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Schaum's Outline of Organic Chemistry

George Hademenos, George Hademenos

Chapter 3

CHEMICAL REACTIVITY AND ORGANIC REACTIONS - all with Video Answers

Educators


Chapter Questions

01:16

Problem 1

Determine the hybrid orbital number $(\mathrm{HON})$ of the five $\mathrm{C}$-containing intermediates tabulated below and give the hybrid state of the $\mathrm{C}$ atom. Unpaired electrons do not require an $\mathrm{HO}$ and should not be counted in your determination.

Crystal Wang
Crystal Wang
Numerade Educator
02:48

Problem 2

Give three-dimensional representations for the orbitals used by the $\mathrm{C}$ 's of the five carbon intermediates of Problem 3.1. Place all unshared electrons in the appropriate orbitals.

Vasu Makani
Vasu Makani
Numerade Educator
01:23

Problem 3

Write formulas for the species resulting from the $(a)$ hornolytic cleavage, $(b)$ heterolytic cleavage of the $\mathrm{C}-\mathrm{C}$ bond in ethane, $\mathrm{C}_2 \mathrm{H}_6$, and classify these species.

Lottie Adams
Lottie Adams
Numerade Educator
02:20

Problem 4

The following represents the steps in the mechanism for chlorination of methane:
(Figure can't copy)
The propagation steps constitute the overall reaction. $(a)$ Write the equation for the overall reaction. $(b)$ What are the intermediates in the overall reaction? $(c)$ Which reactions are homolytic? (d) Which is a displacement reaction? (e) In which reaction is addition taking place? ( $f$ ) The collision of which species would lead to side products?

Madeline Currie
Madeline Currie
Numerade Educator
02:21

Problem 5

Identify each of the following as (1) carbocations, (2) carbanions, (3) radicals or (4) carbenes:
(a) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}:$
(b) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}$.
(c) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}^{+}$
(d) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}^{--}$
(e) $\mathrm{CH}_3 \mathrm{CH}_2 \dot{\mathrm{C}} \mathrm{H}_2$
(f) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}$
(g) $\mathrm{C}_6 \mathrm{H}_3 \dot{\mathrm{C}} \mathrm{HCH}_3$
(h) $\mathrm{CH}_3 \mathrm{C} \mathrm{H}$

Lottie Adams
Lottie Adams
Numerade Educator
06:47

Problem 6

Classify the following as substitution, addition, elimination, rearrangement, or redox reactions. (A reaction may have more than one designation.)
(a) $\mathrm{CH}_2=\mathrm{CH}_2+\mathrm{Br}_2 \longrightarrow \mathrm{CH}_2 \mathrm{BrCH}_2 \mathrm{Br}$
(b) $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}+\mathrm{HCl} \longrightarrow \mathrm{C}_2 \mathrm{H}_5 \mathrm{Cl}+\mathrm{H}_2 \mathrm{O}$
(c) $\mathrm{CH}_3 \mathrm{CHClCHClCH}+\mathrm{Zn} \longrightarrow \mathrm{CH}_3 \mathrm{CH}=\mathrm{CHCH}_3+\mathrm{ZnCl}_2$
(d) $\mathrm{NH}_4{ }^{+}(\mathrm{CNO})^{-}$
<smiles>CCNC(N)=O</smiles>
(e) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \longrightarrow\left(\mathrm{CH}_3\right)_3 \mathrm{CH}$
(f) $\mathrm{H}_2 \mathrm{C}-\mathrm{CH}_2+\mathrm{Br}_2 \longrightarrow \mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}$
(g) $3 \mathrm{CH}_3 \mathrm{CHO}+2 \mathrm{MnO}_4^{-}+\mathrm{OH}^{-} \stackrel{\Delta}{\longrightarrow} 3 \mathrm{CH}_3 \mathrm{COO}^{-}+2 \mathrm{MnO}_2+2 \mathrm{H}_2 \mathrm{O}$ ( $\Delta$ means heat.)
(h) $\mathrm{HCCl}_3+\mathrm{OH}^{-} \longrightarrow: \mathrm{CCl}_2+\mathrm{H}_2 \mathrm{O}+\mathrm{Cl}^{-}$
(i) $\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}+\mathrm{Zn} \longrightarrow \mathrm{H}_2 \mathrm{C}-\mathrm{CH}_2+\mathrm{ZnBr}_2$

