ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Textbook Question
Chapter H, Problem 7PP
Practice Problem H.7
One of the important steps in Gates’ synthesis of morphine involved the following transformation:
Suggest how this step was accomplished.
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Synthesis practice
ork assign
1) Synthesize this compound only using only organic starting materials such as acetic anhydride,
triphenylphosphine, ethyne, and alcohols of four or fewer carbons and any inorganic reagents
needed
CH3
I
CH3CH₂-C-C=CH
I
ОН
PROBLEM 3
Suggest mechanisms for these eliminations. Why does the first give a mixture
and the second a single product?
OH
OH
H₂PO4
heat
X³
OH
48% HBr
heat
64% yield, 4:1 ratio
Problem 2,8
Suggest a plausible arrow-pushing mechanism for the following tautomerization
reactions
cat. HA
OH
cat B
O NH2
NH2
NIH
Chapter H Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
Ch. H - Prob. 1PPCh. H - Prob. 2PPCh. H - Prob. 3PPCh. H - Practice Problem H.4
In 1891 G. Merling...Ch. H - Practice Problem H.5
Many alkaloids appear to be...Ch. H - Practice Problem H.6 Papaverine has been...Ch. H - Practice Problem H.7
One of the important steps in...Ch. H - Prob. 8PPCh. H - Practice Problem H.9 Gramine has been synthesized...
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