Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 27.SE, Problem 46AP
Interpretation Introduction

a) NaH then CH3I

Interpretation:

The product formed when estradiol reacts with NaH and then with CH3I is to be given.

Concept introduction:

When treated with NaH and CH3I, The hydrogen of -OH group in alcohols and phenols is replaced by methyl group.

To give:

The product formed when estradiol reacts with NaH and then with CH3I.

Interpretation Introduction

b) CH3COCl, pyridine

Interpretation:

The product formed when estradiol reacts with CH3COCl in pyridine is to be given.

Concept introduction:

When treated with CH3COCl in pyridine, the hydrogen of -OH group in alcohols and phenols is replaced by acetyl group.

To give:

The product formed when estradiol reacts with CH3COCl in pyridine.

Interpretation Introduction

c) Br2, FeBr3

Interpretation:

The product formed when estradiol reacts with Br2, FeBr3 to be given.

Concept introduction:

Phenols undergo electrophilic substitution reaction (bromination) when treated with Br2, FeBr3 in the ortho and para positions.

To give:

The product formed when estradiol reacts with Br2, FeBr3.

Interpretation Introduction

d) Dess-Martin periodinane

Interpretation:

The product formed when estradiol reacts with Dess-Martin periodinate is to be given.

Concept introduction:

Secondary alcohols are oxidized to ketones by Dess-Martin periodinate. Tertiary alcohols are not oxidized by Dess-Martin periodinate.

To give:

The product formed when estradiol reacts with Dess-Martin periodinate.

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Chapter 27 Solutions

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th

Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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