Shahina -
Shahina -
Numerade Educator
03:13

Problem 7

Classify the following species as being (1) nucleophiles or (2) electrophiles and give the reason for your classification: (a) $\mathrm{HOO}:^{-},(b): \mathrm{C}=\mathrm{N}:^{-},(c): \mathrm{Br}^{+},(d) \mathrm{BF}_3,(e) \mathrm{H}_2 \mathrm{O}:,(f) \mathrm{AlCl}_3,(g): \mathrm{NH}_3,(h) \mathrm{H}_3 \mathrm{C}^{--}$(a carbanion), (i) $\mathrm{SiF}_4,(j) \mathrm{Ag}^{+}$, (k) $\mathrm{H}_3 \mathrm{C}^{+}$(a carbocation), $(i) \mathrm{H}_2 \mathrm{C}$ : (a carbene), $(m)$

Susan Hallstrom
Susan Hallstrom
Numerade Educator
04:58

Problem 8

Why is the reaction $\mathrm{CH}_3 \mathrm{Br}+\mathrm{OH}^{-} \rightarrow \mathrm{CH}_3 \mathrm{OH}+\mathrm{Br}^{-}$a nucelophilic displacement?

Nima Gharibi
Nima Gharibi
Numerade Educator
02:32

Problem 9

Indicate whether reactant (1) or (2) is the nucleophile or electrophile in the following reactions:
(a) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2(1)+\mathrm{Br}_2(2) \rightarrow \mathrm{BrCH}_2-\mathrm{CH}_2 \mathrm{Br}$
(b) $\mathrm{CH}_3 \mathrm{NH}_3^{+}\left(\right.$(1) $+\mathrm{CH}_3 \mathrm{COO}^{-}$(2) $\rightarrow \mathrm{CH}_3 \mathrm{NH}_2+\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{CH}_3 \mathrm{C}-\mathrm{Cl}:$
(1) $+\mathrm{AlCl}_3$
(2) $\longrightarrow \mathrm{CH}_3 \mathrm{C}^{+}+\mathrm{AlCl}_4{ }^{-}$
(d) $\mathrm{CH}_3 \mathrm{CH}=\mathrm{O}(1)+: \mathrm{SO}_3 \mathrm{H}^{-}(2) \longrightarrow \mathrm{CH}_3-\mathrm{CHSO}_3 \mathrm{H}$

Catherine Lemar
Catherine Lemar
Numerade Educator
00:43

Problem 10

State whether the following reactions have a positive or negative $\Delta S$ and give a reason for your choice.
(a) $\mathrm{H}_2+\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2 \longrightarrow \mathrm{H}_3 \mathrm{CCH}_3$
(b)
<smiles></smiles>
(c) $\mathrm{CH}_3 \mathrm{COO}^{-}(\mathrm{aq})+\mathrm{H}_3 \mathrm{O}^{+}(\mathrm{aq}) \longrightarrow \mathrm{CH}_3 \mathrm{COOH}+\mathrm{H}_2 \mathrm{O}$

Mishal Gul
Mishal Gul
Numerade Educator
03:56

Problem 11

Predict the most stable state of $\mathrm{H}_2 \mathrm{O}$ (steam, liquid, or ice) in terms of $(a)$ enthalpy, $(b)$ entropy, and (c) free energy.

Adriano Chikande
Adriano Chikande
Numerade Educator
05:36

Problem 12

Calculate $\Delta H$ for the reaction $\mathrm{CH}_4+\mathrm{Cl}_2 \rightarrow \mathrm{CH}_3 \mathrm{Cl}+\mathrm{HCl}$. The bond-dissociation energies, in $\mathrm{kJ} / \mathrm{mol}$, are 427 for $\mathrm{C}-\mathrm{H}, 243$ for $\mathrm{Cl}-\mathrm{Cl}, 339$ for $\mathrm{C}-\mathrm{Cl}$, and 431 for $\mathrm{H}-\mathrm{Cl}$.

Kevin Greto
Kevin Greto
Numerade Educator
02:53

Problem 13

Compare the strengths of bonds between similar atoms having: (a) single bonds between atoms with and without unshared electron pairs; $(h)$ triple, double, and single bonds.

