Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 11.3, Problem 11.3P

(a)

Interpretation Introduction

To determine: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each atom has before and after the oxidation.

Interpretation: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each atom has before and after the oxidation is to be stated.

Concept introduction: Chromic acid is an oxidizing agent in which chromium acts as a multivalent atom. The formation of active species of chromic acid occurs by going through higher oxidation state before the oxidation to a lower oxidation state after the oxidation of alcohol.

(b)

Interpretation Introduction

To determine: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each atom has before and after the oxidation.

Interpretation: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone and the number of bonds to oxygen does each atom before and after the oxidation is to be stated.

Concept introduction: Sodium hypochlorite is an oxidizing agent in which chlorine acts as a multivalent atom. The formation of active species of sodium hypochlorite occurs by going through higher oxidation state before the oxidation to a lower oxidation state after the oxidation of alcohol.

(c)

Interpretation Introduction

To determine: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each atom has before and after the oxidation.

Interpretation: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone and the number of bonds to oxygen does each atom before and after the oxidation is to be stated.

Concept introduction: Sulphur in the Swern oxidation acts as a multivalent atom. The Swern oxidation comprises use of DMSO reagent. The formation of active species (sulfur) in Swern reagent occurs by going through higher oxidation state before the oxidation to a lower oxidation state after the oxidation of alcohol.

(d)

Interpretation Introduction

To determine: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each has atom before and after the oxidation.

Interpretation: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone; and the number of bonds to oxygen that each atom has before and after the oxidation is to be stated.

Concept introduction: Iodine in the DMP reagent acts as a multivalent atom. The formation of active species in the DMP reagent occurs by going through higher oxidation state before the oxidation to a lower oxidation state after the oxidation of alcohol.

(e)

Interpretation Introduction

To determine: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone, and the number of bonds to oxygen that each atom has before and after the oxidation.

Interpretation: The Lewis structure of the given atom, before and after the oxidation of an alcohol to an aldehyde or ketone and the number of bonds to oxygen that each atom has, before and after the oxidation is to be stated.

Concept introduction: The carbinol C in the alcohol (oxidized) acts as a multivalent atom. The formation of active species in the carbinol C occurs by going through higher oxidation state before the oxidation to a lower oxidation state after the oxidation of alcohol.

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Chapter 11 Solutions

Organic Chemistry (9th Edition)

Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
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