A Complete Resource Book in Chemistry for JEE Main 2019

Atul Singhal

Chapter 24

General Organic Chemistry II - all with Video Answers

Educators

Chapter Questions

Problem 1

In $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$, the bond that undergoes heterolytic cleavage most readily is
(a) $\mathrm{O}-\mathrm{H}$
(b) $\mathrm{C}-\mathrm{H}$
(c) $\mathrm{C}-\mathrm{O}$
(d) $\mathrm{C}-\mathrm{C}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 2

The four $\mathrm{C}-\mathrm{H}$ bonds of methane are broken one at a time. The cleavage of which of the following bonds has the minimum bond dissociation energy?
(a) $\mathrm{C}-\mathrm{H}$
(b) $\mathrm{CH}-\mathrm{H}$
(c) $\mathrm{CH}_2-\mathrm{H}$
(d) $\mathrm{CH}_3-\mathrm{H}$

Hunza Gilgit

Numerade Educator

Problem 3

Which one of the following behaves both as a nucleophile and as an electrophile?
(a) $\mathrm{H}_3 \mathrm{C}-\mathrm{NH}_2$
(b) $\mathrm{H}_3 \mathrm{C}-\mathrm{OH}$
(c) $\mathrm{H}_3 \mathrm{C}-\mathrm{C} \equiv \mathrm{N}$
(d) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{ONa}$

Hitendra Singh

Numerade Educator

Problem 4

Pick the strongest nucleophile.
(a) $\mathrm{X}^{-}$
(b) $\stackrel{\ominus}{\mathrm{N}} \mathrm{H}_2$
(c) $\mathrm{H}-\mathrm{C} \equiv \mathrm{C}$ :
(d) H

Hitendra Singh

Numerade Educator

Problem 5

Which of the following has the highest nucleophi-licity?
(a) $\mathrm{F}^{-}$
(b) $\mathrm{OH}^{-}$
(c) $\mathrm{CH}_3^{-}$
(d) $\mathrm{NH}_2^{-}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 6

The decreasing order of nucleophilicity of $\mathrm{HS}^{-}$, $\mathrm{RCOO}^{-}, \mathrm{RCOOH}^{-}$and ROH is
(a) $\mathrm{RCOO}^{-}>\mathrm{HS}^{-}>\mathrm{RCOOH}>\mathrm{ROH}$
(b) $\mathrm{HS}^{-}>\mathrm{RCOO}^{-}>\mathrm{RCOOH}>\mathrm{ROH}$
(c) $\mathrm{HS}^{-}>\mathrm{RCOO}^{-}>\mathrm{ROH}>\mathrm{RCOOH}$
(d) $\mathrm{RCOO}^{-}>\mathrm{HS}^{-}>\mathrm{ROH}>\mathrm{RCOOH}$

Hitendra Singh

Numerade Educator

Problem 7

Which of the following is strongest nucleophile?
(a) $\mathrm{Br}^{-}$
(b) $: \mathrm{OH}^{-}$
(c) $: \overline{\mathrm{CN}}$
(d) $\mathrm{C}_2 \mathrm{H}_5 \overline{\mathrm{O}}$ :

Hitendra Singh

Numerade Educator

Problem 8

Which of the following is the strongest nucleophile?
(a) $\mathrm{NH}_2^{-}$
(b) $\mathrm{CH}_3-\mathrm{CH}_2^{-}$
(c) $\mathrm{HC} \equiv \mathrm{C}^{-}$
(d) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}^{-}$

Hitendra Singh

Numerade Educator

Problem 9

Among the following, the strongest nucleophiles is
(a) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{SH}$
(b) $\mathrm{CH}_3 \mathrm{COO}^{-}$
(c) $\mathrm{CH}_3 \mathrm{NH}_2$
(d) $\mathrm{NCCH}_2^{-}$

Narayan Hari

Numerade Educator

Problem 10

Phenol is more reactive than benzene towards eletrophillic substitution due to
(a) strong mesomeric effect
(b) hyperconjugative effect
(c) Inductive effect only
(d) hydrogen bonding

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 11

Free radicals are involved in mechanism of
(a) Kharash effect
(b) Cracking of alkanes
(c) Halogenation of alkanes
(d) all of these

Narayan Hari

Numerade Educator

Problem 12

Abnormality high heat of formation and shortening of bond length are criteria of
(a) hybridisation
(b) resonance
(c) electron delocalisation
(d) ionization

Narayan Hari

Numerade Educator

Problem 13

Presence of a $-\mathrm{NO}_2$ group around a carbonium ion
(a) reduces its stability
(b) increases its stability
(c) Makes no change in its stability
(d) none of these

Hitendra Singh

Numerade Educator

Problem 14

The kind of delocalization involving sigma bond orbitals is called
(a) inductive effect
(b) hyperconjugation effect
(c) electromeric effect
(d) mesomeric effect

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 15

Reaction not involving a carbanion is
(a) Aldol condensation
(b) Claisen condensation
(c) Pinacol pinacolone rearrangement
(d) Michael reaction

Narayan Hari

Numerade Educator

Problem 16

The most stable carbonium ion is
(a)-(d) Structure can't copy

Alkendra Singh

Numerade Educator

Problem 17

2-methyl but-2-ene is less reactive than but-2-ene.

This is due to
(a) resonance
(b) hyperconjugation
(c) electromeric effect
(d) inductive effect

Hitendra Singh

Numerade Educator

Problem 18

A solution of $(+2)-2$-chloro-2-phenylethane in toluene racemises slowly in the presence of small amounts of $\mathrm{SbCl}_5$, due to the formation of
(a) carbanion
(b) carbene
(c) free radical
(d) carbocation

Hitendra Singh

Numerade Educator

Problem 19

The resonance structures
(a) differ only in the arrangement of electrons
(b) differ in number of paired and unpaired electrons
(c) differ largely in their energy content
(d) do not lie in the same plane

Alkendra Singh

Numerade Educator

Problem 20

Resonance structures of a molecule does not have
(a) identical arrangement of atoms
(b) nearly the same energy content
(c) same number of paired electrons
(d) identical bonding

Alkendra Singh

Numerade Educator

Problem 21

Which of the following statements is not correct
(a) cyclopentadiene has an acidic hydrogen
(b) squaric acid is highly acidic
(c) aniline is more basic than ammonia
(d) aniline is less basic than ammonia

Narayan Hari

Numerade Educator

Problem 22

Which of the following is singlet carbene?
(a) $\left(\mathrm{CH}_3\right)_3 \stackrel{+}{\mathrm{C}}$
(b) $\mathrm{C}_2 \mathrm{H}_5 \ddot{\mathrm{C}}-\mathrm{H}$
(c) $\mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{HCH}_3$
(d) $\mathrm{CH}_2=\mathrm{CH}-\stackrel{+}{\mathrm{C}} \mathrm{H}_2$

Narayan Hari

Numerade Educator

Problem 23

Which of the following species is carbene?
(a) : $\mathrm{CH}_3^{-}$
(b) $: \mathrm{CCl}_2$
(c) $\mathrm{CH}_2=\mathrm{C}=\mathrm{O}$
(d) Structure can't copy

Narayan Hari

Numerade Educator

Problem 24

The electromeric effect involves
(a) a slight displacement of $\sigma$-electrons
(b) a slight displacement of $\pi$-electrons
(c) the complete transfer of $\sigma$-electrons
(d) the complete transfer of $\pi$-electrons

Hitendra Singh

Numerade Educator

Problem 25

Chlorine gas is exposed to ultraviolet light in a closed container. The reactive species expected to be formed are
(a) Cl -
(b) $\mathrm{Cl}^{+}$
(c) $\mathrm{Cl}^{-}$
(d) Cl

Hitendra Singh

Numerade Educator

Problem 26

Which of the following species on photolysis does give a carbene?
(a) Structure can't copy
(b) $\mathrm{CH}_2=\mathrm{C}=\mathrm{O}$
(c) $\mathrm{CCl}_4$
(d) $\mathrm{CHCl}_3$

Narayan Hari

Numerade Educator

Problem 27

When a dextro rotatory alkyl halide is subjected to $\mathrm{SN}^1$ reaction, the product obtained is
(a) dextro rotatory
(b) leavo rotatory
(c) a racemic mixture
(d) meso.

Hitendra Singh

Numerade Educator

Problem 28

The reaction $\mathrm{CH}_3 \mathrm{Br}+\mathrm{OH}^{-} \longrightarrow \mathrm{CH}_3 \mathrm{OH}+$ Br follows
(a) $\mathrm{SN}^1$ mechanism
(b) $\mathrm{SN}^2$ mechanism
(c) either of the above two
(d) none of these

Hitendra Singh

Numerade Educator

Problem 29

The compound that will react most readily with NaOH to form methanol is
(a) $\left(\mathrm{CH}_3\right)_4 \mathrm{~N}^{+} \mathrm{I}^{-}$
(b) $\mathrm{CH}_3 \mathrm{OCH}_3$
(c) $\left(\mathrm{CH}_3\right)_3 \mathrm{~S}^{+} \mathrm{I}^{-}$
(d) $\left(\mathrm{CH}_3\right)_3 \mathrm{CCl}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 30

The reaction is an example of
Structure can't copy
(a) electrophilic substitution reactions
(b) nucleophilic substitution reactions
(c) elimination reactions
(d) addition reactions

Narayan Hari

Numerade Educator

Problem 31

In the presence of peroxide, hydrogen chloride and hydrogen iodide do not undergo anti-Markownikoff's addition to alkenes because
(a) both are highly ionic
(b) one is oxidizing and the other is reducing
(c) one of the steps is endothermic in both the cases
(d) all the steps are exothermic in both the cases

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 32

Which of the following is not polar?
(a) tert-Butyl free radical
(b) tert-Butyl carbocation
(c) tert-Butyl carbanion
(d) allyl cabanion