Christina Sorrentino
Christina Sorrentino
Numerade Educator
04:58

Problem 14

Given the reversible reaction
$$
\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}+\mathrm{CH}_3 \mathrm{COOH}=\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5+\mathrm{H}_2 \mathrm{O}
$$
what changes could you make to increase the yield of $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5$ ?

Nima Gharibi
Nima Gharibi
Numerade Educator
01:36

Problem 15

Summarize the relationships between the signs of $\Delta H, T \Delta S$, and $\Delta G$, and the magnitude of $K_e$, and state whether a reaction proceeds to the right or to the left for the reaction equation as written.

Amanda Hyde
Amanda Hyde
Numerade Educator
02:43

Problem 16

At $25^{\circ} \mathrm{C}$ the following reactions have the indicated $K_e$ values:
(Figure can't copy)
Since the changes in bonding in these reactions are similar, both reactions have about the same $\Delta H$. Use thermodynamic functions to explain the large difference in the magnitude of $K_e$.

Ronald Prasad
Ronald Prasad
Numerade Educator
04:37

Problem 17

Predict the effect on the rate of a reaction if a change in the solvent causes: $(a)$ an increase in $\Delta H^*$ and a decrease in $\Delta S^{+},(b)$ a decrease in $\Delta H^*$ and an increase in $\Delta S^{+},(c)$ an increase in $\Delta H^*$ and in $\Delta S^*,(d)$ a decrease in $\Delta H^4$ and in $\Delta S^*$.

Asma Hafiz
Asma Hafiz
Numerade Educator
01:13

Problem 18

Draw an enthalpy diagram for a one-step endothermic reaction. Indicate $\Delta H$ of reaction and $\Delta H^{+}$.

Ethan Brown
Ethan Brown
Numerade Educator
01:36

Problem 19

Draw a reaction-enthalpy diagram for an exothermic two-step reaction in which $(a)$ the first step is slow, $(h)$ the second step is slow. Why do these reactions occur?

Benjamin Angeles
Benjamin Angeles
Numerade Educator
01:03

Problem 20

In Problem 3.19(h), the first step is not only fast but is also reversible. Explain.

David Collins
David Collins
Numerade Educator
01:30

Problem 21

Catalysts generally speed up reactions by lowering $\Delta H^{\ddagger}$. Explain how this occurs in terms of ground-state and transition-state enthalpies $\left(H_R\right.$ and $\left.H_{T S}\right)$.

David Collins
David Collins
Numerade Educator
00:20

Problem 22

The reaction $\mathrm{A}+\mathrm{B} \rightarrow \mathrm{C}+\mathrm{D}$ has $(a)$ rate $=k[\mathrm{~A}][\mathrm{B}]$, or $(b)$ rate $=k[\mathrm{~A}]$. Offer possible mechanisms consistent with these rate expressions.

Nicole Smina
Nicole Smina
Numerade Educator
01:31

Problem 23

For the reaction $2 \mathrm{~A}+2 \mathrm{~B} \rightarrow \mathrm{C}+\mathrm{D}$, rate $=k[\mathrm{~A}]^2[\mathrm{~B}]$. Give a mechanism using only unimolecular or bimolecular steps.

Anatole Borisov
Anatole Borisov
Numerade Educator
01:31

Problem 24

For the reaction $\mathrm{A}+2 \mathrm{~B} \rightarrow \mathrm{C}+\mathrm{D}$, rate $=k[\mathrm{~A}][\mathrm{B}]^2$, Offer a mechanism in which the ratedetermining step is unimolecular.

Anatole Borisov
Anatole Borisov
Numerade Educator
03:26

Problem 25

Show the conjugate acids and bases in the reaction of $\mathrm{H}_2 \mathrm{O}$ with gaseous $(a) \mathrm{HCl},(b): \mathrm{NH}_3$.

Sima Sarker
Sima Sarker
Numerade Educator
01:22

Problem 26

Write an equation for the reaction of ethanol with (a) $\mathrm{NH}_2^{-}$, a very strong base; (b) $\mathrm{Na}$.

Lottie Adams
Lottie Adams
Numerade Educator
02:13

Problem 27

Compare the basicities of the following pairs (a) $\mathrm{RS}^{-}$and $\mathrm{RO}^{-} ;(b): \mathrm{NH}_3\left(\mathrm{~N}\right.$ uses $s p^3 \mathrm{HO}$ s) and : $\mathrm{PH}_3$ (P uses $p$ AO's for its three bonds); (c) $\mathrm{NH}_2^{-}$and $\mathrm{OH}^{-}$.

