO}$
(c) $\mathrm{SO}_2^2, \mathrm{CO}_2^{-}$
(d) $\mathrm{CO}_2, \mathrm{CO}_2$

Narayan Hari

Numerade Educator

Problem 49

Benzoyl chloride is prepared from benzoic acid by
(a) $\mathrm{Cl}_2, \mathrm{hv}$
(b) $\mathrm{SO}_2 \mathrm{Cl}_2$
(c) $\mathrm{SOCl}_2$
(d) $\mathrm{Cl}_2, \mathrm{H}_2 \mathrm{O}$

Narayan Hari

Numerade Educator

Problem 50

Schiff's reagent gives pink colour with
(a) acetone
(b) acetaldehyde
(c) acetic acid
(d) methyl acetate

Narayan Hari

Numerade Educator

Problem 51

Hydrogenation of benzoyl chloride in the presence of Pd and $\mathrm{BaSO}_4$ gives
(a) benzyl alcohol
(b) benzaldehyde
(c) benzoic acid
(d) phenol

Narayan Hari

Numerade Educator

Problem 52

Oxalic acid when reduced with zinc and $\mathrm{H}_2 \mathrm{SO}_4$ gives
(a) glycol
(b) glyoxal
(c) glyoxalic acid
(d) glycolic acid

Narayan Hari

Numerade Educator

Problem 53

The reagent that can be used to distinguished between methanoic acid and ethanoic acid is
(a) sodium carbonate solution
(b) ammonical silver nitrate solution
(c) phenolphthalein
(d) neutral ferric chloride solution

Narayan Hari

Numerade Educator

Problem 54

$\mathrm{X}+\mathrm{CH}_3 \mathrm{COOH} \longrightarrow$ Ester $+\mathrm{H}_2 \mathrm{O}, \mathrm{X}$ is
(a) alcohol
(b) pyridine
(c) alkane
(d) acid

Narayan Hari

Numerade Educator

Problem 55

Lactic acid on oxidation by alkaline potassium permanganate gives
(a) propionic acid
(b) cinnamic acid
(c) pyruvic acid
(d) tartaric acid

Narayan Hari

Numerade Educator

Problem 56

Which of the following is the weakest acid?
(a) HCOOH
(b) $\mathrm{CH}_3 \mathrm{COOH}$
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 57

The reaction
Figure Can't Copy
is called as
(a) Sandmeyer reaction
(b) Reimer - Tiemann reaction
(c) Hell-Volhard Zelinshy reaction
(d) Cannizaro reaction

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 58

Which of the following orders of relative strengths of acids is correct?
(a) $\mathrm{ClCH}_2 \mathrm{COOH}>\mathrm{FCH}_2 \mathrm{COOH}>\mathrm{BrCH}_2 \mathrm{COOH}$
(b) $\mathrm{ClCH}_2 \mathrm{COOH}>\mathrm{BrCH}_2 \mathrm{COOH}>\mathrm{FCH}_2^2 \mathrm{COOH}$
(c) $\mathrm{BrCH}_2 \mathrm{COOH}>\mathrm{ClCH}_2 \mathrm{COOH}>\mathrm{FCH}_2^2 \mathrm{COOH}$
(d) $\mathrm{FCH}_2 \mathrm{COOH}>\mathrm{ClCH}_2 \mathrm{COOH}>\mathrm{BrCH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 59

In the reaction product $P$ is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Check back soon!

Problem 60

Glacial acetic acid is obtained by
(a) treating vinegar with dehydrating agents
(b) crystallizing, separating and melting acetic acid
(c) chemically separating acetic acid
(d) distilling vinegar

Narayan Hari

Numerade Educator

Problem 61

What product is formed when acetic acid react with $\mathrm{P}_2 \mathrm{O}_5$ ?
(a) acetyl chloride
(b) trichloro acetic acid
(c) acetic anhydride
(d) dichloro acetic acid

Narayan Hari

Numerade Educator

Problem 62

A and B react with Na gives $\mathrm{H}_2$ gas and by reaction of both A and B ethyl acetate is formed then A and B are
(a) $\mathrm{CH}_3 \mathrm{COOH}, \mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(b) $\mathrm{CH}_3 \mathrm{COOH}, \mathrm{CH}_3 \mathrm{OH}$
(c) $\mathrm{C}_3 \mathrm{H}_7 \mathrm{COOH}, \mathrm{C}_3 \mathrm{H}_7 \mathrm{OH}$
(d) $\mathrm{HCOOH}, \mathrm{CH}_3 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 63

Et. $\mathrm{MgBr}+\mathrm{CO}_2 \longrightarrow$ Product is
(a) $\mathrm{C}_3 \mathrm{H}_7 \mathrm{COOH}$
(b) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{COOH}$
(c) $\mathrm{C}_4 \mathrm{H}_9 \mathrm{COOH}$
(d) HCOOH

Narayan Hari

Numerade Educator

Problem 64

When a nucleophile attacks a carbonyl compound, the one which is most reactive towards the nucleophile is
(a) $\mathrm{CH}_3 \mathrm{COCOC}_2 \mathrm{H}_5$
(b) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{Cl}$
C. Figure Can't Copy
(d) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{Cl}$

Narayan Hari

Numerade Educator

Problem 65

The reaction,
Figure Can't Copy

is known as
(a) Koch reaction
(b) Kolbe's reaction
(c) Wurtz reaction
(d) Clemmensen reduction

Yogesh R

Numerade Educator

Problem 66

Carboxylic acid undergoes ionization due to
(a) hydrogen bonding
(b) absence of $\alpha$-hydrogen
(c) high reactivity of $\alpha$-hydrogen
(d) resonance stabilization of carboxylate ions

Narayan Hari

Numerade Educator

Problem 67

Benzoyl chloride is prepared from benzoic acid by
(a) $\mathrm{Cl}_2, \mathrm{hv}$
(b) $\mathrm{SO}_2 \mathrm{Cl}_2$
(c) $\mathrm{SOCl}_2$
(d) $\mathrm{Cl}_2, \mathrm{H}_2 \mathrm{O}$

Narayan Hari

Numerade Educator

Problem 68

Which reagent will bring about the conversion of carboxylic acid into esters?
(a) Dry $\mathrm{HCl}+\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(b) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(c) $\mathrm{LiAlH}_4$
(d) $\mathrm{Al}\left(\mathrm{OC}_2 \mathrm{H}_5\right)_3$

Narayan Hari

Numerade Educator

Problem 69

In an $\alpha$-halogenation of aliphatic acids (HVZ reaction) the catalyst used is
(a) $\mathrm{AlCl}_3$
(b) P
(c) Zn
(d) $\mathrm{FeCl}_3$

Narayan Hari

Numerade Educator

Problem 70

The fatty acid which shows reducing property is
(a) ethanoic acid
(b) oxalic acid
(c) formic acid
(d) acetic acid

Narayan Hari

Numerade Educator

Problem 71

A compound of molecular weight 180 is acetylated to give a compound of molecular weight 390 . The number of amino groups in the compound is
(a) 6
(b) 5
(c) 4
(d) 3

Nidhi Singhi

Numerade Educator

Problem 72

The work of concentration. $\mathrm{H}_2 \mathrm{SO}_4$ in esterification process is as
(a) dehydrating agent and catalyst
(b) dehydrating agent
(c) hydrolyzing agent
(d) catalyst

Narayan Hari

Numerade Educator

Problem 73

Formic acid and acetic acid can be distinguished chemically by
(a) reaction with HCl
(b) iodoform test
(c) reaction with $\mathrm{NH}_3$
(d) reaction with $\mathrm{FeCl}_3$ solution

Narayan Hari

Numerade Educator

Problem 74

$\mathrm{CH}_3 \mathrm{COCl}$ reacts with
(a) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2$
(b) Salicylic acid
(c) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{OH}$
(d) all of these

Narayan Hari

Numerade Educator

Problem 75

What will happen if $\mathrm{LiAlH}_4$ is added to an ester?
(a) one unit of alcohol and one unit of acid is obtained
(b) two units of alcohol are obtained
(c) two units of acids are obtained
(d) none of these

