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 9, Problem 34P

(a)

Interpretation Introduction

Interpretation:

The product obtained when the given alcohol reacts with HOCl has to be given.

Concept introduction:

Oxidation of alcohol:

An important reagent helpful in the oxidation of alcohols is HOCl

Aldehydes are formed by the oxidation of primary alcohols and ketones are formed by the oxidation of secondary alcohols. Tertiary alcohol have no reaction with HOCl.

The mechanism involves the protonation of the oxygen in the first step. Then, removal of a proton from the carbon bonded to the -OCl group by a base occurs and the O-Cl bond breaks.

(b)

Interpretation Introduction

Interpretation:

The product obtained when the given alcohol reacts with HOCl has to be given.

Concept introduction:

Oxidation of alcohol:

An important reagent helpful in the oxidation of alcohols is HOCl

Aldehydes are formed by the oxidation of primary alcohols and ketones are formed by the oxidation of secondary alcohols. Tertiary alcohol have no reaction with HOCl.

The mechanism involves the protonation of the oxygen in the first step. Then, removal of a proton from the carbon bonded to the -OCl group by a base occurs and the O-Cl bond breaks.

(c)

Interpretation Introduction

Interpretation:

The product obtained when the given alcohol reacts with HOCl has to be given.

Concept introduction:

Oxidation of alcohol:

An important reagent helpful in the oxidation of alcohols is HOCl

Aldehydes are formed by the oxidation of primary alcohols and ketones are formed by the oxidation of secondary alcohols. Tertiary alcohol have no reaction with HOCl.

The mechanism involves the protonation of the oxygen in the first step. Then, removal of a proton from the carbon bonded to the -OCl group by a base occurs and the O-Cl bond breaks.

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Chapter 9 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 9.4 - Prob. 13PCh. 9.5 - What product will be obtained from the reaction of...Ch. 9.5 - Prob. 15PCh. 9.6 - a. What is each ethers systematic name? 1....Ch. 9.8 - Draw the structure of the following: a....Ch. 9.8 - Prob. 20PCh. 9.8 - Would you expect the reactivity of a five-membered...Ch. 9.9 - Explain why the two arene oxides in Problem 22...Ch. 9.9 - Which compound is more likely to be...Ch. 9.11 - The following three nitrogen mustards were studied...Ch. 9 - What are the common and systematic names of the...Ch. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Prob. 30PCh. 9 - Prob. 31PCh. 9 - What is the major product obtained from the...Ch. 9 - Draw structures for the following: a....Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Ethylene oxide reacts readily with HO.because of...Ch. 9 - Propose a mechanism for each of the following...Ch. 9 - Which of the following ethers would be obtained in...Ch. 9 - Show how each of the following syntheses could be...Ch. 9 - Prob. 42PCh. 9 - Prob. 43PCh. 9 - Prob. 44PCh. 9 - Propose a mechanism for each of the following...Ch. 9 - a. Propose a mechanism for the following reaction:...Ch. 9 - Three arene oxides can be obtained from...Ch. 9 - Prob. 48PCh. 9 - The following reaction takes place several times...Ch. 9 - Show how each of the following compounds could be...Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - What alkenes would you expect to be obtained from...Ch. 9 - Triethylenemelamine (TEM) is an antitumor agent....Ch. 9 - When a diol that has OH groups on adjacent carbons...Ch. 9 - What product is obtained when...Ch. 9 - Prob. 58P
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