Crystal Wang
Crystal Wang
Numerade Educator
07:48

Problem 28

Compare and account for the acidity of the underlined $\mathrm{H}$ in:
(Figure can't copy)

Ronald Prasad
Ronald Prasad
Numerade Educator
01:13

Problem 29

Account for the decreasing order of basicity in the following amines: $\mathrm{CH}_3 \mathrm{NH}_2>\mathrm{NH}_3>\mathrm{NF}_3$.

Narayan Hari
Narayan Hari
Numerade Educator
02:04

Problem 30

Account for the decreasing order of acidity: $\mathrm{HC}=\mathrm{CH}>\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2>\mathrm{CH}_3 \mathrm{CH}_3$.

Raghvendra Singh
Raghvendra Singh
Numerade Educator
02:29

Problem 31

Given the following Lewis acid-base reactions:
(Figure can't copy)
(a) Group the bases as follows: (1) anions, (2) molecules with an unshared pair of electrons, (3) negative end of a $\pi$ bond dipole, and (4) available $\pi$ electrons. (b) Group the acids as follows: (1) cations, (2) species with electrondeficient atoms, (3) species with an atom capable of expanding an octet, and (4) positive end of a $\pi$ bond dipole.

Lottie Adams
Lottie Adams
Numerade Educator
03:34

Problem 32

Which of the following reactions can take place with carbocations? Give examples when reactions do occur. $(a)$ acts as an acid; $(b)$ reacts as an electrophile; $(c)$ reacts as a nucleophile: $(d)$ undergoes rearrangement.

Aadit Sharma
Aadit Sharma
Numerade Educator
02:25

Problem 33

Give three-dimensional representations for the orbitals used by the C's in (a) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}^{+}$and $(b)$ $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}^{-}$.

Ian Lee
Ian Lee
Numerade Educator
05:35

Problem 34

Write the formula for the carbon intermediate indicated by ?, and label as to type.
(a) $\mathrm{H}_3 \mathrm{C}-\mathrm{N}=\mathrm{N}-\mathrm{CH}_3 \longrightarrow$ ? $+\mathrm{N}=\mathrm{N}$ :
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{Hg} \longrightarrow$ ? $+\cdot \mathrm{Hg}$.
(c) $\mathrm{H}_2 \mathrm{C}-\mathrm{N}=\mathrm{N}:-?+\mathrm{N}_2$
(d) $\left(\mathrm{CH}_3\right)_3 \mathrm{COOH}+\mathrm{H}^{+} \longrightarrow$ ? $+\mathrm{H}_2$ Ö:
(e) $\mathrm{H}-\mathrm{C}=\mathrm{C}-\mathrm{H}+\mathrm{Na} \cdot ?$ ? $+\mathrm{Na}^{+}+\frac{1}{2} \mathrm{H}_2$
(f) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2+\mathrm{D}-\mathrm{Br} \longrightarrow$ ? $+\mathrm{Br}^{-}$
(g) $\mathrm{H}_2 \mathrm{Cl}_2+\mathrm{Zn}:-?+\mathrm{Zn}^{2+}+2 \mathrm{I}^{-}$
(h) $\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Cl}+\mathrm{AlCl}_3 \longrightarrow$ ? $+\mathrm{AlCl}_4^{-}$

