EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
Question
Book Icon
Chapter 12.11, Problem 27P

(a)

Interpretation Introduction

Interpretation: The major product of the given reaction has to be found.

Concept Introduction:

Major product in the reaction of α,β- unsaturated carbonyl compounds with weak bases:

α,β- Unsaturated carbonyl compounds on reaction with weak bases gives conjugate addition products as the major products as shown in the following general scheme:

General scheme:

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  1

It can be observed that the conjugate addition product has been formed by the addition of basic anion to the beta-carbon atom and that of hydrogen atom to the alpha-carbon carbon atom.

The examples for the weak bases are:

HBrCH3SHCH3OHNH3

(b)

Interpretation Introduction

Interpretation: The major product of the given reaction has to be found.

Concept Introduction:

Major product in the reaction of α,β- unsaturated carbonyl compounds with weak bases:

α,β- Unsaturated carbonyl compounds on reaction with weak bases gives conjugate addition products as the major products as shown in the following general scheme:

General scheme:

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  2

It can be observed that the conjugate addition product has been formed by the addition of basic anion to the beta-carbon atom and that of hydrogen atom to the alpha-carbon carbon atom.

The examples for the weak bases are:

HBrCH3SHCH3OHNH3

(c)

Interpretation Introduction

Interpretation: The major product of the given reaction has to be found.

Concept Introduction:

Major product in the reaction of α,β- unsaturated carbonyl compounds with weak bases:

α,β- Unsaturated carbonyl compounds on reaction with weak bases gives conjugate addition products as the major products as shown in the following general scheme:

General scheme:

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  3

It can be observed that the conjugate addition product has been formed by the addition of basic anion to the beta-carbon atom and that of hydrogen atom to the alpha-carbon carbon atom.

The examples for the weak bases are:

HBrCH3SHCH3OHNH3

Major product in the reaction of α,β- unsaturated carbonyl compounds with strong bases:

α,β- Unsaturated carbonyl compounds on reaction with strong bases gives direct addition products as the major products as shown in the following general scheme:

General scheme:

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  4

It can be observed that the direct addition product has been formed from the direct reaction of the strong base with the carbonyl functional group of the α,β- unsaturated carbonyl compounds.

The examples for the strong bases are:

CH3Mg2+BrGignardreagentNaBH4H-hydridedonor

(d)

Interpretation Introduction

Interpretation: The major product of the given reaction has to be found.

Concept Introduction:

Major product in the reaction of α,β- unsaturated carbonyl compounds with weak bases:

α,β- Unsaturated carbonyl compounds on reaction with weak bases gives conjugate addition products as the major products as shown in the following general scheme:

General scheme:

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  5

It can be observed that the conjugate addition product has been formed by the addition of basic anion to the beta-carbon atom and that of hydrogen atom to the alpha-carbon carbon atom.

The examples for the weak bases are:

HBrCH3SHCH3OHNH3

Major product in the reaction of α,β- unsaturated carbonyl compounds with strong bases:

α,β- Unsaturated carbonyl compounds on reaction with strong bases gives direct addition products as the major products as shown in the following general scheme:

General scheme:

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.11, Problem 27P , additional homework tip  6

It can be observed that the direct addition product has been formed from the direct reaction of the strong base with the carbonyl functional group of the α,β- unsaturated carbonyl compounds.

The examples for the strong bases are:

CH3Mg2+BrGignardreagentNaBH4H-hydridedonor

Blurred answer
Students have asked these similar questions
1b. Br LOH
I would like my graphs checked please. Do they look right? Do I have iodine and persulfate on the right axis ?
Reaction Fill-ins Part 2! Predict the product(s) OR starting material of the following reactions. Remember, Hydride shifts are possible if/when a more stable carbocation can exist (depending on reaction mechanism)! Put your answers in the indicated boxes d. d. ง HCI
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning