ORGANIC CHEMISTRY - CONNECT ACCESS CARD
10th Edition
ISBN: 9781259636394
Author: Carey
Publisher: MCG
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Chapter 23, Problem 18P
Interpretation Introduction
Interpretation: The compound A in the given synthesis of the analogs of anthracycline antibiotics is to be identified.
Concept introduction:
The reaction that involves the rearrangement of the esters of phenol into a hydroxyl aryl
The relocation of the phenol ester acyl group to the aryl ring takes place in this type of reaction.
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16. When cis-1,2-cyclopentanediol reacts with acetone in dry HCl, compound M is formed. What do you expect the hydrolysis of compound M to be when subjected (i) to base; and, (ii) acid
A. resistant to base; resistant to acid
B. resistant to base; readily hydrolyzed by acid
C. readily hydrolyzed by base; resistant to acid
D. readily hydrolyzed by base; readily hydorlyzed by acid
16. When cis-1,2-cyclopentanediol reacts with acetone in dry HCl, compound M is formed. What do you expect the hydrolysis of compound M to be when subjected (i) to base; and, (ii) acid
a. resistant to base; resistant to acid
b. resistant to base; readily hydrolyzed by acid
c. readily hydrolyzed by base; resistant to acid
d. readily hydrolyzed by base; readily hydorlyzed by acid
17. Following (16), would you expect that a similar compound be formed if the reactant was trans-1,2-cyclopentanediol? Why is this so?
a. Yes; hydroxyl groups are on opposite side
b. No; hydroxyl groups are on opposite site
c. Yes; hydroxyl groups are on the same side
d. No; hydroxyl groups are on the same side
Shown below is the 1H NMR spectrum of the alkyl bromide used to make the phosphonium ylide that reacts with a ketone in a Wittig reaction to form acompound with molecular formula C11H14. What product is obtained from the Wittig reaction?
Chapter 23 Solutions
ORGANIC CHEMISTRY - CONNECT ACCESS CARD
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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