Anupa Sharad Medhekar
Anupa Sharad Medhekar
Numerade Educator
01:51

Problem 35

Classify the following reactions by type.
(a)
<smiles>OCC[BH2-][OH+]C[C@@H]1CO1</smiles>
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{CHOH} \stackrel{\text { Cu.beat }}{\longrightarrow}\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{O}+\mathrm{H}_2$
(c)
<smiles>CC=CCCCC</smiles>
(d) $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2 \mathrm{Br}+: \mathrm{H}^{-} \longrightarrow \mathrm{H}_3 \mathrm{C}-\mathrm{CH}_3+: \mathrm{Br}$
(e) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2+\mathrm{H}_2 \stackrel{\mathrm{P}}{\longrightarrow} \mathrm{H}_3 \mathrm{C}-\mathrm{CH}_3$
(f) $\mathrm{C}_6 \mathrm{H}_6+\mathrm{HNO}_3 \stackrel{\mathrm{H}_2 \mathrm{SO}_4}{\longrightarrow} \mathrm{C}_6 \mathrm{H}_5 \mathrm{NO}_2+\mathrm{H}_2 \mathrm{O}$
(g) $\mathrm{HCOOH} \stackrel{\text { heat }}{\longrightarrow} \mathrm{H}_2 \mathrm{O}+\mathrm{CO}$
(h) $\mathrm{CH}_2=\mathrm{C}=\mathrm{O}+\mathrm{H}_2 \mathrm{O} \longrightarrow \mathrm{CH}_3 \mathrm{COOH}$
(i) $\mathrm{H}_2 \mathrm{C}=\mathrm{O}+2 \mathrm{Ag}\left(\mathrm{NH}_3\right)_2^{+}+3 \mathrm{OH}^{-} \longrightarrow \mathrm{HCOO}^{-}+2 \mathrm{Ag}+4 \mathrm{NH}_3+2 \mathrm{H}_2 \mathrm{O}$
(j) $\mathrm{H}_2 \mathrm{C}=\mathrm{O}+\mathrm{HCN} \longrightarrow \mathrm{H}_2 \mathrm{C}(\mathrm{OH}) \mathrm{CN}$

Kim Trang Nguyen
Kim Trang Nguyen
Numerade Educator
01:13

Problem 36

Which of the following species behave as (1) a nucleophile, (2) an electrophile, (3) both, or (4) neither?
(a) : $\mathrm{Cl}^{-}$
(b) $\mathrm{H}_2 \ddot{\mathrm{O}}$
(c) $\mathrm{H}^{+}$
(d) $\mathrm{AlBr}_3$
(e) $\mathrm{CH}_3 \mathrm{O} \mathrm{H}$
(f) $\mathrm{BeCl}_2$
(g) $\mathrm{Br}^{+}$
(h) $\mathrm{Fe}^{3+}$
(i) $\mathrm{SnCl}_4$
(j) $\mathrm{NO}_2^{+}$
(k) $\mathrm{H}_2 \mathrm{C}=0$
(l) $\mathrm{CH}_3 \mathrm{C}=\mathrm{N}$
(m) $\mathrm{CH}_2=\mathrm{CHCH}_2^{+}$
(n) $\mathrm{CH}_4$
(o) $\mathrm{H}_2 \mathrm{C}=\mathrm{CHCH}_3$

Narayan Hari
Narayan Hari
Numerade Educator
06:10

Problem 37

Formulate the following as a two-step reaction and label nucleophiles and electrophiles.

Tom Rutherford
Tom Rutherford
Numerade Educator
03:02

Problem 38

The addition of $3 \mathrm{~mol}$ of $\mathrm{H}_2$ to $1 \mathrm{~mol}$ of benzenc, $\mathrm{C}_6 \mathrm{H}_6$.
$$
3 \mathrm{H}_2+\mathrm{C}_6 \mathrm{H}_6 \underset{300^{\circ} \mathrm{C}}{\stackrel{\mathrm{Pd}(n)}{\longrightarrow}} \mathrm{C}_6 \mathrm{H}_{12}
$$
occurs at room temperature ( $\mathrm{rt}$ ); the reverse elimination reaction proceeds at $300^{\circ} \mathrm{C}$. For the addition reaction, $\Delta H$ and $\Delta S$ are both negative. Explain in terms of thermodynamic functions: $(a)$ why $\Delta S$ is negative and $(b)$ why the addition doesn't proceed at room temperature without a catalyst.

Rebecca Wallace
Rebecca Wallace
Numerade Educator
02:13

Problem 39

The reaction $\mathrm{CH}_4+\mathrm{I}_2 \rightarrow \mathrm{Ch}_3 \mathrm{I}+\mathrm{HI}$ does not occur as written because the equilibrium lies to the left. Explain in terms of the bond dissociation energies, which are $427,151,222$, and $297 \mathrm{~kJ} / \mathrm{mol} \mathrm{for} \mathrm{C}-\mathrm{H}, \mathrm{I}-\mathrm{I}$, $\mathrm{C}-\mathrm{I}$, and $\mathrm{H}-\mathrm{I}$, respectively.