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 33

Which of the following molecules has all the effects: inductive, mesomeric and Baker Nathan effect?
(a) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{Cl}$
(b) $\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}_2$
(c) $\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_2$
(d) Structure can't copy

Narayan Hari

Numerade Educator

Problem 34

During dehydration of tert-butanol, which of the following carbocation is more likely to be formed as an intermediate?
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \stackrel{+}{\mathrm{C}} \mathrm{H}_2$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \stackrel{+}{\mathrm{C}} \mathrm{HCH}_3$
(c) both (a) and (b)
(d) none of these

Hitendra Singh

Numerade Educator

Problem 35

Which of the following is fast debrominated?
(a)-(d) Structure can't copy

Narayan Hari

Numerade Educator

Problem 36

Structure can't copy are
(a) tautomers
(b) optical isomers
(c) geometrical isomers
(d) resonating structures

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 37

Which of the following carbon atoms is most electronegative?

$$
\stackrel{\mathrm{III}}{\mathrm{CH}_3}-\stackrel{\mathrm{II}}{\mathrm{CH}_2}-\stackrel{\mathrm{I}}{\mathrm{=}} \mathrm{CH}
$$
(a) III
(b) II
(c) I
(d) all are equally electronegative

Hitendra Singh

Numerade Educator

Problem 38

Resonance energy per benzene ring is maximum for
(a) naphthalene
(b) anthracene
(c) benzene
(d) phenanthrene

Hitendra Singh

Numerade Educator

Problem 39

In buta-1,3-diene, the $\mathrm{C}_2-\mathrm{C}_3$ bond length is
(a) $1.20 Å$
(b) $1.35 Å$
(c) $1.54 Å$
(d) $1.46 Å$

MS

Maitree Shandilya

Numerade Educator

Problem 40

Most stable carbanion is
(a) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}^{-}$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2^{-}$
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{CH}^{-}$
(d) $\mathrm{CH}_3 \mathrm{CH}_2^{-}$

Hitendra Singh

Numerade Educator

Problem 41

The most stable carbonium ion is
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{CH}^{+}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2^{+}$
(c) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{CH}_2^{+}$
(d) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}^{+}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 42

Which of the following compounds possesses the $\mathrm{C}-\mathrm{H}$ bond with the lowest bond dissociation energy?
(a) n-pentane
(b) toluene
(c) benzene
(d) 2, 2-dimethylpropane

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 43

Which of the following intermediate has the complete octet around the carbon atom?
(a) free radical
(b) carbene
(c) carbanion
(d) carbonium ion

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 44

Amongst the following, the compound that can most readily get sulphonated is
(a) benzene
(b) toluene
(c) nitrobenzene
(d) chlorobenzene

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 45

The major product obtained on treatment of $\mathrm{CH}_3$ $\mathrm{CH}_2 \mathrm{CH}(\mathrm{F}) \mathrm{CH}_3$ with $\mathrm{CH}_3 \mathrm{O}^{-} / \mathrm{CH}_3 \mathrm{OH}$ is
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}\left(\mathrm{OCH}_3\right) \mathrm{CH}_3$
(b) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CHCH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}=\mathrm{CH}_2$
(d) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OCH}_3$

Narayan Hari

Numerade Educator

Problem 46

Among the following which one does not act as an intermediate in Hoffmann rearrangement?
(a) RNCO
(b) $\mathrm{RCO} \ddot{\mathrm{N}}$
(c) $\mathrm{RCO} \ddot{\mathrm{N}} \mathrm{HBr}$
(d) RNC

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 47

Pyridine is less basic than triethylamine because
(a) pyridine has aromatic character
(b) nitrogen in pyridine is $\mathrm{sp}^2$ hybridised
(c) pyridine is a cyclic system
(d) in pyridine, lone pair of nitrogen is delocalised.

Hitendra Singh

Numerade Educator

Problem 48

The reaction of HBr with Compound can't copy in the presence of peroxide will give
(a)-(d) Structure can't copy

Check back soon!

Problem 49

Which of the following undergoes nucleophillic substitution exclusively by $\mathrm{SN}^1$ mechanism?
(a) ethyl chloride
(b) isopropyl chloride
(c) chlorobenzene
(d) benzyl chloride

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 50

Which one of the following compounds is most acidic?
(a)-(d) Compound can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 51

In the presence of peroxide, hydrogen chloride and hydrogen iodide do not undergo antiMarkownikoff's addition to alkenes because
(a) both are highly ionic
(b) one is oxidizing and the other is reducing
(c) one of the steps is endothermic in both the cases
(d) all the steps are exothermic in both the cases

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 52

Which among the following is the most stable carbocation?
(a)-(d) Compound can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 53

The elimination reaction
Reaction can't copy
(a) the Saytzev rule
(b) the Hoffmann rule
(c) Both (a) and (b)
(d) can't be said

Check back soon!

Problem 54

The reaction intermediate in $\mathrm{E}_{1 \mathrm{Cb}}$ is
(a) Carbonium ion
(b) carbon free radical
(c) Carbanion
(d) Carbene

Narayan Hari

Numerade Educator

Problem 55

Friedal craft reaction is given by -
(a)-(c) Reaction can't copy
(d) None of these

Narayan Hari

Numerade Educator

Problem 56

Reaction can't copy
(a) Phenyl ethane
(b) Phenyl propane
(c) Phenyl methane
(d) Methyl phenyl ketone

Hitendra Singh

Numerade Educator

Problem 57

Which is most acidic here?
(a)-(c) Reaction can't copy
(d) all are equally acidic

Hitendra Singh

Numerade Educator

Problem 58

In the given reaction:
Reaction can't copy
Number of alkenes formed will be:
(a) one
(b) two
(c) three
(d) four

Parvati Devi

Numerade Educator

Problem 59

Which one of the following pairs is correctly matched?
(a) Saytzeff rule, least substituted alkene
(b) Hoffmann rule, most substituted alkene
(c) $\mathrm{E}_1 \mathrm{cb}$ reaction, Hoffmann elimination
(d) $\mathrm{E}_1$ reaction, Hoffmann elimination

Hitendra Singh

Numerade Educator

Problem 60

Anti-Markownikoff addition of HBr is not observed in
(a) Propene
(b) Butene 1
(c) Pent-2-ene
(d) But-2-ene

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 61

Which is most acidic
(a)-(d) Reaction can't copy

Check back soon!

Problem 62

Which among the given acids has lowest pKa value?
(a) Chloroacetic acid
(b) Bromoacetic acid
(c) Nitroacetic acid
(d) Cyanoacetic acid

Narayan Hari

Numerade Educator

Problem 63

Which one of the following is least acidic?
(a) Phenol
(b) o-fluorophenol
(c) m -fluorophenol
(d) p-fluorophenol

Narayan Hari

Numerade Educator

Problem 64

Which is most acidic in nature?
(a)-(d) Reaction can't copy

Narayan Hari

Numerade Educator

Problem 65

Out of these acids, the strongest acid is
(a) o-nitrobenzoic acid
(b) p-nitrobenzoic acid
(c) m - nitrobenzoic acid
(d) benzoic acid

Hitendra Singh

Numerade Educator

Problem 66

Which one of the following is most basic?
(a)-(d) Reaction can't copy

Narayan Hari

Numerade Educator

Problem 67

Which one of the following is a sec-allylic carbocation?
(a) $\stackrel{\oplus}{\mathrm{C}} \mathrm{H}_2-\mathrm{CH}=\mathrm{CH}_2$
(b) $\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}_2$
(c) $\mathrm{C}_6 \mathrm{H}_5-\mathrm{CH}=\stackrel{\oplus}{\mathrm{C}} \mathrm{H}^2$
(d) $\mathrm{CH}_3-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}-\mathrm{CH}=\mathrm{CH}_2$

Narayan Hari

Numerade Educator

Problem 68

Which of the following hydrolyzes fastest?
(a) $\mathrm{CH}_3 \mathrm{Cl}$
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Cl}$
(c) $\mathrm{CH}_3 \mathrm{OCH}_2 \mathrm{Cl}$
(d) $\left(\mathrm{CH}_3\right)_2 \stackrel{2}{\mathrm{C}} \mathrm{HCl}$

Gaurav Priyank

Numerade Educator

Problem 69

When pent-2-ene is treated with HI in presence of a peroxy acids the major product obtained is
(a) 2-Iodo-pentane
(b) 3-Iodo-pentane
(c) both of these
(d) none of these

Nikhil Choudhary

Nikhil Choudhary

Numerade Educator

Problem 70

Which is correct about $\mathrm{SN}^1$ reaction?
(a) Here reaction intermediate is carbocation
(b) It is favoured by polar solvents
(c) It is favoured by stability of carbocation
(d) all of these

Narayan Hari

Numerade Educator

Problem 71

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is
(a) MeCOCl
(b) MeCHO
(c) MeCOOMe
(d) $\mathrm{Me} \mathrm{CO}-\mathrm{O}-\mathrm{CO} \mathrm{Me}$

Narayan Hari

Numerade Educator

Problem 72

The most stable free radical among the following is
(1) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{C} \mathrm{H}_2$
(2) $\mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{H}-\mathrm{CH}_3$
(3) $\mathrm{C}_6 \mathrm{H}_5 \dot{\mathrm{C}} \mathrm{HCH}_3$
(4) $\mathrm{CH}_3 \dot{\mathrm{C}} \mathrm{H}_2$
(a) $3>1>4>2$
(b) $1>3>2>4$
(c) $3>1>2>4$
(d) $3>2>1>4$