Narayan Hari

Numerade Educator

Problem 76

A fruity smell is produced by the reaction of $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$ with
(a) $\mathrm{PCl}_5$
(b) $\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{CH}_3 \mathrm{COCH}_3$
(d) none of these

Narayan Hari

Numerade Educator

Problem 77

Which of the following formula is more reactive for hydrolysis?
(a) -COOR
(b) $-\mathrm{CONH}_2$
(c) -COOH
(d) -COCl

Narayan Hari

Numerade Educator

Problem 78

In the mechanism of Hoffmann reaction, which intermediate rearranges to alkyl isocyanate?
(a) nitrene
(b) amide
(c) nitroso
(d) bromamide

Narayan Hari

Numerade Educator

Problem 79

Ethyl acetate is obtained when methylmagnesium iodide reacts with
(a) ethyl formate
(b) acetyl chloride
(c) carbon dioxide
(d) ethyl chloroformate

Narayan Hari

Numerade Educator

Problem 80

Here the strongest acid is
(a) $\mathrm{CH}_3-\mathrm{COOH}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{COOH}$
(c) $\mathrm{Cl}-\mathrm{CH}_2-\mathrm{COOH}$
(d) $\mathrm{Br}-\mathrm{CH}_2-\mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 81

Identify the wrong statement from the following:
(a) methyl salicylate is an ester
(b) salicylic acid is a monobasic acid
(c) methyl salicylate does not occur in natural oils
(d) salicylic acid gives violet colour with neutral ferric chloride as well as brisk effervescence with sodium bicarbonate.

Narayan Hari

Numerade Educator

Problem 82

Which compound gives $\mathrm{CO}_2$ with $\mathrm{NaHCO}_3$ ?
(a) hexanol
(b) phenol + acetic acid
(c) n-butanol
(d) acetic acid

Narayan Hari

Numerade Educator

Problem 83

On strong heating, ammonium acetate gives
(a) urea
(b) formamide
(c) acetamide
(d) methyl cyanide

Narayan Hari

Numerade Educator

Problem 84

Acetone when distilled with conc. $\mathrm{H}_2 \mathrm{SO}_4$ gives
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{CHCOCH}_3$
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{CHCOCH}=\mathrm{C}\left(\mathrm{CH}_3\right)_2$
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{COCH}_3$
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 85

Which one of the following statements is incorrect? Benzaldehyde can be produced by the
(a) reduction of benzoyl chloride
(b) oxidation of toluene
(c) hydrolysis of benzal chloride
(d) reduction of benzyl chloride

Narayan Hari

Numerade Educator

Problem 86

What is the main reason for the fact that carboxylic acids can undergo ionization?
(a) Resonance stabilization of the carboxylate ion
(b) Hydrogen bonding
(c) Absence of alpha hydrogen
(d) High reactivity of alpha hydrogen

Narayan Hari

Numerade Educator

Problem 87

Which one of the following acids is thermally most unstable?
(a) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COOH}$
(b) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$
(c) $\mathrm{CH}_3 \mathrm{COCOOH}$
(d) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 88

When propanamide reacts with $\mathrm{Br}_2$ and NaOH then which of the following compounds is formed?
(a) propyl alcohol
(b) ethyl alcohol
(c) ethylamine
(d) propylamine

Narayan Hari

Numerade Educator

Problem 89

Conversion of acetaldehyde into ethyl acetate in presence of aluminium ethoxide is called
(a) Tischenko reaction
(b) aldol condensation
(c) Benzoin condensation
(d) Cope reaction

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 90

Which reaction product is formed from benzaldehyde and methyl amine?
(a) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}=\mathrm{NCH}_3$
(c) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{NH}_2$
(d) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CONH}_2$

Narayan Hari

Numerade Educator

Problem 91

Treatment of propionaldehyde with dil. NaOH solution gives
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{CHO}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHOHCH}_2 \mathrm{CH}_2 \mathrm{CHO}$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHOHCH}\left(\mathrm{CH}_3\right) \mathrm{CHO}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOCH}_2 \mathrm{CH}_2 \mathrm{CH}_3$

Narayan Hari

Numerade Educator

Problem 92

Is treated with a strong base like NaOH solution, followed by neutralization with aqueous acid to get
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 93

Identify the final product in the following sequence of reactions.
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{MgBr} \xrightarrow{\mathrm{CH}_2-\mathrm{CH}_2}$ (a) $\xrightarrow{\mathrm{H}_3 \mathrm{O}^{+}}$(b)

$$
\xrightarrow{\mathrm{KMnO}_4}(\mathrm{c})
$$

(a) $\mathrm{CH}_3 \mathrm{CH}\left(\mathrm{CH}_3\right) \mathrm{COOH}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 94

Identify (a) in the following sequence of reactions.

$$
\mathrm{C}_4 \mathrm{H}_7 \mathrm{OCl}(\mathrm{a}) \xrightarrow{\mathrm{NH}_5} \underset{\substack{\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{NH}_2}}{\mathrm{C}_4 \mathrm{H}_9 \mathrm{ON}}
$$

(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COCl}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHClCHO}$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{Cl}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COCH}_2 \mathrm{Cl}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 95

Carbonation of methylmagnesium bromide gives an organic compound. This compound is also obtained by
(a) Hydrolysis of methyl formate with dilute mineral acid
(b) Oxidation of methyl alcohol
(c) Hydrolysis of methyl formate with dilute mineral acid
(d) Hydrolysis of acetonitrile by a mineral acid

Narayan Hari

Numerade Educator

Problem 96

$\mathrm{Br}-\left(\mathrm{CH}_2\right)_4-\mathrm{COOH} \xrightarrow[\text { (2) } \mathrm{H}^{+}]{\text {(1) } \mathrm{OH}^{-}}$?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 97

The reaction of p- $\mathrm{HOC}_6 \mathrm{H}_4 \mathrm{COOH}$ with excess $\mathrm{Br}_2$ forms
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 98

Formaldehyde gives an additive product with meth ylmagnesium iodide which on aqueous hydrolysis gives
(a) methyl alcohol
(b) isopropyl alcohol
(c) propyl alcohol
(d) ethyl alcohol

Narayan Hari

Numerade Educator

Problem 99

During reduction of carbonyl compounds by hydrazine and KOH , the first intermediate formed is
(a) $\mathrm{RCH}=\mathrm{NH}$
(b) $\mathrm{RCONH}_2$
(c) $\mathrm{RCH}=\mathrm{NNH}_2$
(d) $\mathrm{RC} \equiv \mathrm{N}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 100

A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 101

The reaction of benzaldehdye with alkali gives
(a) benzene + benzyl alcohol
(b) phenol + benzene
(c) benzene + benzyl alcohol
(d) benzyl alcohol + sodium benzoate

Narayan Hari

Numerade Educator

Problem 102

The cyanohydrin of a compound X on hydrolysis gives lactic acid; the X is
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{CO}$
(b) $\mathrm{CH}_3 \mathrm{CHO}$
(c) HCHO
(d) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 103

Which of the following products is formed when benzaldehyde is treated with $\mathrm{CH}_3 \mathrm{MgBr}$ and the addition product so obtained is subjected to acid hydrolysis?
(a) a primary alcohol
(b) phenol
(c) secondary alcohol
(d) tert-Butyl alcohol

Narayan Hari

Numerade Educator

Problem 104

From which of the following tertiary butyl alcohol is obtained by the action of methyl magnesium iodide?
(a) $\mathrm{CO}_2$
(b) HCHO
(c) $\mathrm{CH}_3^2 \mathrm{CHO}$
(d) $\mathrm{CH}_3 \mathrm{COCH}_3$

Narayan Hari

Numerade Educator

Problem 105

A substance $\mathrm{C}_4 \mathrm{H}_{10} \mathrm{O}$ yields on oxidation a compound, $\mathrm{C}_4 \mathrm{H}_8 \mathrm{O}$ which gives an oxime and a positive iodoform test. The original substance on treatment with conc. $\mathrm{H}_2 \mathrm{SO}_4$ gives $\mathrm{C}_4 \mathrm{H}_8$. The structure of the compound is
(a) $\left(\mathrm{CH}_3\right)_3 \mathrm{COH}$
(b) $\mathrm{CH}_3 \mathrm{CHOHCH}_2 \mathrm{CH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{O}-\mathrm{CH}_2 \mathrm{CH}_3$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 106

