Chapter 25: PROBLEM 25.12 (page 1010)
Which amines cannot be prepared by reduction of an amide?
a.
b.
c.
d.
Answer
The amine a cannot be made by reduction of an amide.
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Rank the compounds in each group in order of increasing basicity.
(a)
(b)
Draw the product Y of the following reaction sequence. Y was an intermediate in the remarkable synthesis of cyclooctatetraene by Wilstatter in 1911.
Question: What is the structure of an unknown compound with molecular formula C6H15N that gives the following 1H NMR absorptions: 0.9 (singlet, 1 H), 1.10 (triplet, 3 H), 1.15 (singlet, 9 H), and 2.6 (quartet, 2 H) ppm?
Devise a synthesis of each compound from aniline as starting material.
a
b
c
Question: Devise a synthesis of each compound from benzene. You may use any other organic or inorganic reagents.
a.
b.
c.
d.
e.
f.
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