Hitendra Singh

Numerade Educator

Problem 73

Arrange the following groups in order of decreasing inductive effects:
$\mathrm{NO}_2, \mathrm{C}\left(\mathrm{CH}_3\right)_3, \mathrm{CH}_3, \mathrm{OCH}_3, \mathrm{Br}$
(a) $\mathrm{NO}_2>\mathrm{Br}>\mathrm{OCH}_3>\mathrm{C}\left(\mathrm{CH}_3\right)_3>\mathrm{CH}_3$
(b) $\mathrm{NO}_2>\mathrm{Br}>\mathrm{OCH}_3>\mathrm{CH}_3>\mathrm{C}\left(\mathrm{CH}_3\right)_3$
(c) $\mathrm{NO}_2>\mathrm{OCH}_3>\mathrm{Br}>\mathrm{C}\left(\mathrm{CH}_3\right)_3>\mathrm{CH}_3$
(d) $\mathrm{NO}_2>\mathrm{OCH}_3>\mathrm{C}\left(\mathrm{CH}_3\right)_3>\mathrm{Br}>\mathrm{CH}_3$

Hitendra Singh

Numerade Educator

Problem 74

+R power for the following groups decreases in the order
(1) $-\mathrm{NH}_2$
(2) $-\stackrel{\ominus}{\mathrm{O}}$
(3) -OH
(4) $-\mathrm{NHCOCH}_3$
(a) $2>$ 1 $>3>4$
(b) $2>3>1>4$
(c) $1>2>3>4$
(d) $3>2>1>4$

Hitendra Singh

Numerade Educator

Problem 75

In which case, the intermediate involved is incorrect?
(a) Pinacol - pinacolone rearrangement - carbocation
(b) Hofmann's bromamide reaction - Nitrene
(c) Aldol condensation - carbocation
(d) Anti Markonikoff's addition of HBr to propene Free radical.

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 76

Arrange the following free radicals in order of stability:
(1) Benzyl
(2) Allyl
(3) Methyl
(4) Vinyl
(a) $4>3>2>1$
(b) $1>2>3>4$
(c) $1>3>4>2$
(d) $4>3>1>2$

Alkendra Singh

Numerade Educator

Problem 77

The compound which gives the most stable carbonium ion on dehydration is
(a)-(c) Compound can't copy

Narayan Hari

Numerade Educator

Problem 78

The order of effectiveness of $\mathrm{o}-$ and p - directing groups is
(a) $\mathrm{OH}>\mathrm{NR}_2>\mathrm{NH} \cdot \mathrm{COCH}_3>\mathrm{Cl}>\mathrm{CH}_3$
(b) $\mathrm{OH}>\mathrm{Cl}>\mathrm{CH}_3>\mathrm{NR}_2>\mathrm{NH} . \mathrm{COCH}_3$
(c) $\mathrm{OH}>\mathrm{NH} \cdot \mathrm{COCH}_3>\mathrm{Cl}>\mathrm{NR}_2>\mathrm{CH}_3$
(d) $\mathrm{OH}>\mathrm{CH}_3>\mathrm{NH} \cdot \mathrm{COCH}_3>\mathrm{Cl}>\mathrm{NR}_2$

Hitendra Singh

Numerade Educator

Problem 79

Resonance energy per benzene ring decreases in the order
(a) Naphthalene $>$ Benzene $>$ Anthracene $>$ Phenanthrene
(b) Benzene $>$ Naphthalene $>$ Anthracene $>$ Phenanthrene
(c) Benzene $>$ Naphthalene $>$ Phenanthrene $>$ Anthracene
(d) All have equal resonance energy

Narayan Hari

Numerade Educator

Problem 80

Which of the following has the most acidic hydrogen?
(a) 3-hexanone
(b) 2,4-hexanedione
(c) 2,5-hexanedione
(d) 2,3-hexanedione

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 81

Arrange the following free radicals in increasing order of stability:
Structure can't copy
(a) A $<$ B $<$ C $<$ D $<$ E
(b) A $<$ C $<$ E $<$ B $<$ D
(c) C $<$ A $<$ B $<$ E $<$ D
(d) B $<$ A $<$ D $<$ E $<$ C

Hitendra Singh

Numerade Educator

Problem 82

Which is the decreasing order of stability of the ions?
(1) $\mathrm{CH}-{ }^{+} \mathrm{CH}-\mathrm{OCH}_3$
(2) $\mathrm{CH}_3-{ }^{+} \mathrm{CH}-\mathrm{CH}_3$
(3) $\mathrm{CH}_3-{ }^{+} \mathrm{CH}-\mathrm{COCH}_3$
(4) $\mathrm{CN}-\mathrm{CH}_2-{ }^{+} \mathrm{CH}_2$
(a) $1>4>3>2$
(b) $1>2>4>3$
(c) $2>1>3>4$
(d) $1>3>4>2$.

Hitendra Singh

Numerade Educator

Problem 83

Most stable carbonium ion is
(a) $\mathrm{p}-\mathrm{NO}_2-\mathrm{C}_6 \mathrm{H}_4-\mathrm{CH}_2^{+}$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2^{+}$
(c) $\mathrm{p}-\mathrm{Cl}-\mathrm{C}_6 \mathrm{H}_4-\mathrm{CH}_2^{+}$
(d) $\mathrm{p}-\mathrm{CH}_3 \mathrm{O}-\mathrm{C}_6 \mathrm{H}_4-\mathrm{CH}_2^{+}$

Nikhil Choudhary

Nikhil Choudhary

Numerade Educator

Problem 84

Arrange $\mathrm{CCl}_3\left(\mathrm{CH}_2\right)_3 \mathrm{NH}_2$ (a), $\mathrm{CCl}_3\left(\mathrm{CH}_2\right)_2 \mathrm{NH}_2$ (b) and $\mathrm{CCl}_3 \mathrm{CH}_2 \mathrm{NH}_2$ (c)in order of decreasing basic nature.
(a) C $>$ B $>$ A
(b) C $>$ A $>$ B
(c) A $>$ C $>$ B
(d) B $>$ A $>$ C

Hitendra Singh

Numerade Educator

Problem 85

Which of the following reaction does not involve a carbocation as intermediate?
(a) $\mathrm{C}_6 \mathrm{H}_6+\mathrm{Br}_2 \xrightarrow{\mathrm{AlBr}_3} \mathrm{C}_6 \mathrm{H}_5 \mathrm{Br}$
(b) $\mathrm{CH}_2=\mathrm{CH}_2+\mathrm{Br}_2 \longrightarrow \mathrm{BrCH}_2-\mathrm{CH}_2 \mathrm{Br}$
(c) $\left(\mathrm{CH}_3\right)_3 \mathrm{COH}+\mathrm{HBr} \mathrm{H} \xrightarrow{+}\left(\mathrm{CH}_3\right)_3 \mathrm{CBr}+\mathrm{H}_2 \mathrm{O}$
(d) Both (b) and (c)

Hitendra Singh

Numerade Educator

Problem 86

Most stable carbocation is
(a) $\mathrm{CH}_2=\stackrel{+}{\mathrm{C}} \mathrm{H}$
(b) $\mathrm{CH}_2=\mathrm{CH}-\stackrel{+}{\mathrm{C}}_2$
(c)-(d) Compound can't copy

Narayan Hari

Numerade Educator

Problem 87

In the following compounds
Compound can't copy
The order of basicity is
(a) $4>1>3>2$
(b) $3>1>4>2$
(c) $2>1>3>4$
(d) $1>3>2>4$

Hitendra Singh

Numerade Educator

Problem 88

Which of the following will most readily be dehydrated in acidic condition?
(a)-(d) Reaction can't copy

Narayan Hari

Numerade Educator

Problem 89

Which of the following will undergo dehydration most rapidly?
(a)-(d) Reaction can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 90

Consider the following nucleophiles:

$$
\begin{array}{cccc}
\mathrm{H}_2 \mathrm{O}, & \mathrm{CH}_3 \mathrm{COO}^{-}, & \overline{\mathrm{OH}}, & \mathrm{CH}_3 \mathrm{O}^{-} \\
\text {I } & \text { II } & \text { III } & \text { IV }
\end{array}
$$

The correct order of decreasing nucleophilicity is,
(a) I $>$ II $>$ III $>$ IV
(b) IV $>$ III $>$ II $>$ I
(c) IV $>$ I $>$ II $>$ III
(d) IV $>$ II $>$ III $>$ I

Hitendra Singh

Numerade Educator

Problem 91

Stability of following alkenes decrease as
(1)-(4) Compound can't copy
(a) $1>3>4>2$
(b) $1>2>3>4$
(c) $4>3>2>1$
(d) $2>4>3>1$.

