(a) Interpretation: The structure of the product is to be drawn for the given reaction from the given data. Concept introduction: The α,β - unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product. Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction. When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case. When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact. A broad absorption between 3200 - 3600 cm -1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm -1 is characteristic of the carbonyl group.

Question

Want to see the full answer?

Answer 1

Question

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Is this aromatic?

CHEM2323 E Tt PS CH03 Draw and name all monobromo derivatives of pentane, C5H11Br. Problem 3-33 Name: Draw structures for the following: (a) 2-Methylheptane (d) 2,4,4-Trimethylheptane Problem 3-35 (b) 4-Ethyl-2,2-dimethylhexane (e) 3,3-Diethyl-2,5-dimethylnonane (c) 4-Ethyl-3,4-dimethyloctane 2 (f) 4-Isopropyl-3-methylheptane KNIE>

Problem 3-42 Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. Problem 3-44 Construct a qualitative potential-energy diagram for rotation about the C-C bond of 1,2-dibromoethane. Which conformation would you expect to be most stable? Label the anti and gauche conformations of 1,2- dibromoethane. Problem 3-45 Which conformation of 1,2-dibromoethane (Problem 3-44) would you expect to have the largest dipole moment? The observed dipole moment of 1,2-dibromoethane is µ = 1.0 D. What does this tell you about the actual conformation of the molecule?

Answer 2

Question

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Answer 6

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Answer 7

Chapter 17, Problem 17.80P

Interpretation Introduction

(a)

Interpretation:

The structure of the product is to be drawn for the given reaction from the given data.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Answer 8

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Answer 9

Interpretation Introduction

(b)

Interpretation:

it is to be argued whether the nucleophile adds reversibly or irreversibly to the carbonyl group in the given reaction.

Concept introduction:

The α,β- unsaturated carbonyl compounds have two electrophilic centers. One is the carbonyl carbon yielding the direct addition product; the second is the β carbon yielding the conjugate addition product.

Thus, both can react with the nucleophile depending, on the nature of the nucleophile and the regioselectivity of the reaction.

When the nucleophile adds to the carbonyl carbon, the reaction yields a 1, 2-addtion product, and the final product is alcohol in this case.

When the nucleophile adds to the β carbon of the carbonyl compound, the reaction yields a 1, 4-addition product, keeping the carbonyl group intact.

A broad absorption between 3200 - 3600 cm-1 in IR spectrum is characteristic of an O-H stretching, and a band near 1700 cm-1 is characteristic of the carbonyl group.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 17 - Prob. 17.1P Ch. 17 - Prob. 17.2P Ch. 17 - Prob. 17.3P Ch. 17 - Prob. 17.4P Ch. 17 - Prob. 17.5P Ch. 17 - Prob. 17.6P Ch. 17 - Prob. 17.7P Ch. 17 - Prob. 17.8P Ch. 17 - Prob. 17.9P Ch. 17 - Prob. 17.10P

Solution Summary: The author explains the structure of the product for a given reaction from the given data.

Want to see the full answer?

Chapter 17 Solutions