In the reaction

$$
\mathrm{CH}_3 \mathrm{CHO}+\mathrm{CH}_2(\mathrm{COOH})_2 \xrightarrow{\Delta, \text { Pyridine }} \mathrm{A}
$$

The compound A is
(a) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CHCOOH}$
(b) $\mathrm{COOHCH}=\mathrm{CHCOOH}$
(c) $\mathrm{CH}_3 \mathrm{COOH}$
(d) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{COOH}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 107

$\left(\mathrm{CH}_3\right)_2 \mathrm{CO} \xrightarrow[(\mathrm{HCl})]{\mathrm{NaCN}} \mathrm{A} \xrightarrow{\mathrm{H}_3 \mathrm{O}-} \mathrm{B}$
in the above sequence of reactions A and B are
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CN},\left(\mathrm{CH}_3\right)_2 \mathrm{CHCOOH}$
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CN},\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH})_2$
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CN},\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{COOH}$
(d) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CN},\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{O}$

Narayan Hari

Numerade Educator

Problem 108

The most reactive compound towards formation of cyanohydrin on treatment with KCN followed by acidification is
(a) p-nitrobenzaldehyde
(b) p-hydroxybenzaldehyde
(c) benzaldehyde
(d) phenylacetaldehyde

Narayan Hari

Numerade Educator

Problem 109

Baeyer-Villiger oxidation of cyclohexanone with peracetic acid
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 110

If 3-hexanone is reacted with $\mathrm{NaBH}_4$ followed by hydrolysis with $\mathrm{D}_2 \mathrm{O}$, the product will be
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CD}(\mathrm{OD}) \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{OD}) \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2^2 \mathrm{CD}(\mathrm{OH}) \mathrm{CH}_2^2 \mathrm{CH}_2^2 \mathrm{CH}_3^3$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3$

Narayan Hari

Numerade Educator

Problem 111

Which one of the following pairs is not correctly matched?
(a) $>\mathrm{C}=\mathrm{O} \longrightarrow \mathrm{CH}_2$

Clemmensen reduction
(b) $-\mathrm{COCl} \longrightarrow-\mathrm{CHO}$

Rosenmund reduction
(c)
$>\mathrm{C}=\mathrm{O} \xrightarrow[\text { Wolff }- \text { Kishner reduction }]{ }>\mathrm{CHOH}$
(d)

Narayan Hari

Numerade Educator

Problem 112

Which alkene is formed from the following yield carbonyl pair?
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}=\mathrm{PPh}_3+$ 2-butanone
(a) 1-methyl-5-methane
(b) 3-methyl-3-heptene
(c) 4-methyl-3-heptene
(d) 5-methyl-3-heptene

Narayan Hari

Numerade Educator

Problem 113

Predict the product ' $B$ ' in the sequence of reaction $\mathrm{HC} \equiv \mathrm{CH} \xrightarrow[\mathrm{HgSO}_4]{30 \% \mathrm{H}_2 \mathrm{SO}_4} \mathrm{~A} \xrightarrow{\mathrm{NaOH}} \mathrm{B}$
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 114

An organic compound 'A' has the molecular formula $\mathrm{C}_3 \mathrm{H}_6 \mathrm{O}$. It undergoes iodoform test. When saturated with HCl it gives 'B' of molecular formula $\mathrm{C}_9 \mathrm{H}_{14} \mathrm{O}$. ' A ' and ' B ' respectively are
(a) Propanone and 2,6-dimethyl-2,5-heptadien-4-one
(b) propanone and mesitylene oxide
(c) propanal and mesitylene
(d) propanol and mesityl oxide

Narayan Hari

Numerade Educator

Problem 115

The end product in the following sequence of reactions is

$$
\mathrm{HC} \equiv \mathrm{CH} \xrightarrow[20 \% \mathrm{H}_2 \mathrm{SO}_4]{1 \% \mathrm{HgSO}_4} \mathrm{~A} \xrightarrow[\mathrm{H}_2 \mathrm{O}]{\mathrm{CH}_3 \mathrm{MgX}} \mathrm{~B}[\mathrm{O}]
$$

(a) ethanol
(b) acetone
(c) acetic acid
(d) isopropyl alcohol

Narayan Hari

Numerade Educator

Problem 116

$A$ and $B$ in the following reactions are
Figure Can't Copy
(a) $\mathrm{A}=\mathrm{RR}^{\prime} \mathrm{C}(\mathrm{OH})(\mathrm{COOH}), \mathrm{B}=\mathrm{NH}_3$
(b) $\mathrm{A}=\mathrm{RR}^{\prime} \mathrm{CH}_2 \mathrm{CN}, \mathrm{B}=\mathrm{NaOH}$
(c) $\mathrm{A}=\mathrm{RR}$ ' $\mathrm{C}(\mathrm{CN})(\mathrm{OH}), \mathrm{B}=\mathrm{LiAlH}_4$
(d) $\mathrm{A}=\mathrm{RR}^{\prime} \mathrm{C}(\mathrm{CN})(\mathrm{OH}), \mathrm{B}=\mathrm{H}_3 \mathrm{O}^{+}$

Narayan Hari

Numerade Educator

Problem 117

Cinnamic acid is formed when $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CHO}$ condensation with $\left(\mathrm{CH}_3 \mathrm{CO}\right)_2 \mathrm{O}$ in presence of
(a) sodium metal
(b) sodium acetate
(c) anhydrous $\mathrm{ZnCl}_2$
(d) conc. $\mathrm{H}_2 \mathrm{SO}_4$

Narayan Hari

Numerade Educator

Problem 118

A compound gives a yellow ppt. on warming with the aqueous solution of NaOH . Its vapour density is 29 . The compound is
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$
(b) $\mathrm{CH}_3 \mathrm{COCH}_3$
(c) $\mathrm{CH}_3 \mathrm{CHOHCH}_3$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}$

Narayan Hari

Numerade Educator

Problem 119

In the reaction
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH} \xrightarrow{\mathrm{H}_2 \mathrm{SO}_4, \mathrm{HgSO}_4}[\mathrm{~A}]$
The compound $[\mathrm{A}]$ is
(a) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{COOH}$
(b) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CHO}$
(c) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CO}^{-}-\mathrm{CH}_3$
(d) none of these

Narayan Hari

Numerade Educator

Problem 120

The compound which reacts with hydroxyl amine but does not react with Tollen's reagent is
(a) $\mathrm{CH}_3 \mathrm{CHO}$
(b) HCHO
(c) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(d) $\mathrm{CH}_3 \mathrm{COCH}_3$

Narayan Hari

Numerade Educator

Problem 121

To convert 2 -butanone into propionic acid
(a) $\mathrm{NaOH}+\mathrm{NaI} / \mathrm{H}^{+}$
(b) Fehling's test
(c) $\mathrm{I}_2 / \mathrm{NaOH} / \mathrm{H}^{+}$
(d) Tollen's reagent

Yogesh R

Numerade Educator

Problem 122

The smallest ketone and its next homologue are reacted with $\mathrm{NH}_2 \mathrm{OH}$ to form oxime then
(a) two different oximes are formed
(b) three different oximes are fomed
(c) two oximes are optically active
(d) all oximes are optically active

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 123

m -Chlorobenzaldehyde on reaction with conc. KOH at room temperature gives
(a) potassium m-chlorobenzoate and m-hydroxybenzaldehyde
(b) m-hydroxybenzaldehyde and m-chlorobenzyl alcohol
(c) m-chlorobenzyl alcohol and m-hydroxybenzyl alcohol
(d) potassium m-chlorobenzoate and m-chlorobenzyl alcohol

Narayan Hari

Numerade Educator

Problem 124

A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives
(a) benzyl alcohol and sodium formate
(b) sodium benzoate and methyl alcohol
(c) sodium benzoate and sodium formate
(d) benzyl alcohol and methyl alcohol

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 125

The appropriate reagent for the transformation
Figure Can't Copy
(a) $\mathrm{Zn}(\mathrm{Hg}), \mathrm{HCl}$
(b) $\mathrm{NH}_2 \mathrm{NH}_2, \mathrm{OH}^{-}$
(c) $\mathrm{H}_2 / \mathrm{Ni}$
(d) $\mathrm{NaBH}_4$

Narayan Hari

Numerade Educator

Problem 126

In a Cannizzaro reaction, the intermediate that will be best hydride donor is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 127

In the Cannizzaro reaction given below, $2 \mathrm{Ph}-\mathrm{CHO} \xrightarrow{\mathrm{OH}^{-}} \mathrm{Ph}-\mathrm{CH}_2 \mathrm{OH}+\mathrm{PhCO}_2^{-}$, the slowest step is
(a) the attack of -OH at the carbonyl group
(b) the transfer of hydride ion to the carbonyl group
(c) the abstraction of proton from the carboxylic acid
(d) the deprotonation of $\mathrm{Ph}-\mathrm{CH}_2 \mathrm{OH}$.