Hitendra Singh

Numerade Educator

Problem 92

Arrange methyl amine (a), pyridine (b) and guanidine (c) in decreasing order of basic strength
(a) C $>$ A $>$ B
(b) A $>$ B $>$ C
(c) B $>$ A $>$ C
(d) B $>$ C $>$ A

Hitendra Singh

Numerade Educator

Problem 93

Arrange the following in decreasing order of basicity:
Structure can't copy
(a) IV $>$ I $>$ III $>$ II
(b) IV $>$ I $>$ II $>$ III
(c) IV $>$ III $>$ I $>$ II
(d) I $>$ II $>$ III $>$ IV

Narayan Hari

Numerade Educator

Problem 94

The basic nature of the following heterocyclic compounds decreases in the order:
Structure can't copy
(a) $1>2>3>4$
(b) $4>1>2>3$
(c) $4>2>1>3$
(d) $4>1>3>2$

Hitendra Singh

Numerade Educator

Problem 95

Which of the following alkyl halides would be the most reactive in an $\mathrm{SN}^2$ reaction?
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}$
(b)-(d) Compound can't copy

Narayan Hari

Numerade Educator

Problem 96

+R power in the given groups
(1) $-\mathrm{NH}_2$
(2) $-\stackrel{\ominus}{\mathrm{O}}$
(3) -OH
(4) $-\mathrm{NHCOCH}_3$ in decreasing order is
(a) $2>1>3>4$
(b) $2>3>1>4$
(c) $1>2>3>4$
(d) $3>2>1>4$

Hitendra Singh

Numerade Educator

Problem 97

In which of the following compounds resonance does not lead to stability of the compound?
(a)-(c) Compound can't copy
(d) $\mathrm{CH}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_2$

Hitendra Singh

Numerade Educator

Problem 98

Arrange in order of decreasing trend towards $S_E$ reactions:
(I) chlorobenzene
(II) benzene
(III) anilinium chloride
(IV) toluene
(a) IV $>$ II $>$ I $>$ III
(b) I $>$ II $>$ III $>$ IV
(c) II $>$ I $>$ III $>$ IV
(d) III $>$ I $>$ II $>$ IV

Hitendra Singh

Numerade Educator

Problem 99

Which one of the following resonating structures of 1-methoxy-1,3-butadiene is least stable?
(a) $\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2-\mathrm{CH}=\mathrm{CH}-\oplus-\mathrm{CH}=\mathrm{O}-\mathrm{CH}_3$
(b) $\mathrm{CH}_2=\stackrel{\ominus}{\mathrm{C}} \mathrm{H}-\mathrm{CH}^{\oplus}-\mathrm{CH}=\mathrm{O}-\mathrm{CH}_2$
(c) $\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2^2-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}-\mathrm{C} \mathrm{H}=\mathrm{CH}-\mathrm{O}-\mathrm{CH}_3$
(d) $\mathrm{CH}_2=\mathrm{CH}-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}-\mathrm{O}-\mathrm{CH}_3^3$

Hitendra Singh

Numerade Educator

Problem 100

3-phenylpropene on reaction with HBr gives (as a major product)
(a) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_3$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_2 \mathrm{CH}_3$
(c) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}$
(d) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}=\mathrm{CH}_2$

Narayan Hari

Numerade Educator

Problem 101

Which of the following statements are correct?
1. $\mathrm{SN}^1$ mechanism is most commonly given by tertiary alkyl halides.
2. $\mathrm{SN}^1$ mechanism proceeds through the formation of a carbocation.
3. $\mathrm{SN}^2$ mechanism involves retention of configuration.
4. $\mathrm{SN}^2$ mechanism proceeds through the formation of a transition state.
(a) 1,2 and 4
(b) 1,3 and 4
(c) 2, 3 and 4
(d) 1,2,3 and 4

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 102

The most unlikely representation of resonance structures of p -nitrophenoxide ion is
(a)-(d) Structure can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 103

The major product obtained in the reaction
Reaction can't copy
(a)-(c) Compound can't copy
(d) both (a) and (c)

Check back soon!

Problem 104

In which of the following reactions are free radical intermediates obtained?
(a)-(d) Compound can't copy

Alkendra Singh

Numerade Educator

Problem 105

Which of the following alkyl halides would be the most reactive in an $\mathrm{SN}^1$ reaction?
(a) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}$
(b)-(d) Compound can't copy

Narayan Hari

Numerade Educator

Problem 106

Arrange the following compounds in the order of increasing tendency to undergo electrophillic substitution:
(1)-(4) Compound can't copy
(a) $5<1<2<4<3$
(b) $3>2>1>4>5$
(c) $1>2>5>3>4$
(d) $5<1<4<2<3$

Hitendra Singh

Numerade Educator

Problem 107

Which of the following is correctly matched?
(a)-(d) Compound can't copy

Check back soon!

Problem 108

Which is dehydrated to a maximum extent using conc. $\mathrm{H}_2 \mathrm{SO}_4$ ?
(a)-(d) Compound can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 109

Dehydrobromination (–HBr) of the following in increasing order is
(1)-(3) Compound can't copy
(a) $1<2<3$
(b) $3<2<1$
(c) $2=3<1$
(d) $3<1<2$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 110

Arrange these compounds in order of increasing $\mathrm{SN}^2$ reaction rate
(1)-(4) Compound can't copy
(a) $3<1<2<4$
(b) $3<2<1<4$
(c) $4<3<1<2$
(d) $2>3>1>4$

Hitendra Singh

Numerade Educator

Problem 111

Arrange the following compounds in the order of increasing tendency to undergo electrophilic substitution
(1) Cyanobenzene
(2) Benzene
(3) Phenol
(4) Toluene
(5) Trimethyl phenyl ammonium ion
(a) $5<1<2<4<3$
(b) $3>2>1>4>5$
(c) 1 $>$ 2 $>5>3>4$
(d) $5<2<4<1<3$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 112

Which of the following represent the correct order of nucleophillic addition for
(I) HCHO ,
(II) $\mathrm{CH}_3 \mathrm{COCH}_3$,
(III) $\mathrm{CH}_3 \mathrm{CHO}$,
(IV) $\mathrm{CH}_3 \mathrm{COC}_2 \mathrm{H}_5$
(a) I $>$ II $>$ III $>$ IV
(b) I $>$ III $>$ II $>$ IV
(c) IV $>$ II $>$ III $>$ I
(d) I $>$ IV $>$ III $>$ II

Hitendra Singh

Numerade Educator

Problem 113

Which nitrogen atom in LSD is most basic?
Compound can't copy
(a) 1
(b) 3
(c) 2
(d) all are equally basic

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 114

Consider the following carbanions:
(1) $\mathrm{CH}_3-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2$
(2) $\mathrm{CH}_3=\stackrel{\ominus}{\mathrm{C}} \mathrm{H}$
(3) $\mathrm{CH} \equiv \stackrel{\ominus}{\mathrm{C}}$

Correct order of stability of these carbanions in decreasing order is
(a) $1>2>3$
(b) $2>1>3$
(c) $3>2>1$
(d) $3>1>2$

Alkendra Singh

Numerade Educator

Problem 115

Consider the following compounds:
(1) $\mathrm{C}_6 \mathrm{H}_5-\mathrm{NH}_2$
(2) $\mathrm{C}_6 \mathrm{H}_5-\mathrm{NH}-\mathrm{C}_6 \mathrm{H}_5$
(3) $\left(\mathrm{C}_6 \mathrm{H}_5\right)_3 \mathrm{~N}$
(4) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{NH}_2$

Arrange these compounds in decreasing order of their basicity.
(a) $1>2>3>4$
(b) $2>3>1>4$
(c) $3>2>1>4$
(d) $4>1>2>3$

Hitendra Singh

Numerade Educator

Problem 116

Arrange the following groups in order of decreasing -R (or -M )power:
(1) $\mathrm{NO}_2$
(2) $\mathrm{SO}_3 \mathrm{H}$
(3) $\mathrm{CF}_3$
(4) CHO
(a) $1>3>2>4$
(b) $1>2>3>4$
(c) $1>4>3>2$
(d) $4>3>2>1$

Hitendra Singh

Numerade Educator

Problem 117

Structure can't copy
Here X is
(a)-(d) Structure can't copy

Check back soon!

Problem 118

Which hydrogen atom can be abstracted easily from given the compound?
Compound can't copy
(a) $\alpha$
(b) $\beta$
(c) $\gamma$
(d) can't be said

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 119

In which cases, free radicals can be formed by hemolytic fission?
(a) $\mathrm{CH}_3 \mathrm{CCH}_3 \xrightarrow{\text { hv }}$
(b) $\mathrm{R}-\ddot{\mathrm{N}}=\ddot{\mathrm{N}}-\mathrm{R} \quad \xrightarrow{\text { hy }}$
(c) Compound can't copy
(d) in all cases

Alkendra Singh

Numerade Educator

Problem 120

The major product obtained on the monobromination (with $\mathrm{Br}_2 / \mathrm{FeBr}_3$ ) of the following compound A is
(a)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 121

The major product formed in the following reaction is $\mathrm{CH}_3 \mathrm{CH}(\mathrm{Cl}) \mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}$ aq. KOH
(a) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}-\mathrm{CH}_2 \mathrm{OH}$
(b) $\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}$
(c)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 122

$$
\left(\mathrm{H}_3 \mathrm{C}\right)_2 \mathrm{C}=\mathrm{CHCH}_3+\mathrm{NOBr} \longrightarrow \mathrm{~A}
$$

The structure of the product (a)is given as
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{Br})-\mathrm{CH}(\mathrm{NO}) \mathrm{CH}_3$
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}(\mathrm{NO})-\mathrm{CH}(\mathrm{Br}) \mathrm{CH}_3$
(c)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 123

Match the following:
List I
(Reagents)
1. (CN)
2. (ONO)
3. $\mathrm{NH}_3$
4. $\mathrm{AlCl}_3$
List II
(Nature)
(i) Neutral nucleophile
(ii) electrophile
(iii) Ambident nucleophile
(iv) both El and Nu
The correct matching is:
$$
\begin{array}{lllll}
& 1 & 2 & 3 & 4 \\
\text { (a) } & \text { (i) } & \text { (iii) } & \text { (ii) } & \text { (iv) } \\
\text { (b) } & \text { (iii) } & \text { (iii) } & \text { (i) } & \text { (ii) } \\
\text { (c) } & \text { (iv) } & \text { (iii) } & \text { (iii) } & \text { (i) } \\
\text { (d) } & \text { (ii) } & \text { (iv) } & \text { (i) } & \text { (iii) }
\end{array}
$$

Hitendra Singh

Numerade Educator

Problem 124

In which cases free energy may decrease, if there can be some intramolecular rearrangement?
(1)-(4) Compound can't copy
(a) 1,2 and 3
(b) 1,2 and 4
(c) 2,3 and 4
(d) 3 and 4 only

Hitendra Singh

Numerade Educator

Problem 125

When a methyl radical is formed from $\mathrm{CH}_3 \mathrm{Cl}$, select the correct statement:
(1) bond angle of $109^{\circ} 28^{\prime}$ is retained
(2) number of sigma bonds is three
(3) carbon undergoes geometric change from tetrahedral to planar
(4) hybridization changes $\mathrm{sp}^3$ to $\mathrm{sp}^2$
(a) 2,3 and 4
(b) 1,3 and 4
(c) 2 and 4
(d) 3 and 4

