Spectroscopy Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C. 12.67 Treatment of alcohol A (molecular formula CsH120) with CrO3, H2SO4, and H20 affords B with molecular formula CSH100, which gives an IR absorption at 1718 cm. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?

Chemistry
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Chapter1: Chemical Foundations
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can you solve 12.67 what are the structures by using spectroscopy 

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.
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
HO.
A
Spectroscopy
Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C.
12.67 Treatment of alcohol A (molecular formula C5H120) with CrO3, H2SO4, and H20 affords B with molecular formula C5H100,
which gives an IR absorption at 1718 cm'. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H),
2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?
Transcribed Image Text: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. 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 HO. A Spectroscopy Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C. 12.67 Treatment of alcohol A (molecular formula C5H120) with CrO3, H2SO4, and H20 affords B with molecular formula C5H100, which gives an IR absorption at 1718 cm'. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?
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