Narayan Hari

Numerade Educator

Problem 128

The product obtained on the alkaline hydrolysis of followed by acidification will be
(a) $\mathrm{H}_2 \mathrm{NCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COCl}+\mathrm{H}_2 \mathrm{O}$
(b) $\mathrm{HOOC} . \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}+\mathrm{NH}_3$
(c) $\mathrm{H}_2 \mathrm{~N}-\mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2-\mathrm{COONa}$
(d) $\mathrm{H}_2 \mathrm{NCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 129

Which of the following on oxidation followed by hydrolysis gives pyruvic acid?
(a) acetone cyanohydrin
(b) acetaldehyde cyanohydrin
(c) formaldehyde cyanohydrin
(d) none of these

Narayan Hari

Numerade Educator

Problem 130

The refluxing of $\left(\mathrm{CH}_3\right)_2 \mathrm{NCOCH}_3$ with acid gives
(a) $2 \mathrm{CH}_3 \mathrm{OH}+\mathrm{CH}_3 \mathrm{CONH}_2$
(b) $2 \mathrm{CH}_3 \mathrm{NH}_2+\mathrm{CH}_3 \mathrm{COOH}$
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{NCOOH}+\mathrm{CH}_4$
(d) $\left(\mathrm{CH}_3\right)_2 \mathrm{NH}+\mathrm{CH}_3 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 131

The end product (b) in the following sequence of reactions
$\mathrm{CH}_3 \mathrm{Cl} \xrightarrow{\mathrm{KCN}}$ (a) $\xrightarrow{\mathrm{H}^{-} / \mathrm{H}_2 \mathrm{O}}$ (b) is
(a) HCOOH
(b) $\mathrm{CH}_3 \mathrm{NH}_2$
(c) $\mathrm{CH}_3 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{COCH}_3$

Narayan Hari

Numerade Educator

Problem 132

$\mathrm{R}-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}$ can be converted into $\mathrm{RCH}_2 \mathrm{CH}_2$ COOH . The correct sequence of reagent is
(a) $\mathrm{PBr}_3, \mathrm{KCN}, \mathrm{H}^{+}$
(b) $\mathrm{HCN}, \mathrm{PBr}_3, \mathrm{H}^{+}$
(c) $\mathrm{KCN}, \mathrm{H}^{+}$
(d) $\mathrm{PBr}_3, \mathrm{KCN}, \mathrm{H}_2$

Narayan Hari

Numerade Educator

Problem 133

$\left(\mathrm{CH}_3 \mathrm{CO}\right)_2 \mathrm{O} \xrightarrow[\text { Anhyd. } \mathrm{AlCl}_3]{\text { diethyl ether }} \mathrm{A}$.

Product A is
(a) $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5$
(b) $\mathrm{CH}_3 \mathrm{COOCH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOC}_2 \mathrm{H}_5$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 134

Identify (a) in the following reaction:
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 135

Which is not true about acetophenone?
(1) Reacts with $\mathrm{I}_2 / \mathrm{NaOH}$ to form iodoform
(2) Reacts with Tollen's reagent to form silver mirror
(3) On oxidation with alkaline $\mathrm{KMnO}_4$ followed by hydrolysis gives benzoic acid
(4) Reacts to form 2, 4-dinitrophenyl-hydrazone
(a) 2 and 4
(b) 2 only
(c) 1 and 4
(d) 4 only

Narayan Hari

Numerade Educator

Problem 136

Hydrolysis of an ester gives a carboxylic acid which on Kolbe's electrolysis yields ethane. The ester is
(a) Methyl methanoate
(b) Methyl propanoate
(c) Ethyl methanoate
(d) Methyl ethanoate

Narayan Hari

Numerade Educator

Problem 137

In the following sequence of reactions, what is $D$ ?
Figure Can't Copy
(a) an amide
(b) phenyl isocyanate
(c) primary amine
(d) a chain lengthened hydrocarbon

Nidhi Singhi

Numerade Educator

Problem 138

In the reaction the final product C is
Figure Can't Copy
(a) an amide
(b) phenyl isocyanate
(c) primary amine
(d) a chain lengthened hydrocarbon

Nidhi Singhi

Numerade Educator

Problem 138

In the reaction the final product C is
Figure Can't Copy
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 139

$\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{C}_2 \mathrm{H}_5$ on reaction with sodium ethoxide in ethanol gives A , which on heating in the presence of acid gives B. Compound B is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 140

In the compound given below
The correct order of acidity of the positions (X), (Y) and $(Z)$ is
Figure Can't Copy
(a) X $>$ Y $>$ Z
(b) Y $>$ X $>$ Z
(c) Z $>$ X $>Y$
(d) X $>$ Z $>$ Y

Satpal Satpal

Numerade Educator

Problem 141

To convert 2-butanone into propionic acid
(a) $\mathrm{NaOH}+\mathrm{NaI} / \mathrm{H}^{+}$
(b) Fehling's test
(c) $\mathrm{I}_2 / \mathrm{NaOH} / \mathrm{H}^{+}$
(d) Tollen's reagent

Yogesh R

Numerade Educator

Problem 142

The structure of the product (a) in the reaction is given as product (a)
Figure Can't Copy
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 143

Which of the following carboxylic acids undergoes
decarboxylation easily?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 144

The final product on acid hydrolysis and decarboxylation of
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 145

The end product (c) in this reaction,

$$
\mathrm{CH}_3 \mathrm{COOH} \xrightarrow{\mathrm{CaCO}_3} \mathrm{~A} \xrightarrow{\text { Heat }} \mathrm{B}
$$

$\xrightarrow{\mathrm{NH}_2 \mathrm{OH}} \mathrm{C}$, is
(a) Acetaldehyde oxime
(b) Aceto oxime
(c) Acetamide
(d) Ethane nitrile

Muhammad Ahsan

Numerade Educator

Problem 146

In the following sequence of reactions:
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH} \xrightarrow{\mathrm{KMnO}_4}$ (a) $\xrightarrow{\mathrm{SOCl}_2, \mathrm{NH}_3}$
(b) $\mathrm{Br}_2+\mathrm{NaOH}$
(c) the end product (c) is
(a) Acetone
(b) Ethylamine
(c) Acetic acid
(d) Methyl amine

Narayan Hari

Numerade Educator

Problem 147

Which of the following will give yellow precipitate with $\mathrm{I}_2 / \mathrm{NaOH}$ ?
1. $\mathrm{ICH}_2 \mathrm{COCH}_2 \mathrm{CH}_3$
3. $\mathrm{CH}_3 \mathrm{CONH}_2$
2. $\mathrm{CH}_3 \mathrm{COOCOCH}_3$
(a) 1,3
4. $\mathrm{CH}_3 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{CH}_3$
(c) 1,2
(b) 3,4
(d) 1,4

Narayan Hari

Numerade Educator

Problem 148

Consider the following substances:
1. HCHO
2. $\mathrm{CH}_3 \mathrm{CHO}$
3. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COCH}_3$
4. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COCH}_2 \mathrm{CH}_3$