Hitendra Singh

Numerade Educator

Problem 126

The correct increasing order of the reactivity of halides for $\mathrm{SN}_1$ reaction is
(a)

$$
\begin{aligned}
& \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{X}<\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{X}<\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2 \\
& -\mathrm{X}<\mathrm{PhCH}_2-\mathrm{X}
\end{aligned}
$$

(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{X}<\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{X}<\mathrm{CH}_2=\mathrm{CH}-$ $\mathrm{CH}_2-\mathrm{X}<\mathrm{PhCH}_2-\mathrm{X}$
(c) $\mathrm{PhCH}_2-\mathrm{X}<\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{X}<\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{X}<$ $\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2-\mathrm{X}$
(d)

$$
\begin{aligned}
& \mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2-\mathrm{X}<\mathrm{PhCH}_2-\mathrm{X}<\left(\mathrm{CH}_3\right)_2 \mathrm{CH} \\
& -\mathrm{X}<\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{X}
\end{aligned}
$$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 127

Arrange the following carbanions in the increasing order of stability.
(1)-(4) Compound can't copy
(a) $3>2>4>1$
(b) $4>3>2>1$
(c) $4>$ 1 $>2>3$
(d) $4>2>$ 1 $>3$

Alkendra Singh

Numerade Educator

Problem 128

The stability of the following carbocations decreases in the order.
(1)-(4) Compound can't copy
(a) $3>2>4>1$
(b) $4>2>3>1$
(c) $4>3>2>1$
(d) $4>2>1>3$

Narayan Hari

Numerade Educator

Problem 129

Which of the following statements are correct.
(1) $\overline{\mathrm{N}} \mathrm{H}_2$ is better nucleophile than $\mathrm{NH}_3$ but latter $\left(\mathrm{NH}_3\right)$ is better nucleophile than $\mathrm{NH}_4^{+}$
(2) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{O}^{-}$is better nucleophile than
Compound can't copy
(3) $\mathrm{OH}^{-}$is better nucleophile than $\mathrm{SH}^{-}$and $\mathrm{H}_2 \mathrm{O}$, but $\mathrm{H}_2 \mathrm{O}$ is better nucleophile than $\mathrm{H}_3 \mathrm{O}^{+}$
(4) $\mathrm{ClO}^{-}$is weaker nucleophile than $\mathrm{ClO}_4^{-}$
(a) 1,2 and 3
(b) 1,3 and 4
(c) 2, 3 and 4
(d) 1,2,3 and 4

Hitendra Singh

Numerade Educator

Problem 130

Consider the following structures
I. $\mathrm{CH}_2=\stackrel{+}{\mathrm{C}} \mathrm{H}$
II. $\mathrm{CH}_3-\stackrel{+}{\mathrm{C}} \mathrm{H}_2$
III. $\mathrm{CH}_2=\mathrm{CH}-\stackrel{+}{\mathrm{C}} \mathrm{H}_2$
IV. $\mathrm{C}_6 \mathrm{H}_5-\stackrel{+}{\mathrm{C}} \mathrm{H}-\mathrm{C}_6 \mathrm{H}_5$

The correct sequence of these carbocations in the decreasing order of their stability is
(a) I, II, III, IV
(b) I, III, II, IV
(c) IV, II, III, I
(d) IV, III, II, I

Hitendra Singh

Numerade Educator

Problem 131

The correct order of basicity of the following compound is
(1)-(5) Compound can't copy
(a) $2>1>3>4>5$
(b) $1>3>2>4>5$
(c) $3>$ 1 $>2>5>4$
(d) $1>3>2>5>4$.

Narayan Hari

Numerade Educator

Problem 132

Consider the following carbocations and arranged them in the increasing order of their stability:
(1) Compound can't copy
(2) $\mathrm{CH}_3-\stackrel{+}{\mathrm{C}} \mathrm{H}-\mathrm{CH}_3$
(3) $\mathrm{C}_6 \mathrm{H}_5-\stackrel{+}{\mathrm{C}} \mathrm{H}_2$
(4) $\mathrm{C}_6 \mathrm{H}_5-\stackrel{+}{\mathrm{C}} \mathrm{H}-\mathrm{C}_6 \mathrm{H}_5$
(5) $\mathrm{CH}_3-\mathrm{CO}-\mathrm{C}^{+} \mathrm{H}_2$
(a) $5<2<3<4<1$
(b) $5<3<2<4<1$
(c) $5<1<2<4<3$
(d) $3<2<4<1<5$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 133

Identify the correct order of reactivity in electrophilic substitution reactions of the following compounds:
Compound can't copy
(a) I $>$ II $>$ III $>$ IV
(b) IV $>$ III $>$ II $>$ I
(c) II $>$ I $>$ III $>$ IV
(d) II $>$ III $>$ I $>$ IV

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 134

In the following groups:
$$
\begin{array}{ll}
-\mathrm{OAc}(\mathrm{I}), & -\mathrm{OMe}(\mathrm{II}) \\
-\mathrm{OSO}_2 \mathrm{Me}(\mathrm{III}), & -\mathrm{OSO}_2 \mathrm{CF}_3(\mathrm{IV})
\end{array}
$$
the order of the leaving group ability is
(a) I $>$ II $>$ III $>$ IV
(b) IV $>$ III $>$ I $>$ II
(c) III $>$ II $>$ I $>$ IV
(d) II $>$ III $>$ IV $>$ I.

Hitendra Singh

Numerade Educator

Problem 135

The reaction,
Reaction can't copy
is influenced by the hyperconjugative effect of group R. Now if $R$ sequentially is
I. $\mathrm{CH}_3$
II. $\mathrm{C}_2 \mathrm{H}_5$
III. $\left(\mathrm{CH}_3\right)_2 \mathrm{CH}$
IV. $\left(\mathrm{CH}_3\right)_3 \mathrm{C}$

The increasing order of speed of the above reaction shall be in the sequence
(a) I, IV, II, III
(b) I, II, III, IV
(c) I, III, II, IV
(d) IV, I, II, III

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 136

Consider the following amines:
(1) $\mathrm{C}_6 \mathrm{H}_5-\mathrm{NH}_2$
(2) $\mathrm{o}-\mathrm{NO}_2-\mathrm{C}_6 \mathrm{H}_4-\mathrm{NH}_2$
(3) $\mathrm{m}-\mathrm{NO}_2-\mathrm{C}_6 \mathrm{H}_4-\mathrm{NH}_2$
(4) $\mathrm{p}-\mathrm{NO}_2-\mathrm{C}_6 \mathrm{H}_4-\mathrm{NH}_2$

Arrange these compounds in decreasing order of basicity.
(a) $1>2>3>4$
(b) $2>$ 1 $>3>4$
(c) $1>3>4>2$
(d) $1>3>2>4$

Hitendra Singh

Numerade Educator

Problem 137

Which will undergo Friedal-Craft alkylation reaction?
(1)-(4) Reaction can't copy
(a) 1 and 3
(b) 2 and 4
(c) 1 and 2
(d) 1,2 and 4

Narayan Hari

Numerade Educator

Problem 138

Match the following.
List I
1. Carbocation
2. Resonance
3. $\mathrm{NO}_2$
4. Carbanion
List II
(i) delocalization of $\pi \mathrm{e}^{-}$
(ii) coplanar
(iii) pyramidal
(iv) $-\mathrm{I},-\mathrm{R}$ group
The correct matching is:
$$
\begin{array}{lllll}
& 1 & 2 & 3 & 4 \\
\text { (a) } & \text { (ii) } & \text { (iii) } & \text { (iv) } & \text { (i) } \\
\text { (b) } & \text { (ii) } & \text { (i) } & \text { (iv) } & \text { (iii) } \\
\text { (c) } & \text { (i) } & \text { (iv) } & \text { (ii) } & \text { (iii) } \\
\text { (d) } & \text { (ii) } & \text { (i) } & \text { (iii) } & \text { (iv) }
\end{array}
$$

Hitendra Singh

Numerade Educator

Problem 139

Four structures (1) – (4) of different alcohols are given below:
(1)-(4) Structure can't copy
The order of facility, from fastest to slowest, of acid catalysed dehydration will be
(a) $2>1>3>4$
(b) $1>2>3>4$
(c) $4>3>2>1$
(d) $2>3>4>1$

Narayan Hari

Numerade Educator

Problem 140

Structure can't copy
(a)-(d) Structure can't copy

Check back soon!

Problem 141

Match the following:
List I
(Type of reaction)
1. $\mathrm{SN}_1^2$
2. $\mathrm{SN}^{\mathrm{i}}$
3. $E_2$
4. $E_{1 c b}$
List II
(Phenomenon)
(i) Walden inversion
(ii) Carbanion intermediate
(iii) Anti-periplanar configuration
(iv) Carbocation intermediate
The correct matching is:
$$
\begin{array}{lllll}
1 & & 2 & 3 & 4 \\
\text { (a) } & \text { (i) } & \text { (iv) } & \text { (iii) } & \text { (ii) } \\
\text { (b) } & \text { (i) } & \text { (ii) } & \text { (iii) } & \text { (iv) } \\
\text { (c) } & \text { (iii) } & \text { (ii) } & \text { (i) } & \text { (iv) } \\
\text { (d) } & \text { (iv) } & \text { (iii) } & \text { (ii) } & \text { (i) }
\end{array}
$$

Alkendra Singh

Numerade Educator

Problem 142

The correct order of decreasing acidity of the acids given below is
1. $\mathrm{Cl}_3 \mathrm{CCH}=\mathrm{CH}-\mathrm{CH}_2-\mathrm{COOH}$
2. $\mathrm{H}_3 \mathrm{CCH}=\mathrm{CH}-\mathrm{CH}_2-\mathrm{COOH}$
3. $\mathrm{Cl}_3 \mathrm{CCH}=\mathrm{CH}-\mathrm{COOH}$
4. $\mathrm{H}_3 \mathrm{CCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$
(a) $1>3>2>4$
(b) $3>1>2>4$
(c) $3>4>1>2$
(d) $3>$ 1 $>4>2$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 143

Which of the following heterocyclic compound would not have aromatic character ?
(a)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 144

The given reaction involves :
Reaction can't copy
(a) Nucleophilic substitution at alkyl carbon
(b) Nucleophilic substitution at acyl carbon
(c) Ring contraction
(d) Elimination

Hitendra Singh

Numerade Educator

Problem 145

Check the following reaction and pick the correct statement (s). Note that both the reactant and the reagent are chiral.
Reaction can't copy
(a) The enantiomers react at different rates
(b) Product contains equal amounts of two diastereomers
(c) One of the enantiomers must be present in larger amount than the other in the unreacted alkene
(d) Diastereomers have different free energies

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 146

In which of the following molecules lone pair of nitrogen atom is not participating in resonance?
(a)-(d) Molecule can't copy

Check back soon!