Lottie Adams
Lottie Adams
Numerade Educator
04:40

Problem 40

Which of the isomers ethyl alcohol, $\mathrm{H}_3 \mathrm{CCH}_2 \mathrm{OH}$, or dimethyl ether, $\mathrm{H}_3 \mathrm{COCH}_3$, has the lower enthalpy? The bond dissociation energies are $356,414,360$, and $464 \mathrm{~kJ} / \mathrm{mol}$ for $\mathrm{C}-\mathrm{C}, \mathrm{C}-\mathrm{H}, \mathrm{C}-\mathrm{O}$ and $\mathrm{O}-\mathrm{H}$, respectively.

Stephen Mull
Stephen Mull
Numerade Educator
06:48

Problem 41

Consider the following sequence of steps:
(1) $\mathrm{A} \longrightarrow \mathrm{B}$
(2) $\mathrm{B}+\mathrm{C} \stackrel{\text { slow }}{\longrightarrow} \mathrm{D}+\mathrm{E}$
(3) $\mathrm{E}+\mathrm{A} \longrightarrow 2 \mathrm{~F}$
(a) Which species may be described as (i) reactant, (ii) product and (iii) intermediate? (b) Write the net chemical equation. (c) Indicate the molecularity of each step. (d) If the second step is rate-determining, write the rate expression. (c) Draw a plausible reaction-enthalpy diagram.

Ronald Prasad
Ronald Prasad
Numerade Educator
00:41

Problem 42

A minor step in Problem 3.41 is $2 \mathrm{E} \rightarrow \mathrm{G}$. What is $\mathrm{G}$ ?

James Kiss
James Kiss
Numerade Educator
02:36

Problem 43

The rate expression for the reaction
$$
\begin{gathered}
\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Br}+\mathrm{CH}_3 \mathrm{COO}^{-}+\mathrm{Ag}^{+} \longrightarrow \mathrm{CH}_3 \mathrm{COOC}\left(\mathrm{CH}_3\right)_3+\mathrm{AgBr} \\
\text { Rate }=k\left[\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Br}\right]\left[\mathrm{Ag}^{+}\right]
\end{gathered}
$$
Suggest a plausible two-step mechanism showing the reacting electrophiles and nucleophiles.

Anatole Borisov
Anatole Borisov
Numerade Educator
04:24

Problem 44

Give the conjugate acid of (a) $\mathrm{CH}_3 \mathrm{NH}_2$, (b) $\mathrm{CH}_3 \mathrm{O}^{-}$, (c) $\mathrm{CH}_3 \mathrm{OH}$, (d) $: \mathrm{H}^{-}$, (c) : $\mathrm{CH}_3^{-}$, (f) $\mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2$.

Ian Kaigh
Ian Kaigh
Numerade Educator
View

Problem 45

What are the conjugate bases, if any, for the substances in Problem 3.44?

Tom Comey
Tom Comey
Numerade Educator
00:50

Problem 46

Are any of the following substances amphoteric? (a) $\mathrm{H}_2 \mathrm{O},($ b $) \mathrm{NH}_3$, (c) $\mathrm{NH}_4^{+},($d $) \mathrm{Cl}^{-},(e) \mathrm{HCO}_3^{-}$, (f) $\mathrm{HF}$.

Lottie Adams
Lottie Adams
Numerade Educator
01:01

Problem 47

Account for the fact that acetic acid, $\mathrm{CH}_3 \mathrm{COOH}$, is a stronger acid in water than in methanol, $\mathrm{CH}_3 \mathrm{OH}$.

Raghvendra Singh
Raghvendra Singh
Numerade Educator
01:23

Problem 48

Refer to Fig. 3-7, the enthalpy diagram for the reaction A $\rightarrow$ B. (a) What do states 1,2 , and 3 represent? (b) Is the reaction exothermic or endothermic? (c) Which is the rate-determining step. A $\rightarrow 2$ or $2 \rightarrow B$ ? $(d)$ Can substance 2 ever be isolated from the mixture? $(e)$ What represents the activation enthalpy of the overall reaction $\mathrm{A} \rightarrow \mathrm{B}$ ? $(f)$ ls step $\mathrm{A} \rightarrow 2$ reversible?

Anand Jangid
Anand Jangid
Numerade Educator