Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 12.2, Problem 5P

(a)

Interpretation Introduction

Interpretation:

From the given pair, the more reactive ketone has to be identified.

Concept introduction:

The relative reactivity of carbonyl groups:

Carbonyl group is polar because oxygen is more electronegative than the carbon.  As results carbonyl group is an electron deficient and it is an electrophile.

An aldehyde has a greater partial positive charge on its carbonyl carbon than a ketone because an alkyl group is more electrons donating than hydrogen.

The ketones with small alkyl groups bonded to the carbonyl carbon are more reactive than those with large alkyl groups.

(b)

Interpretation Introduction

Interpretation:

From the given pair, the more reactive ketone has to be identified.

Concept introduction:

The relative reactivity of carbonyl groups:

Carbonyl group is polar because oxygen is more electronegative than the carbon.  As results carbonyl group is an electron deficient and it is an electrophile.

An aldehyde has a greater partial positive charge on its carbonyl carbon than a ketone because an alkyl group is more electrons donating than hydrogen.

The ketones with small alkyl groups bonded to the carbonyl carbon are more reactive than those with large alkyl groups.

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