Problem 147

In which of the following case (s), the acidity order has been correctly shown ?
(a)-(d) Molecule can't copy

Hitendra Singh

Numerade Educator

Problem 148

Which of the following are more stable than $\mathrm{CH}_3-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2$ here?
(a) $\mathrm{CH}_3-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}-\mathrm{CH}_3$
(b) $\mathrm{Ph}-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}$
(c) $\mathrm{HC} \equiv \stackrel{\ominus}{\mathrm{C}}$
(d) $\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2 \mathrm{Cl}$

Hitendra Singh

Numerade Educator

Problem 149

Reaction can't copy
Which is/are incorrect statement/s regarding the above reaction?
(a) Stereo chemically the configuration is retained.
(b) Kinetically reaction is unimolecular
(c) Stereo chemically Walden inversion takes place.
(d) Addition of pyridine drives the configuration from retention to Walden inversion.

Ramesh Singh

Numerade Educator

Problem 150

Identify the correct statements:
(a) $\mathrm{H}_2 \mathrm{O}<\mathrm{CH}_3 \mathrm{COO}^{-}<\mathrm{CH}_3 \mathrm{O}^{-}$[basic strength]
(b) $\mathrm{H}_2 \mathrm{O}<\mathrm{CH}_3 \mathrm{COO}^{-}<\mathrm{CH}_3 \mathrm{O}^{-}$[nucleophilicity]
(c) $\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-} \quad$ [basic strength]
(d) $\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-} \quad$ [nucleophilicity]

Hitendra Singh

Numerade Educator

Problem 151

Which of the following order/statement (s) is/are correct?
(a) In $\mathrm{S}_{\mathrm{N}} 1$ reactions, $\mathrm{AgNO}_3$ increases the rates of solvolysis
(b) Soft bases have enhanced nucleophilicities towards $\mathrm{S}_{\mathrm{N}} 2$ reactions.
(c) $\mathrm{PhSO}_3^{-}>\mathrm{Cl}_3 \mathrm{CCOO}^{-}>\mathrm{CH}_3 \mathrm{COO}^{-}>\mathrm{PhO}^{-}$(leaving group ability)
(d) HCOOH may lead a tertiary halide towards $\mathrm{S}_{\mathrm{N}}{ }^2$.

Hitendra Singh

Numerade Educator

Problem 152

Product (s) formed during this reaction are
(a)-(d) Reaction can't copy

Hitendra Singh

Numerade Educator

Problem 153

Which of the following correctly represents the stability of reactivity intermediate?
(a)-(d) Reaction can't copy

Check back soon!

Problem 154

Arrange the following compounds in order of increasing dipole moment.
Compound can't copy
(a) II $=$ IV $<$ V $<$ I $<$ III
(b) IV $<$ III $<$ I
(c) II $<$ IV $<$ III $<$ I $<$ V
(d) $\mathrm{V}=\mathrm{II}=\mathrm{IV}$

Himanshu Kushwaha

Himanshu Kushwaha

Numerade Educator

Problem 155

Which of the following compound(s) has/have delocalized $\pi$ - electrons?
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{NHCH}=\mathrm{CH}-\mathrm{CH}_3$
(b) $\mathrm{CH}_3-\underset{\oplus}{\mathrm{C}}\left(\mathrm{CH}_3\right)-\mathrm{CH}_2-\mathrm{CH}=\mathrm{CH}_2$
(c) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}-\mathrm{CH}_2-\mathrm{OCH}_3$
(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 156

The relative order of reactivity of $\mathrm{F}^{-}, \mathrm{Cl}^{-}, \mathrm{Br}^{-}$and $\mathrm{I}^{-}$is/ are
(a) $\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-}$in polar solvent
(b) $\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}$in non polar solvent
(c) $\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-}$in non polar solvent
(d) $\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}$in polar solvent

Hitendra Singh

Numerade Educator

Problem 157

Which of the following mixture can be separated by steam distillation?
(a) Benzoic acid and NaCl
(b) Acetone and methanol
(c) Aniline and chlorobenzene
(d) $\mathrm{O}^{-}$Nitrophenol and p-nitrophenol

Hitendra Singh

Numerade Educator

Problem 158

Which of the following phrases is/are not correctly associated with $\mathrm{S}_{\mathrm{N}} 1$ reaction?
(a) Rate of the reaction is affected by polarity of solvent.
(b) The strength of nucleophile is important in determining rate of the reaction.
(c) The reaction proceeds with complete inversion of configuration.
(d) Neopentyl halide gives no rearranged product by $\mathrm{S}_{\mathrm{N}} 1$ mechanism.

Alkendra Singh

Numerade Educator

Problem 159

Organic compounds having phenolic $-\mathrm{OH},-\mathrm{COOH}$ and $-\mathrm{SO}_3 \mathrm{H}$ groups show acidic character. The strength of acid is dependent on inductive effect and measomeric effect. The acidic strength of ortho substituted benzoic acids are explained by ortho effect.
The correct order of strengths of acids is
(a)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 160

Organic compounds having phenolic $-\mathrm{OH},-\mathrm{COOH}$ and $-\mathrm{SO}_3 \mathrm{H}$ groups show acidic character. The strength of acid is dependent on inductive effect and measomeric effect. The acidic strength of ortho substituted benzoic acids are explained by ortho effect.
Strongest acid among the following is
(a)-(c) Compound can't copy
(d) $\mathrm{CH}_3 \mathrm{COOH}$

Hitendra Singh

Numerade Educator

Problem 161

Organic compounds having phenolic $-\mathrm{OH},-\mathrm{COOH}$ and $-\mathrm{SO}_3 \mathrm{H}$ groups show acidic character. The strength of acid is dependent on inductive effect and measomeric effect. The acidic strength of ortho substituted benzoic acids are explained by ortho effect.
Consider the following ortho substituted benzoic acids and choose the strongest acid.
(a)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 162

Hyperconjugation describe the orbital interaction between a $\pi$-system and adjacent $\sigma$-bond of C and H of the substituent groups in organic compounds. Necessary conditions for Hyperconjugation is
(a) Compound should have at least one vacant porbital as in alkene, free radical carbocation.
(b) A- carbon with respect to p-orbital should have atleast one hydrogen.
Higher the number of hyperconjugating structure more is the stability
Stability among the following is maximum in
(a)-(c) Compound can't copy
(d) $\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{CH}=\mathrm{CH}_2$

Hitendra Singh

Numerade Educator

Problem 163

Hyperconjugation describe the orbital interaction between a $\pi$-system and adjacent $\sigma$-bond of C and H of the substituent groups in organic compounds. Necessary conditions for Hyperconjugation is
(a) Compound should have at least one vacant porbital as in alkene, free radical carbocation.
(b) A- carbon with respect to p-orbital should have atleast one hydrogen.
Higher the number of hyperconjugating structure more is the stability
Which one of the following free radicals does not show hyperconjugation ?
(a)-(b) Compound can't copy
(c) $\mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{H}_2$
(d) $\mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{H}_2$

Hitendra Singh

Numerade Educator

Problem 164

Hyperconjugation describe the orbital interaction between a $\pi$-system and adjacent $\sigma$-bond of C and H of the substituent groups in organic compounds. Necessary conditions for Hyperconjugation is
(a) Compound should have at least one vacant porbital as in alkene, free radical carbocation.
(b) A- carbon with respect to p-orbital should have atleast one hydrogen.
Higher the number of hyperconjugating structure more is the stability
Hyper conjugation is possible in
(a)-(d) Compound can't copy

Hitendra Singh

Numerade Educator

Problem 165

Match the following
$$
\begin{array}{ll}
\hline \text { Column-I } & \text { Column-II } \\
\hline \text { (a) } \mathrm{Hg}_2^{2+} & \text { (p) Nucleophile } \\
\text { (b) } \mathrm{AlCl}_3 & \text { (q) Catalyst } \\
\text { (c) } \mathrm{Br}^{-} & \text {(r) Lewis acid } \\
\text { (d) } \mathrm{H}^{+} & \text {(s) Soft acid } \\
& \text { (t) Electrophile } \\
\hline
\end{array}
$$

Hitendra Singh

Numerade Educator

Problem 166

Match the following
$$
\begin{array}{ll}
\hline \text { Column-I } & \text { Column-II } \\
\hline \text { (a) Triphenyl methyl } & \text { (p) Benzyl } \\
\text { carbonium ion is mor } & \\
\text { stable than } \\
\text { (b) } 3^{\circ} \text { alkyl carbonium ion is } & \text { (q) Tropylium ion } \\
\text { more stable than } & \\
\text { (c) Allyl carbonium ion is } & \text { (r) } \mathrm{CH}^{+}=\mathrm{CH}_2 \\
\text { less stable than } & \text { (s) } 1^{\circ} \text { alkyl } \\
\text { (d) } \mathrm{CH}_3 \text { is less stable than } & \text { (t) } 2^{\circ} \text { alkyl } \\
\hline
\end{array}
$$

