EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Question
Chapter 22, Problem 41P
Interpretation Introduction
Interpretation:
The number of acetonide groups present in the given compound based on the
Concept introduction:
The acetonides are a group of cyclic acetals that act as a protective group for vicinal-cis
The
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Compare the 13C NMR spectra of isoborneol and camphor. Explain which peaks can be used to determine whether the oxidation was successful.
Propose a mechanism for this oxidation. To simplify the structures, use benzyl alcohol to draw the mechanism instead of isoborneol. Include the formation of any byproduct(s) in the mechanism.
A student was trying to determine the identity of an unknown compound. The melting point of the compound was 117-118oC.
The student narrowed the possible compound down to the following:
Compound
Melting Point Range
acetanilide
113-115oC
fluorene
114-116oC
mandelic acid
120-122oC
A second student, doing the same experiment as above, found that their melting point was 100-108oC.
What is wrong with the student’s melting point?
Propose two reasons why the melting point could be incorrect.
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determine the plausible identity of the compound from the given possible compounds.
Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
Ch. 22 - Prob. 1PPCh. 22 - Prob. 2PPCh. 22 - Prob. 3PPCh. 22 - Prob. 4PPCh. 22 - Prob. 5PPCh. 22 - Prob. 6PPCh. 22 - Prob. 7PPCh. 22 - Prob. 8PPCh. 22 - Practice Problem 22.9 What products would you...Ch. 22 - Prob. 10PP
Ch. 22 - Prob. 11PPCh. 22 - Prob. 12PPCh. 22 - Prob. 13PPCh. 22 - Prob. 14PPCh. 22 - Prob. 15PPCh. 22 - Prob. 16PPCh. 22 - Prob. 17PPCh. 22 - Prob. 18PPCh. 22 - Prob. 19PPCh. 22 - Prob. 20PCh. 22 - Prob. 21PCh. 22 - Prob. 22PCh. 22 - Prob. 23PCh. 22 - Prob. 24PCh. 22 - Prob. 25PCh. 22 - Prob. 26PCh. 22 - Prob. 27PCh. 22 - Prob. 28PCh. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Prob. 32PCh. 22 - Prob. 33PCh. 22 - Prob. 34PCh. 22 - Prob. 35PCh. 22 - Prob. 36PCh. 22 - Prob. 37PCh. 22 - Prob. 38PCh. 22 - Arbutin, a compound that can be isolated from the...Ch. 22 - Prob. 40PCh. 22 - Prob. 41PCh. 22 - Prob. 42PCh. 22 - Prob. 43PCh. 22 - 22.44 The following reaction sequence represents...Ch. 22 - 22.45
The NMR data for the two anomers...Ch. 22 - Shikimic acid is a key biosynthetic intermediate...
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