Correct order of reactivity towards nucleophillic addition reaction is:
(a) 1 $>4>2>3$
(b) 1 $>2>4>3$
(c) 1 $>3>2>4$
(d) 1 $>2>3>4$

Narayan Hari

Numerade Educator

Problem 149

Under Wolff-Kishner reduction conditions, the conversions which may be brought about are
1. Benzophenone into diphenylmethane
2. Benzaldehyde into benzyl alcohol
3. Cyclohexanone into cyclohexane
4. Cyclohexanone into cyclohexanol
(a) 1,2
(b) 1,3
(c) $1,3,4$
(d) 2,3,4

Narayan Hari

Numerade Educator

Problem 150

The correct decreasing order of alkaline hydrolysis is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 151

Which of the following will be oxidized by $\mathrm{HIO}_4$ ?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy
Select the correct answer using the codes below:
(a) 1,2 and 4
(b) 1, 2 and 3
(c) 2,3 and 4
(d) 1,3 and 4

Narayan Hari

Numerade Educator

Problem 152

Place the following acid chlorides in the decreasing order of reactivity to hydrolysis.
(1) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COCl}$
(2) $\mathrm{p}-\mathrm{O}_2 \mathrm{NC}_6 \mathrm{H}_4 \mathrm{COCl}$
(3) $\mathrm{p}-\mathrm{CH}_3 \mathrm{OC}_6 \mathrm{H}_4 \mathrm{COCl}$
(a) 2 $>$ 1 $>3$
(b) $3>1>2$
(c) 1 $>2>3$
(d) 1 $>3>2$

Narayan Hari

Numerade Educator

Problem 153

Consider the following substances:
(1) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COCH}_2 \mathrm{COCH}_3$
(2) $\left(\mathrm{C}_2 \mathrm{H}_5 \mathrm{OCO}\right)_2 \mathrm{CH}_2$
(3) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COOC}_2 \mathrm{H}_5$
(4) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COCH}_3$

Place these dicarbonyl compounds in decreasing order of their enol content.
(a) $4>3>2>1$
(b) I $>4>3>2$
(c) 1 $>2>3>4$
(d) I $>4>2>3$

Narayan Hari

Numerade Educator

Problem 154

Consider the following acids:
(1) HCN
(2) HCOOH
(3) $\mathrm{CH}_3 \mathrm{COOH}$
(4) $\mathrm{Cl}-\mathrm{CH}_2-\mathrm{COOH}$

The acid strengths of these acids are such that
(a) $4>3>1>2$
(b) 1 $>3>2>4$
(c) $2>3>4>1$
(d) $4>2>3>1$

Narayan Hari

Numerade Educator

Problem 155

Consider the following acids:
(1) $\mathrm{CH}_3 \mathrm{COOH}$
(2) $\mathrm{Cl}_2 \mathrm{CHCOOH}$
(3) $\mathrm{ClCH}_2 \mathrm{COOH}$
(3) $\mathrm{ClCH}_2 \mathrm{CH}_2 \mathrm{COOH}$

The correct sequence of acidity is:
(a) $3>1>2>4$
(b) $2>3>4>1$
(c) 1 $>3>4>2$
(d) $2>4>3>1$

Narayan Hari

Numerade Educator

Problem 156

Which of the following are examples of aldol condensation?
3. $2 \mathrm{HCHO} \xrightarrow{\text { dil. } \mathrm{NaOH}} \mathrm{CH}_3 \mathrm{OH}+\mathrm{HCOOH}$
4. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CHO}+\mathrm{HCHO} \xrightarrow[\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{OH}]{\text { dil } \mathrm{NaOH}}$
(a) 2 and 3
(b) 1 and 3
(c) 1 and 2
(d) 1,2 and 3

Narayan Hari

Numerade Educator

Problem 157

Consider the reaction sequence given below and identify the incorrect statement(s).
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy
(a) 1 and 4
(b) 3 and 4
(c) 2 and 3
(d) 4 only

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Problem 158

Consider the following acids:
(1) $\mathrm{o}-\mathrm{HOC}_6 \mathrm{H}_4 \mathrm{COOH}$
(2) $\mathrm{o}-\mathrm{CH}_3 \mathrm{OC}_6 \mathrm{H}_4 \mathrm{COOH}$
(3) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}$

Arrange these acids in the decreasing order of their acidities.
(a) 1 $>3>2$
(b) $3>2>1$
(c) 1 $>2>3$
(d) $2>3>1$

Narayan Hari

Numerade Educator

Problem 159

Which of the following statements regarding chemical properties of acetophenone are wrong?
I. it is reduced to methylphenylcarbinol by sodium and ethanol
II. it is oxidized to benzoic acid with acidified $\mathrm{KMnO}_4$
III. it does not undergo electrophillic substitution like nitration at meta position.
IV. it does not undergo iodoform reaction with iodine and alkali.
(a) I and II
(b) II and IV
(c) I and III
(d) III and IV

Narayan Hari

Numerade Educator

Problem 160

Consider the following statements; Acetophenone can be prepared by
I. oxidation of 1-phenylethanol
II. reaction of benzaldehyde with methyl magnesium bromide
III. Friedal Crafts reaction of benzene with acetyl chloride
IV. Distillation of calcium benzoate

Which of the above statements are correct?
(a) I and III
(b) III and IV
(c) II and III
(d) I and IV

Narayan Hari

Numerade Educator

Problem 161

Which of the following reactants on reaction with conc. NaOH followed by acidification gives the following lactone as the only product?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Yogesh R

Numerade Educator

Problem 162

The correct order of reactivity of PhMgBr with
Figure Can't Copy
(a) I $>$ II $>$ III
(b) III $>$ II $>$ I
(c) II $>$ III $>$ I
(d) I $>$ III $>$ II

Narayan Hari

Numerade Educator

Problem 163

The product of acid hydrolysis of $P$ and $Q$ can be distinguished by
Figure Can't Copy
(a) Lucas reagent
(b) 2, 4-DNP
(c) Felhing's solution
(d) $\mathrm{NaHSO}_3$

Narayan Hari

Numerade Educator

Problem 164

Compound ' A ' (molecular formula $\mathrm{C}_3 \mathrm{H}_8 \mathrm{O}$ ) is treated with acidified potassium dichromate to form a product 'B' (molecular formula $\mathrm{C}_3 \mathrm{H}_6 \mathrm{O}$ ). 'B' forms a shining silver mirror on warming with ammonical silver nitrate. 'B' when treated with an aqueous solution of $\mathrm{H}_2 \mathrm{NCONHNH}_2 \mathrm{HCl}$ and sodium acetate gives a product ' C '. Identify the structure of ' C '.
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 165

The enol form of acetone, after treatment with $\mathrm{D}_2 \mathrm{O}$, gives
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 166

Which of the following undergoes aldol condensation?
1. Acetaldehyde
2. Propionaldehyde
3. Benzaldehyde
4. Trideuteroacetaldehyde.
(a) 1,2
(b) 1,2,3
(c) $1,2,4$
(d) 2,4

Narayan Hari

Numerade Educator

Problem 167

A new carbon-carbon bond formation is possible in
1. Cannizzro reaction
2. Feirdel-Craft's reaction
3. Clemmensen reduction
4. Reimer-Teimann reaction
(a) 2,4
(b) 1,2
(c) 2,3
(d) $1,2,4$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 168

An aldehyde, $\mathrm{C}_{11} \mathrm{H}_8 \mathrm{O}(\mathrm{X})$ which does not undergo self aldol condensation gives benzaldehyde and two moles of (Y) on ozonolysis. Compound (Y), on oxidation with silver ions gives oxalic acid. The structure of $(X)$ is given as:

Narayan Hari

Numerade Educator

Problem 169

Arrange the following compounds in decreasing order of reactivity towards RMgX
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy
(a) I $>$ III $>$ IV
(b) II $>$ I $>$ III
(c) IV $>$ III
(d) II $>$ IV

Nidhi Singhi

Numerade Educator

Problem 170

Which of the following compounds can be synthesized by intramolecular aldol condensation in very good yield (as a major product)?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 171

Which of the following will give characteristic colour with $\mathrm{FeCl}_3$ ?
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Ashman Jagdev

Numerade Educator

Problem 172

Which of the following statement(s) is/are correct?
(a) The nucleophilic addition of HCN to $\mathrm{CH}_3-\mathrm{CH}=$ $\mathrm{CH}-\mathrm{CHO}$ results in major addition to $\mathrm{C}=\mathrm{O}$.
(b) The nucleophilic addition of HCN to $\mathrm{CH}_3-\mathrm{CH}=$ $\mathrm{CH}-\mathrm{CHO}$ results in major addition to $\mathrm{C}=\mathrm{C}$.
(c) The nucleophilic addition of PhMgBr to $\mathrm{PhCH}=$ $\mathrm{CH}-\mathrm{COCMe}_3$ results in addition to $\mathrm{C}=\mathrm{C}$.
(d) The nucleophilic addition of PhMgBr to PhCH $\mathrm{CH}-\mathrm{CHO}$ results in addition to $\mathrm{C}=\mathrm{O}$.