Hitendra Singh

Numerade Educator

Problem 167

Match the following
$$
\begin{array}{ll}
\hline \text { Column-I } & \text { Column-II } \\
\hline \text { (a) } \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2^{\oplus} & \begin{array}{l}
\text { (p) } \mathrm{sp}^3 \text { (carbon carry- } \\
\text { ing the charge) }
\end{array} \\
\text { (b) } \mathrm{CH}_3-\mathrm{CH}_2-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2 & \begin{array}{l}
\text { (q) } \mathrm{sp}^2 \text { (carbon carry- } \\
\text { ing the charge) }
\end{array} \\
\text { (c) } \mathrm{C}_6 \mathrm{H}_5-\stackrel{\ominus}{\mathrm{C}} \mathrm{H}_2 & \text { (r) Nucleophile } \\
\text { (d) } \mathrm{CH}_3-\mathrm{C}^{+}=\mathrm{O} & \text { (s) Electrophile } \\
& \text { (t) Planar }
\end{array}
$$

Hitendra Singh

Numerade Educator

Problem 168

Match the following
Column–I
(a)-(d) Compound can't copy
Column-II
(p) resonance
(q) $+I$ effect
(r) -I effect
(s) hyper conjugation
(t) intermediate is $\mathrm{sp}^2$ hybridized

Hitendra Singh

Numerade Educator

Problem 169

Match the following
Column–I
(a)-(d) Compound can't copy
Column-II
(p) Aromatic
(q) Anti aromatic
(r) All atoms are $\mathrm{sp}^2$ hybridised
(s) $(4 n+2) \pi$ electrons in a closed system
(t) $4 n \pi$ electron in a closed system

Hitendra Singh

Numerade Educator

Problem 170

In the molecule $\mathrm{CH}_2=\mathrm{C}=\mathrm{C}=\mathrm{CH}_2$, number of carbon atoms in sp hybrid state is _______

Hitendra Singh

Numerade Educator

Problem 171

The number of acidic hydrogen which reacts with RMgBr in the molecule
Molecule can't copy is _______

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 172

Among the following groups, $-\mathrm{CH}_3,-\mathrm{Cl},-\mathrm{OCH}_3$, $-\mathrm{CHO},-\mathrm{CN},-\mathrm{NO}_2$ and -COOH , number of meta directing groups is _______

Hitendra Singh

Numerade Educator

Problem 173

How many number of the following species are not aromatic?
(a)-(d) Structure can't copy

Hitendra Singh

Numerade Educator

Problem 174

The ration of bond orders in $\mathrm{CO}_3^{2-}$ ion and $\mathrm{SO}_3^{2-}$ ion is _______.

Hitendra Singh

Numerade Educator

Problem 175

Given below are the four compound which are stabilized either by inductive, mesomeric or hyperconjugation effects..
(a)-(d) Structure can't copy

Hitendra Singh

Numerade Educator

Problem 176

The given compound exists in polar form in which there is a close loop of Huckel's number of electrons. The value of ' $n$ ' in $(4 n+2) \pi$ electrons which are present on outer peripheral part of the polar structure of given organic compound is _______.
Compound can't copy

Anish Wadhwa

Numerade Educator

Problem 177

Given below are the four pair of compounds.
(a) $\mathrm{CHCl}_3 ; \mathrm{CHF}_3$
(b)-(d) Compound can't copy
In how many of the given compounds all the three effects, i.e, inductive, mesomeric and hyperconjugation, operate.

Hitendra Singh

Numerade Educator

Problem 178

In the following benzyl/allyl system
Compound can't copy
(R is alkyl group)decreasing order of inductive effect is
(a) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}->\left(\mathrm{CH}_3\right)_2 \mathrm{CH}->\mathrm{CH}_3 \mathrm{CH}_2-$
(b) $\mathrm{CH}_3 \mathrm{CH}_2->\left(\mathrm{CH}_3\right)_2 \mathrm{CH}->\left(\mathrm{CH}_3\right)_3 \mathrm{C}-$
(c) $\left.\mathrm{CH}_3\right)_2 \mathrm{CH}->\mathrm{CH}_3 \mathrm{CH}_2 \rightarrow\left(\mathrm{CH}_3\right)_3 \mathrm{C}-$
(d) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}->\mathrm{CH}_3 \mathrm{CH}_2->\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 179

Maximum dehydration takes place that of
(a)-(d) Structure can't copy

Narayan Hari

Numerade Educator

Problem 180

$\mathrm{SN}^1$ reaction is feasible in
(a)-(d) Structure can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 181

In which of the following compounds, the underlined carbon has $\mathrm{sp}^3$ hybridization?
[2002]
(a) $\mathrm{CH}_3-\underline{\mathrm{CH}}=\mathrm{CH}_2$
(b) $\mathrm{CH}_3 \underline{\mathrm{CO} \mathrm{NH}}{ }_2$
(c) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{OH}$
(d) $\mathrm{CH}_3 \mathrm{COOH}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 182

The reaction $\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Br} \xrightarrow{\mathrm{H}_2 \mathrm{O}}\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{OH}$ is
[2003]
(a) addition reaction
(b) substitution reaction
(c) free radical reaction
(d) elimination reaction

Hitendra Singh

Numerade Educator

Problem 183

The correct order of increasing basic nature for the bases $\mathrm{NH}_3, \mathrm{CH}_3 \mathrm{NH}_2$, and $\left(\mathrm{CH}_3\right)_2 \mathrm{NH}$ is
[2003
(a) $\mathrm{CH}_3 \mathrm{NH}_2<\mathrm{NH}_3<\left(\mathrm{CH}_3\right)_2 \mathrm{NH}$
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{NH}<\mathrm{NH}_3<\mathrm{CH}_3 \mathrm{NH}_2$
(c) $\mathrm{NH}_3<\mathrm{CH}_3 \mathrm{NH}_2<\left(\mathrm{CH}_3\right)_2 \mathrm{NH}$
(d) $\mathrm{CH}_3 \mathrm{NH}_2<\left(\mathrm{CH}_3\right)_2 \mathrm{NH}<\mathrm{NH}_3$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 184

During dehydration of alcohols to alkenes by heating with concentration $\mathrm{H}_2 \mathrm{SO}_4$ the initiation step is [2003]
(a) protonation of alcohol molecule
(b) formation of carbocation
(c) elimination of water
(d) formation of an ester

Hitendra Singh

Numerade Educator

Problem 185

Consider the acidity of the carboxylic acids:
[2004]
(i) PhCOOH
(ii) $\mathrm{o}-\mathrm{NO}_2 \mathrm{C}_6 \mathrm{H}_4 \mathrm{COOH}$
(iii) $\mathrm{p}-\mathrm{NO}_2 \mathrm{C}_6 \mathrm{H}_4 \mathrm{COOH}$
(iv) $\mathrm{m}-\mathrm{NO}_2 \mathrm{C}_6 \mathrm{H}_4 \mathrm{COOH}$

Which of the following order is correct?
(a) i $>$ ii $>$ iii $>$ iv
(b) ii $>$ iv $>$ iii $>$ i
(c) ii $>$ iv $>$ i $>$ iii
(d) ii $>$ iii $>$ iv $>$ i

Hitendra Singh

Numerade Educator

Problem 186

Which of the following is the strongest base?
[2004]
(a)-(d) Structure can't copy

Narayan Hari

Numerade Educator

Problem 187

Due to the presence of an unpaired electron, free radicals are
[2005]
(a) chemically reactive
(b) chemically inactive
(c) anions
(d) cations

Emily Marty

Numerade Educator

Problem 188

Amongst the following the most basic compound is
[2005]
(a) benzylamine
(b) aniline
(c) acetanilide
(d) p-nitroaniline

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 189

2-methylbutane on reacting with bromine in the presence of sunlight gives mainly
[2005]
(a) 1-bromo-2-methylbutane
(b) 2-bromo-2-methylbutane
(c) 2-bromo-3-methylbutane
(d) 1-bromo-3-methylbutane

Hitendra Singh

Numerade Educator

Problem 190

Tertiary alkyl halides are practically inert to substitution by $\mathrm{SN}^2$ mechanism because of
[2005]
(a) insolubility
(b) instability
(c) inductive effect
(d) steric hindrance

Narayan Hari

Numerade Educator

Problem 191

Among the following acids which has the lowest pKa value?
[2005]
(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 192

The decreasing order of nucleophilicity among the nucleophiles
[2005]
(a)-(d) Structure can't copy
(a) $1,2,3,4$
(b) $4,3,2,1$
(c) $2,3,1,4$
(d) $3,2,1,4$

Narayan Hari

Numerade Educator

Problem 193

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

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 194

Elimination of bromine from 2-bromobutane results in the formation of
[2006]
(a) equimolar mixture of 1 and 2-butene
(b) predominantly 2 -butene
(c) predominantly 1-butene
(d) predominantly 2 -butyne

Qudsiya Anis

Numerade Educator

Problem 195

The increasing order of the rate of HCN addition to compounds $\mathrm{A}-\mathrm{D}$ is
[2006]
(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 196

$\mathrm{CH}_3 \mathrm{Br}+\mathrm{Nu}^{-} \longrightarrow \mathrm{CH}_3-\mathrm{Nu}+\mathrm{Br}^{-}$
[2006]

