5 B C 7 doublet, 2H (b) triplet, 1H 5 doublet of doublets, 1H (c) doublet of doublets, 1H (d or e) 5 broad singlet, 1H (a) doublet of doublets, 1H (d or e) singlet, 3H (d) 4 3 PPM PPM 2 broad singlet, 1H (a) 3 singlet, 6H, (b) -~ 2 singlet, 3H 1 0 0

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
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Problem 58AP: One of the steps in fat metabolism is the hydration of crotonate to yield 3-hydroxybutyrate. This...
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An allylic halide with the chemical formula C5H9Cl undergoes an SN1 reaction with water to produce B and C, two isomeric products. What would be the structure of the allylic halide and the products B and C? What peaks correspond with what protons in B and C?
6
B
C
7
doublet, 2H
(b)
triplet, 1H
(c)
5
doublet of
doublets, 1H
(c)
6
doublet of
doublets, 1H
(d or e)
-5
4
singlet, 3H
(d)
broad singlet, 1H
(a)
doublet of
doublets, 1H
(d or e)
3
PPM
PPM
2
broad singlet, 1H
(a)
3
singlet, 6H
(b)
2
singlet, 3H
1
1
0
0
Transcribed Image Text:6 B C 7 doublet, 2H (b) triplet, 1H (c) 5 doublet of doublets, 1H (c) 6 doublet of doublets, 1H (d or e) -5 4 singlet, 3H (d) broad singlet, 1H (a) doublet of doublets, 1H (d or e) 3 PPM PPM 2 broad singlet, 1H (a) 3 singlet, 6H (b) 2 singlet, 3H 1 1 0 0
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