Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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can you solve 12.64. Devise a synthesis of (3R,4S)-3,4-dichlorohexane from acetylene and any needed organic compounds or inorganic reagents.

Transcribed Image Text:12.67 Treatment of alcohol A (molecular formula C5H120) with CrO3, H2SO4, and H20 affords B with molecular formula CsH0
Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C.
which gives an IR absorption at 1718 cm. The 'H NMR spectrum of B contains the following signals:
OH
a.
C. H-C C-H
b.
d. H-C C-H
H.
(+ enantiomer)
12.63 Devise a synthesis of each compound from the indicated starting material. You may use any other needed organic or
inorganic reagents.
Br
a. НО.
b.
HO-
HO.
12.64 Devise a synthesis of (3R,4S)-3,4-dichlorohexane from acetylene and any needed organic compounds or inorganic reagents.
12.65 Devise a synthesis of each compound from CH3CH,OH as the only organic starting material; that is, every carbon in the
product must come from a molecule of ethanol. You may use any other needed inorganic reagents.
OH
a.
b.
С.
OH
12.66 Devise a synthesis of A from the three starting materials given. You may use any other needed organic or inorganic reagents.
H =H
OH
Spectroscopy
A-C.
12.67 Treatment of alcoholA (molecular formula C5H120) with CrO3, H2SO4, and H,O affords B with molecular forrnula Cstio,
which gives an IR absorption at 1718 cm. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, Sri
2 14 (singlot 3
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