a) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed. C-C-C-C-C-C

Question

13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)! Google

Answer 1

Question

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)! Google

Print Last Name, First Name Initial Statifically more chances to abstract one of these 6H 11. (10pts total) Consider the radical chlorination of 1,3-diethylcyclohexane depicted below. 4 4th total • 6H total 래 • 4H total 21 total ZH 2H Statistical H < 3° C-H weakest - product abstraction here bund leads to thermo favored a) (6pts) How many unique mono-chlorinated products can be formed and what are the structures for the thermodynamically and statistically favored products? Product 6 Number of Unique Mono-Chlorinated Products Thermodynamically Favored Product Statistically Favored Product b) (4pts) Draw the arrow pushing mechanism for the FIRST propagation step (p-1) for the formation of the thermodynamically favored product. Only draw the p-1 step. You do not need to include lone pairs of electrons. No enthalpy calculation necessary H H-Cl Waterfox

10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation → depicted below Use proper curved arrow notation that explicitly illustrates all bonds being broken, and all bonds formed in the transformation. Also, be sure to include all lone pairs and formal charges on all atoms involved in the flow of electrons. CH3O II HA H CH3O-H H ①

Answer 2

Question

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

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Answer 3

Question

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

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Answer 4

Question

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

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Answer 5

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

Answer 6

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Answer 7

Chapter 3.SE, Problem 23AP

Interpretation Introduction

a)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

a) The longest chain contains five carbon atoms and a functional group is attached to it. By following these strategy, the structure of the following molecules can be proposed.

C-C-C-C-C-C

Answer 8

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Answer 9

Interpretation Introduction

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

Answer 10

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Answer 11

Interpretation Introduction

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

Answer 12

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Answer 13

Interpretation Introduction

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

Answer 14

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Answer 15

Interpretation Introduction

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

Answer 16

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

Answer 17

Interpretation Introduction

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

Answer 18

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Answer 19

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Answer 20

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Answer 29

Ch. 3.1 - Prob. 1P Ch. 3.1 - Prob. 2P Ch. 3.1 - Identify the functional groups in the following...Ch. 3.2 - Draw structures of the five isomers of C6H14.Ch. 3.2 - Propose structures that meet the following...Ch. 3.2 - Prob. 6P Ch. 3.3 - Draw the eight 5-carbon alkyl groups (pentyl...Ch. 3.3 - Identify the carbon atoms in the following...Ch. 3.3 - Prob. 9P Ch. 3.3 - Prob. 10P

Solution Summary: The author explains the structure of the following organic compounds containing these functional groups.

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

Chapter 3 Solutions

Solution Summary: The author explains the structure of the following organic compounds containing these functional groups.

b) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: b) The longest chain contains four carbon atoms and an amide group is attached to it.

c) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: c) The longest chain contains five carbon atoms and an ester group is attached to it. C-C-C-C-C

d) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: d) This molecule contains an aromatic ring and an aldehyde group attached to it.

e) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: e) This molecule contains an ester group along with ketone.

f) Interpretation: The structure of the following organic compounds containing these functional groups are to be proposed. Concept introduction: f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.

Chapter 3 Solutions

b)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

b) The longest chain contains four carbon atoms and an amide group is attached to it.

c)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

c) The longest chain contains five carbon atoms and an ester group is attached to it.

C-C-C-C-C

d)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

d) This molecule contains an aromatic ring and an aldehyde group attached to it.

e)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

e) This molecule contains an ester group along with ketone.

f)

Interpretation:

The structure of the following organic compounds containing these functional groups are to be proposed.

Concept introduction:

f) This alcohol molecule contains an alcoholic group and in addition an amino group is attached to it.