Narayan Hari

Numerade Educator

Problem 173

On warming with $\mathrm{I}_2$ and aqueous NaOH , iodoform and sodium succinate are formed. The formula of the compound should be
(a) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{CH}_3$
(b) $\mathrm{CH}_3 \mathrm{COC}_6 \mathrm{H}_5$
(c) $\mathrm{CH}_3-\mathrm{CO}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{CH}_2 \mathrm{COCH}_3$

Narayan Hari

Numerade Educator

Problem 174

The true statements regarding aldol condensation are
(a) It is an irreversible process.
(b) When aldehydes condense with ketones, it is the $\alpha$-hydrogen of the ketone involved in the condensation.
(c) Condensation involves formation of new $\mathrm{C}-\mathrm{C}$ bond.
(d) Molecular weight of the product is an integral multiple of molecular weights of reactants.

Narayan Hari

Numerade Educator

Problem 175

$\mathrm{Ph}-\mathrm{CHO}+\mathrm{NH}_2 \mathrm{OH} \rightarrow(\mathrm{A})$

Which of the following is/are true about compound (A)?
(a) The syn- (A) on treatment with $\mathrm{PCl}_5$ in ether gives N - phenyl formamide.
(b) The product (A) exists in 2 isomeric forms.
(c) The suitable pH for the reaction is between 4 to 6
(d) The anti- (A) on treatment with $\mathrm{PCl}_5$ in ether followed by hydrolysis gives aniline and formic acid.

Narayan Hari

Numerade Educator

Problem 176

Which of the following reactions, yield a product with a three membered ring?
(a) $\mathrm{CH}_3-\mathrm{C}(\mathrm{O})-\mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Cl} \xrightarrow{\mathrm{KOH}, \mathrm{H}_2 \mathrm{O}}$
(b) $\mathrm{PhCHO}+\mathrm{Br}-\mathrm{CH}_2-\mathrm{C}(\mathrm{O})-\mathrm{OEt}$
$\mathrm{t}-\mathrm{BuO}^{-} / \mathrm{t}-\mathrm{BuOH}$
(c) $\mathrm{Ph}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_3 \xrightarrow{\mathrm{mCPBA}}$

Rajesh Singh

Numerade Educator

Problem 177

Identify the products formed (X) and (Y) in the following reaction

$$
\mathrm{C}_6 \mathrm{H}_5 \mathrm{CHO}+\mathrm{HCHO} \xrightarrow{\text { conc. } \overline{\mathrm{O}} \mathrm{H}}(\mathrm{X})+(\mathrm{Y})
$$

(a) $(\mathrm{X})$ is $\mathrm{HCOO}^e$
(b) $(\mathrm{Y})$ is $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{OH}$
(c) $(\mathrm{Y})$ is $\mathrm{CH}_3 \mathrm{OH}$
(d) (X) is $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COO}^e$

Narayan Hari

Numerade Educator

Problem 178

Compound (B) on treating with dilute $\mathrm{H}_2 \mathrm{SO}_4$ gives
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 179

Compound (C) on treating with $\mathrm{CH}_3 \mathrm{O}^{-} / \mathrm{CH}_3 \mathrm{OH}$ will give
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 180

Compound (D) on gently heating with $\mathrm{P}_2 \mathrm{O}_5$ gives
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

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Problem 181

If the medium of reaction is fairly alkaline in the beginning of the reaction and pH of the solution is made to decrease gradually.
(a) The rate of reaction increases throughout.
(b) The rate of reaction decreases throughout.
(c) The rate of reaction reaches minimum at a particular pH and then increases.
(d) The rate of reaction reaches maximum at a particular pH , and then decreases.

Narayan Hari

Numerade Educator

Problem 182

Figure Can't Copy
Which of the following type of isomerism are possible in the product $(\mathrm{P})$ ?
(I) Optical
(II) Tautomerism
(III) Metamerism
(IV) Geometrical
(a) I and II
(b) I and III
(c) II and III
(d) I, II, III and IV

Narayan Hari

Numerade Educator

Problem 183

Rate of reaction is fastest when the ' $Z$ ' is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 184

Which compound would you start with in an aldol condensation cyclization to prepare the given compound (A)?
Figure Can't Copy
(a) $\mathrm{CH}_3-\mathrm{CO}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{C}(\mathrm{O})-\mathrm{CH}_3$
(b) $\mathrm{CH}_3-\mathrm{C}(\mathrm{O})-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{C}(\mathrm{O})-\mathrm{CH}_3$
(c) $\mathrm{CH}_3-\mathrm{C}(\mathrm{O})-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{OH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{C}(\mathrm{O})-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CHO}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 185

Cyclohexanone when treated with $\mathrm{Ba}(\mathrm{OH})_2$ gives
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 186

A hydrocarbon $\mathrm{C}_7 \mathrm{H}_{12}$ on ozonolysis gives a compound which undergoes aldol condensation, giving 1- acetylcyclopentene. The hydrocarbon is
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Brittany Carnathan

Brittany Carnathan

Numerade Educator

Problem 187

Match the following:

List I (Reactants)
1.
$\mathrm{HC} \equiv \mathrm{CH}+\mathrm{H}_2 \mathrm{O} \xrightarrow{\mathrm{Hg}^{2+}}$
2. $\mathrm{PhCH}_3 \xrightarrow[\text { 2. } \mathrm{H}_2 \mathrm{O} / \mathrm{OH}^{-}]{\text {1. } \mathrm{Cl}_2, \Delta}$
3.
$\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}_2+\mathrm{CO}+\mathrm{H}_2 \xrightarrow{\left[\mathrm{Co}(\mathrm{CO})_4\right]_2}$
4.

List II (Products)
(i) $\mathrm{CH}_3 \mathrm{CHO}$
(ii) PhCHO
(iii) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CHO}$

The correct matching is:
1
2
3
4
(a) (iii)
(ii)
(i)
(i)
(b) (i)
(i)
(ii)
(iii)
(c) (ii)
(iii)
(i)
(i)
(d) (i)
(ii)
(iii)
(i)

Rajesh Singh

Numerade Educator

Problem 188

Match the following:

List I
1. $\mathrm{RCHO}+2 \mathrm{R}^{\prime} \mathrm{OH}$ dry HCl gas
2. $\mathrm{R}_2 \mathrm{C}=\mathrm{O}+\mathrm{R}^{\prime} \mathrm{NH}_2$
3. $\mathrm{RCH}=\mathrm{O}$ (or $\mathrm{R}_2 \mathrm{C}=\mathrm{O}$ ) + Phenyl hydrazine $\mathrm{H}^{+}$
4. $\mathrm{PhCHO}+\mathrm{NH}_2 \mathrm{OH}$

List II
(i) Benzaldehyde oxime
(ii) A phenyl hydrazone
(iii) A Schiff's base
(iv) An acetal

The correct matching is:
$\begin{array}{llll}1 & 2 & 3 & 4\end{array}$
(a) (iv) (iii) (ii)
(b) (iv)
(iii)
(i)
(ii)
(c) (iii)
(iv)
(ii)
(d) (i)
(ii)
(iii)

