ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Question
Chapter 26, Problem 43P
Interpretation Introduction
Interpretation:
The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.
Concept Introduction:
The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.
The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.
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Which pair of reagents will form the given product?
OH
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CH3
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CH2CH3
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Question 3
What best describes the product of the following reaction?
1. CH3CH2MgBr (2 eq)
2. H
a new stereocenter will not be formed
a new stereocenter will be formed
an alkyl halide will result
an alkane will result
an aromatic compound will result
1 pts
Rank the following from most to least reactive toward nucleophilic attack.
1. [Select]
[Select]
2. Acyl halide
Aldehyde
3. Carboxylate ion
4.
Carboxylic acid
Ketone
5. [Select]
Chapter 26 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
Ch. 26.1 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Prob. 3PCh. 26.3 - Prob. 4PCh. 26.3 - Prob. 5PCh. 26.4 - Prob. 6PCh. 26.4 - Prob. 7PCh. 26.4 - Prob. 8PCh. 26.5 - Prob. 9PCh. 26.6 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.7 - Prob. 13PCh. 26.7 - Prob. 14PCh. 26.7 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Prob. 17PCh. 26.9 - Prob. 18PCh. 26.10 - Digestion of the tetrapeptide of Problem 26.18...Ch. 26.12 - Prob. 20PCh. 26.12 - Prob. 21PCh. 26.15 - Prob. 22PCh. 26.15 - Prob. 23PCh. 26.16 - Prob. 24PCh. 26.17 - Prob. 25PCh. 26.18 - Prob. 26PCh. 26 - Prob. 27PCh. 26 - Prob. 28PCh. 26 - Prob. 29PCh. 26 - Prob. 30PCh. 26 - Prob. 31PCh. 26 - Prob. 32PCh. 26 - Prob. 33PCh. 26 - Prob. 34PCh. 26 - Prob. 35PCh. 26 - Prob. 36PCh. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - Prob. 39PCh. 26 - Prob. 40PCh. 26 - If you synthesized the tripeptide Leu-Phe-Ser from...Ch. 26 - Prob. 42PCh. 26 - Prob. 43PCh. 26 - Prob. 44PCh. 26 - Prob. 45DSPCh. 26 - Prob. 46DSPCh. 26 - Prob. 47DSPCh. 26 - Prob. 48DSPCh. 26 - Prob. 49DSPCh. 26 - Prob. 50DSP
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