The decreasing order of the rate of the above reaction with nucleophiles $\left(\mathrm{Nu}^{-}\right)$a to d is
$\left[\mathrm{Nu}^{-}=\right.$(a) $\mathrm{PhO}^{-}$
(b) $\mathrm{AcO}^{-}$
(c) $\mathrm{HO}^{-}$
(d) $\mathrm{CH}_3 \mathrm{O}^{-}$
(a) d $>$ c $>$ a $>$ b
(b) d $>$ c $>$ b $>$ a
(c) a $>$ b $>$ c $>$ d
(d) b $>$ d $>$ c $>$ a

Narayan Hari

Numerade Educator

Problem 197

The correct order of increasing acid strength of the compound:
(1) $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{H}$
(2) $\mathrm{MeOCH}_2 \mathrm{CO}_2 \mathrm{H}$
(3) $\mathrm{CF}_3 \mathrm{CO}_2 \mathrm{H}$
(4) $(\mathrm{Me})_2-\mathrm{CO}_2 \mathrm{H}$
(a) $2<4<1<3$
(b) $4<1<3<2$
(c) $4<1<2<3$
(d) $1<4<3<2$

Hitendra Singh

Numerade Educator

Problem 198

Reaction of trans-2-phenyl-1-bromocyclopentane on reaction with alcoholic KOH produces
(a) 4-phenylcyclopentene
(b) 2-phenylcyclopentene
(c) 1-phenylcyclopentene
(d) 3-phenylcyclopentene

Qudsiya Anis

Numerade Educator

Problem 199

The alkene formed as a major product in the given elimination reaction is
[2006
(a)-(d) Compound can't copy

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 200

The electrophile involved in the given reaction is
Reaction can't copy
(a) dichloromethyl cation $\left(\stackrel{\oplus}{\mathrm{C}} \mathrm{HCl}_2\right)$
(b) dichlorocarbene (: $\mathrm{CCl}_2$ )
(c) trichloromethyl anion $\left(\stackrel{\oplus}{\mathrm{C}} \mathrm{Cl}_3\right)$
(d) formyl cation $(\stackrel{\oplus}{\mathrm{C}} \mathrm{HO})$

Narayan Hari

Numerade Educator

Problem 201

The increasing order of stability of the following free radicals is
[2006]
(a) $\left(\mathrm{CH}_3\right)_2 \dot{\mathrm{C}} \mathrm{H}<\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_2 \dot{\mathrm{C}} \mathrm{H}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_3 \dot{\mathrm{C}}$
(b) $\left(\mathrm{C}_6 \mathrm{H}_5\right)_3 \dot{\mathrm{C}}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_2 \dot{\mathrm{C}} \mathrm{H}<\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}}<\left(\mathrm{CH}_3\right)_2 \dot{\mathrm{C}} \mathrm{H}$
(c) $\left(\mathrm{C}_6 \mathrm{H}_5\right)_2 \dot{\mathrm{C}} \mathrm{H}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_3 \dot{\mathrm{C}}<\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}}<\left(\mathrm{CH}_3\right)_2 \dot{\mathrm{C}} \mathrm{H}$
(d) $\left(\mathrm{CH}_3\right)_2 \dot{\mathrm{C}} \mathrm{H}<\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_3 \dot{\mathrm{C}}<\left(\mathrm{C}_6 \mathrm{H}_5\right)_2 \dot{\mathrm{C}} \mathrm{H}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 202

Which of the following is the correct order of decreasing $\mathrm{SN}^2$ reactivity?
[2007]
(a) $\mathrm{RCH}_2 \mathrm{X}>\mathrm{R}_2 \mathrm{CHX}>\mathrm{R}_3 \mathrm{CX}$
(b) $\mathrm{R}_3 \mathrm{CX}>\mathrm{R}_2 \mathrm{CHX}>\mathrm{RCH}_2 \mathrm{X}$
(c) $\mathrm{R}_2 \mathrm{CHX}>\mathrm{R}_3 \mathrm{CX}>\mathrm{RCH}_2 \mathrm{X}$
(d) $\mathrm{RCH}_2 \mathrm{X}>\mathrm{R}_3 \mathrm{CX}>\mathrm{R}_2 \mathrm{CHX}$

Narayan Hari

Numerade Educator

Problem 203

Arrange the carbanions, $\left(\mathrm{CH}_3\right)_3 \overline{\mathrm{C}}, \overline{\mathrm{C}} \mathrm{Cl}_3,\left(\mathrm{CH}_3\right)_2 \overline{\mathrm{C}} \mathrm{H}$, $\mathrm{C}_6 \mathrm{H}_5 \overline{\mathrm{C}} \mathrm{H}_2$ in order of their decreasing stability. [2009]
(a) $\left(\mathrm{CH}_3\right)_2 \overline{\mathrm{C}} \mathrm{H}>\overline{\mathrm{C} C I} 3{ }_3>\mathrm{C}_6 \mathrm{H}_5 \overline{\mathrm{C}} \mathrm{H}_2>\left(\mathrm{C}_3 \mathrm{H}\right)_3 \overline{\mathrm{C}}$
(b) $\overline{\mathrm{C}} \mathrm{Cl}_3>\mathrm{C}_6 \mathrm{H}_5 \overline{\mathrm{C}} \mathrm{H}_2>\left(\mathrm{CH}_3\right)_2 \overline{\mathrm{C}} \mathrm{H}>\left(\mathrm{CH}_3\right)_3 \overline{\mathrm{C}}$
(c) $\left(\mathrm{CH}_3\right)_3 \overline{\mathrm{C}}>\left(\mathrm{CH}_3\right)_2 \overline{\mathrm{C}} \mathrm{H}>\mathrm{C}_6 \mathrm{H}_5 \overline{\mathrm{C}} \mathrm{H}_2>\overline{\mathrm{C}} \mathrm{Cl}_3$
(d) $\mathrm{C}_6 \mathrm{H}_5 \overline{\mathrm{C}} \mathrm{H}_2>\overline{\mathrm{C}} \mathrm{Cl}_3>\left(\mathrm{C}_3 \mathrm{H}_3\right) \overline{\mathrm{C}}>\left(\mathrm{C}_3 \mathrm{H}_2\right) \overline{\mathrm{C}} \mathrm{H}$

Hitendra Singh

Numerade Educator

Problem 204

The correct order of increasing basicity of the given conjugate bases $\left(\mathrm{R}=\mathrm{CH}_3\right)$ is
[2010]
(a) $\mathrm{RCO} \overline{\mathrm{O}}<\mathrm{HC} \equiv \overline{\mathrm{C}}<\overline{\mathrm{R}}<\overline{\mathrm{N}} \mathrm{H}_2$
(b) $\overline{\mathrm{R}}<\mathrm{HC} \equiv \overline{\mathrm{C}}<\mathrm{RCO} \overline{\mathrm{O}}<\overline{\mathrm{N}} \mathrm{H}_2$
(c) $\mathrm{RCO} \overline{\mathrm{O}}<\overline{\mathrm{N}} \mathrm{H}_2<\mathrm{HC} \equiv \overline{\mathrm{C}}<\overline{\mathrm{R}}$
(d) $\mathrm{RCO} \overline{\mathrm{O}}<\mathrm{HC} \equiv \overline{\mathrm{C}}<\overline{\mathrm{N}} \mathrm{H}_2<\overline{\mathrm{R}}$

Hitendra Singh

Numerade Educator

Problem 205

The strongest acid amongst the following compounds is:
[2011]
(a) HCOOH
(b) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}(\mathrm{Cl}) \mathrm{CO}_2 \mathrm{H}$
(c) $\mathrm{ClCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{COOH}$

Narayan Hari

Numerade Educator

Problem 206

The order of stability of the following carbocations:
[2013]
(I) $\mathrm{CH}_2=\mathrm{CH}-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}_2$
(II) $\mathrm{CH}_3-\mathrm{CH}_2-\stackrel{\oplus}{\mathrm{C}} \mathrm{H}_2$
(II) Structure can't copy
is:
(a) I $>$ II $>$ III
(b) III $>$ I $>$ II
(c) III $>$ II $>$ I
(d) II $>$ III $>$ I

Hitendra Singh

Numerade Educator

Problem 207

Arrange the following compound in order of decreasing acidity:
(a)-(d) Compound can't copy
(a) III $>$ I $>$ II $>$ IV
(b) IV $>$ III $>$ I $>$ II
(c) II $>$ IV $>$ I $>$ III
(d) I $>$ II $>$ III $>$ IV

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 208

A solution of $(-)-1$-chloro-1-phenylethane in toluene racemizes slowly in the presence of a small amount of $\mathrm{SbCl}_5$ due to formation of:
[2013]
(a) carbocation
(b) free radical
(c) carbanion
(d) carbene

Raghvendra Singh

Raghvendra Singh

Numerade Educator

Problem 209

Considering the basic strength of amines in aqueous solution, which one has the smallest $\mathrm{pK}_{\mathrm{b}}$ value?
[2014]
(a) $\left(\mathrm{CH}_3\right)_3 \mathrm{~N}$
(b) $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2$
(c) $\left(\mathrm{CH}_3\right)_2 \mathrm{NH}$
(d) $\mathrm{CH}_3 \mathrm{NH}_2$

Hitendra Singh

Numerade Educator

Problem 210

The reaction of Propene with $\mathrm{HOCl}\left(\mathrm{Cl}_2+\mathrm{H}_2 \mathrm{O}\right)$ proceeds through the intermediate
[2016]
(a) $\mathrm{CH}_3-\underset{\oplus}{\mathrm{C}} \mathrm{H}(\mathrm{OH})-\stackrel{+}{\mathrm{C}} \mathrm{H}_2$
(b) $\mathrm{CH}_3-\mathrm{CH}-\mathrm{CH}_2 \mathrm{Cl}$
(c) $\mathrm{CH}_3-\mathrm{CHCl}-\mathrm{CH}_2$
(d) $\mathrm{CH}_3-\mathrm{CH}-\mathrm{CH}_2 \mathrm{OH}$

Raghvendra Singh

Raghvendra Singh

Numerade Educator