Rajesh Singh

Numerade Educator

Problem 189

Match the following:

List I (Compounds to be reduced)
1. $\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CHO}$
2. $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COCH}_3$
3. $\mathrm{PhCH}(\mathrm{OH}) \mathrm{CH}_2 \mathrm{COCH}_2 \mathrm{CH}_3$
4. $\mathrm{PhCOCH}_3$

List II (most suitable reduction)
(i) Clemmensen reduction
(ii) Wolf-Kishner reduction
(iii) Both

The correct matching is:
(a) (iii)
(ii)

3
4
(b) (i)
(ii)
(ii)
(i)
(c) (i)
(iii)
(ii)
(iii)
(d) (ii) (iii)
(iii)
(ii)
(ii)

Rajesh Singh

Numerade Educator

Problem 190

Match list I (organic compounds oxidized by $\mathrm{HIO}_4$ ) with list II (products of $\mathrm{HIO}_4$ oxidation) and select the correct answer:
List I
1. $\mathrm{CH}_3 \mathrm{COCHO}$
2. 1,2-cyclohexanedione
3. $\mathrm{PhCH}(\mathrm{OH}) \mathrm{CHO}$
4. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{OH}) \mathrm{COCH}_3$
List II
(i) $\mathrm{PhCH}=\mathrm{O}+\mathrm{HCOOH}$
(ii) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}+\mathrm{HOOCCH}_3$
(iii) $\mathrm{HOOC}\left(\mathrm{CH}_2\right)_4 \mathrm{COOH}$
(iv) $\mathrm{CH}_3 \mathrm{COOH}+\mathrm{HCOOH}$
Figure Can't Copy

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 191

Match list I (organic compounds oxidized by $\mathrm{HIO}_4$ ) with list II (products of $\mathrm{HIO}_4$ oxidation) and select the correct answer.
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy
List II
(i) $2 \mathrm{H}_2 \mathrm{C}=\mathrm{O}+\mathrm{HCOOH}$
(ii) $2 \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}=\mathrm{O}$
(iii) $2 \mathrm{H}_2 \mathrm{C}=\mathrm{O}$
(iv) $\mathrm{PhCH}_2 \mathrm{CH}=\mathrm{O}+\mathrm{CH}_3 \mathrm{CH}=\mathrm{O}$

The correct matching is:
Figure Can't Copy

Rajesh Singh

Numerade Educator

Problem 192

Match the following:
List I
1. Formalin
2. Trioxane
3. Ketene
4. Metaldehyde

List II
(i) Trimer of HCHO
(ii) Compounds of the general formula, $\mathrm{R}_2 \mathrm{C}=\mathrm{C}=\mathrm{O}$
(iii) A tetramer of acetaldehyde
(iv) $40 \%$ aqueous solution of HCHO
Figure Can't Copy

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 193

Match the following:

List I (Reaction)
1. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CHO}+\mathrm{NaOH} \longrightarrow \mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}$ $+\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{OH}$
2. $\mathrm{C}_6 \mathrm{H}_6+\mathrm{CH}_3 \mathrm{Cl} \xrightarrow{\text { Anhyd. } \mathrm{AlCl}_3} \mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_3$
4.

List II (Name of reactions)
(i) Rosenmund reduction
(ii) Kolbe's reaction
(iii) Claisen reaction
(iv) Cannizzaro reaction
(v) Friedal-Craft's reaction

The correct matching is:
Figure Can't Copy

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 194

Match list I (products obtained on oxidative with $\mathrm{HIO}_4$ ) and list II (compounds that give products by $\mathrm{HIO}_4$ oxidation) and select the correct Answer.
Figure Can't Copy

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 195

Match the reactions given in list I with the reagents given in list II and select the correct Answer.
Figure Can't Copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 196

Match the following
Figure Can't Copy

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Problem 197

Match the following
Figure Can't Copy

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Problem 198

Match the following
Figure Can't Copy

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Problem 199

Match the following
Figure Can't Copy

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Problem 200

Match the following
Figure Can't Copy

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Problem 201

Match the following
Figure Can't Copy

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Problem 202

The total number of $\beta$-hydroxycarbonyl compounds which can be got by the aldol condensation of $\mathrm{CH}_3 \mathrm{CHO}$ and $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{CHO}$ is $\qquad$ -

Narayan Hari

Numerade Educator

Problem 203

The number of carbonyl groups in the given compound, which are reactive for nucleophilic addition is
$\qquad$

Narayan Hari

Numerade Educator

Problem 204

Number of phenyl groups present in the product formed when acetophenone is heated with conc. $\mathrm{H}_2 \mathrm{SO}_4$ is $\qquad$

Narayan Hari

Numerade Educator

Problem 205

Formaldehyde is warmed with $50 \% \mathrm{NaOH}$. The order of reaction that takes place is $\qquad$ .

Narayan Hari

Numerade Educator

Problem 206

The total number of enolates that can be formed, when 2-Butanone is treated with a base is $\qquad$

Narayan Hari

Numerade Educator

Problem 207

An aldehyde (A) $\left(\mathrm{C}_{11} \mathrm{H}_{10} \mathrm{O}\right)$ which does not undergo self aldol condensation, gives benzaldehyde and 2 moles of (B) on ozonolysis. Compound (B) on oxidation with Tollen's reagent gives an oxalic acid. Calculate the number of $\pi$ - bonds in the original $\mathrm{C}_5 \mathrm{H}_{12} \mathrm{O}$.

Narayan Hari

Numerade Educator

Problem 208

A diekmann condensation of diethyladipate was carried out by heating with sodium ethoxide. One equivalent of benzyl bromide was then added and the resulting mixture was then refluxed in $5 \% \mathrm{HCl}$ for several hours and heated. How many chiral carbon (s) is/are present in the final product?

Narayan Hari

Numerade Educator

Problem 209

2,6-octanedione is treated with alkali giving an aldol product. How many optically active isomer(s) is/are present in the final product?

Narayan Hari

Numerade Educator

Problem 210

How many molecules of acetone are needed in aldol condensation to form phorone?

Narayan Hari

Numerade Educator

Problem 211

With how many molecules of ammonia does formaldehyde condense to form urotropine?

Narayan Hari

Numerade Educator

Problem 212

On vigorous oxidation by permanganate solution, $\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{CH}-\mathrm{CH}_2-\mathrm{CH}_3$ gives
A. Figure Can't Copy
B. Figure Can't Copy
C. Figure Can't Copy
D. Figure Can't Copy

Narayan Hari

Numerade Educator

Problem 213

$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH} \xrightarrow[\text { red } \mathrm{P}]{\mathrm{Cl}_2} \mathrm{~A} \xrightarrow{\text { alc. } \mathrm{KOH}}$

B What is B ?
[2002]
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$
(b) $\mathrm{ClCH}_2 \mathrm{CH}_2 \mathrm{COOH}$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COCl}$
(d) $\mathrm{CH}_2=\mathrm{CHCOOH}$

Dr. Satish Ingale

Dr. Satish Ingale

Numerade Educator

Problem 214

When $\mathrm{CH}_2=\mathrm{CH}-\mathrm{COOH}$ is reduced with $\mathrm{LiAlH}_4$ the compound obtained will be
(a) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}$
(b) $\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2 \mathrm{OH}$
(c) $\mathrm{CH}_3^2-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}$
(d) $\mathrm{CH}_3-\mathrm{CH}_2^2-\mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 215

In the anion $\mathrm{HCOO}^{-}$the two carbon-oxygen bonds are found to be of equal length. What is the reason for it?
(a) electronic orbits of carbon atom are hybridized
(b) The $\mathrm{C}=\mathrm{O}$ bond is weaker than the $\mathrm{C}-\mathrm{O}$ bond
(c) The anion $\mathrm{HCOO}^{-}$has two resonating structures
(d) the anion is obtained by removal of a proton from the acid molecule

Narayan Hari

Numerade Educator

Problem 216

The general formula $\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}} \mathrm{O}_2$ could be for open chain
(a) carboxylic acid
(b) diols
(c) diketones
(d) dialdehydes

Shahina -

Numerade Educator

Problem 217

The reaction
Figure Can't Copy
is fastest when X is
(a) Cl
(b) $\mathrm{NH}_2$
(c) $\mathrm{OC}_2 \mathrm{H}_5$
(d) OCOR

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 218

On mixing ethyl acetate with aqueous sodium chloride, the composition of the resultant solution is
(a) $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5+\mathrm{NaCl}$
(b) $\mathrm{CH}_3 \mathrm{COONa}+\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$
(c) $\mathrm{CH}_3 \mathrm{COCl}+\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}+\mathrm{NaOH}$
(d) $\mathrm{CH}_3 \mathrm{Cl}+\mathrm{C}_2 \mathrm{H}_5 \mathrm{COONa}$

Narayan Hari

Numerade Educator

Problem 219

Acetyl bromide reacts with excess of $\mathrm{CH}_3 \mathrm{MgI}$ followed by treatment with a saturated solution of $\mathrm{NH}_4 \mathrm{Cl}$ gives
(a) acetone
(b) acetamide
(c) 2-methyl-2-propanol
(d) acetyl iodide

Narayan Hari

Numerade Educator

Problem 220

Which one of the following is reduced with zinc and hydrochloric acid to give the corresponding hydrocarbon?
(a) ethyl acetate
(b) acetic acid
(c) acetamide
(d) butan-2-one

Narayan Hari

Numerade Educator

Problem 221

Among the following acids which has the lowest pKa value?
(a) $\mathrm{CH}_3 \mathrm{COOH}$
(b) HCOOH
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COH}$

Narayan Hari

Numerade Educator

Problem 222

The best reagent to convert pent-3-en-2-ol into pent3 -en - 2 -one is
(a) acidic permanganate
(b) acidic dichromate
(c) chromic anhydride in glacial acetic acid
(d) pyridinium chloro-chromate

Narayan Hari

Numerade Educator

Problem 223

Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound formed is generally known as
(a) a Schiff's base
(b) an enamine
(c) an imine
(d) an amine

Narayan Hari

Numerade Educator

Problem 224

Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound formed is generally known as
(a) a Schiff's base
(b) an enamine
(c) an imine
(d) an amine

Narayan Hari

Numerade Educator

Problem 225

Phenyl magnesium bromide reacts with methanol to give
(a) a mixture of anisole and $\mathrm{Mg}(\mathrm{OH}) \mathrm{Br}$
(b) a mixture of benzene and $\mathrm{Mg}(\mathrm{OMe}) \mathrm{Br}$
(c) a mixture of toluene and $\mathrm{Mg}(\mathrm{OH}) \mathrm{Br}$
(d) a mixture of phenol and $\mathrm{Mg}(\mathrm{Me}) \mathrm{Br}$

Narayan Hari

Numerade Educator

Problem 226

The increasing order of the rate of HCN addition to compounds $\mathrm{A}-\mathrm{D}$ is
(a) HCHO
(b) $\mathrm{CH}_3 \mathrm{COCH}_3$
(c) $\mathrm{PhCOCH}_3$
(d) PhCOPh
(a) a $<$ b $<$ c $<$ d
(b) d $<$ b $<$ c $<$ a
(c) d $<$ c $<$ b $<$ a
(d) c $<$ d $<$ b $<$ a

Narayan Hari

Numerade Educator

Problem 227

Among the following mixtures, dipole-dipole as the major interaction, is present in
(a) benzene and ethanol
(b) acetonitrile and acetone
(c) KCl and water
(d) benzene and carbon tetrachloride

Narayan Hari

Numerade Educator

Problem 228

The correct order of increasing acid strength of the compound is
(a) $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{H}$
(b) $\mathrm{MeOCH}_2 \mathrm{CO}_2 \mathrm{H}$
(c) $\mathrm{CF}_3 \mathrm{CO}_2 \mathrm{H}$
(d) $(\mathrm{Me})_2 \mathrm{CH}_2 \mathrm{CO}_2 \mathrm{H}$
(a) b $<$ d $<$ a $<$ c
(b) d $<$ a $<$ c $<$ b
(c) d $<$ a $<$ b $<$ c
(d) a $<$ d $<$ c $<$ b

Narayan Hari

Numerade Educator

Problem 229

In cannizaro reaction given below
$\mathrm{Ph} \mathrm{CHO} \xrightarrow{\stackrel{\ominus}{\mathrm{O}} \mathrm{H}} \mathrm{PhCH}_2 \mathrm{OH}+\mathrm{Ph} \mathrm{C̈}_2$ the slowest step is:
(a) the transfer of hydride to the carbonyl group
(b) the abstraction of proton from the carboxylic group
(c) the deprotonation of $\mathrm{PhCH}_2 \mathrm{OH}$
(d) the attack of : O H at the carboxyl group

Narayan Hari

Numerade Educator

Problem 230

A liquid was mixed with ethanol and a drop of concentrated $\mathrm{H}_2 \mathrm{SO}_4$ was added a compound with a fruity smell was formed. The liquid was:
(a) HCHO
(b) $\mathrm{CH}_3 \mathrm{COCH}_3$
(c) $\mathrm{CH}_3 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{OH}$

Narayan Hari

Numerade Educator

Problem 231

Sodium ethoxide has reacted with ethanoyl chloride. The compound that is produced in the above reaction is:
(a) 2-Butanone
(b) Ethyl chloride
(c) Ethyl ethanoate
(d) Diethyl ether

Narayan Hari

Numerade Educator

Problem 232

Trihloroacetaldehyde was subjected to cannizzaro's reaction by using NaOH . The mixture of the products contains sodium trichloroacetate and another co mpound. The other compound is:
(a) Trichloromethanol
(b) 2,2,2-Trichloropropanol
(c) Chloroform
(d) 2, 2, 2-Trichloroethanol

Narayan Hari

Numerade Educator

Problem 233

In the given transformation, which of the following is the most appropriate reagent?
Figure Can't Copy
(a) NaBH
(b) $\mathrm{NH}_2 \mathrm{NH}_2, \mathrm{OH}^{-}$
(c) $\mathrm{Zn}-\mathrm{Hg} / \mathrm{HCl}$
(d) Na , Liq. $\mathrm{NH}_3$

Ramesh Singh

Numerade Educator

Problem 234

An organic compound A upon reacting with $\mathrm{NH}_3$ gives B . On heating B , it gives C . In the presence of KOH reacts with $\mathrm{Br}_2$ to give $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{NH}_2 \mathrm{~A}$ is
[2013]
(a)
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH}$
(c) $\mathrm{CH}_3 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 235

In the reaction,

$$
\mathrm{CH}_3 \mathrm{COOH} \xrightarrow{\mathrm{LANH}_4} \mathrm{~A} \xrightarrow{\mathrm{PCl}_5} \mathrm{~B} \xrightarrow{\mathrm{AlC} \cdot \mathrm{KOH}} \mathrm{C} \text {, }
$$

the product C is:
(a) Ethylene
(b) Acetyl chloride
(c) Acetaldehyde
(d) Acetylene

Narayan Hari

Numerade Educator

Problem 236

In the following sequence of reactions:

Tolouene $\xrightarrow{\mathrm{KMnO}_4} \mathrm{~A} \xrightarrow{\mathrm{SOCl}_2} \mathrm{~B} \xrightarrow[\mathrm{BaSO}_4]{\mathrm{H}_2 / \mathrm{Pd}} \mathrm{C}$, the product C is
[2015]
(a) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_3$
(c) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{OH}$
(d) $\mathrm{C}_6^6 \mathrm{H}_5 \mathrm{CHO}$

Narayan Hari

Numerade Educator

Problem 237

In the Hoffinann bromamide degradation reaction, the number of moles of NaOH and $\mathrm{Br}_2$ used per mole of Amine produced are
(a) Four moles of NaOH and two moles of $\mathrm{Br}_2$
(b) Two moles of NaOH and two moles of $\mathrm{Br}_2$
(c) Four moles of NaOH and one moles of $\mathrm{Br}_2$
(d) One moles of NaOH and one moles of $\mathrm{Br}_2$

Narayan Hari

Numerade Educator