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Alcohol Syntheses
Review
We have already learned several ways to make alcohols. We will review them here.
2. Fill in the blank for the missing reagents in the following reactions.
3. Draw the products of the following reactions.
a) 1-methyl cyclopentene with Hg(OAc)2 followed by NaBH4
b) 1-ethyl cyclobutene with BH3.THF followed by hydrogen peroxide and hydroxide
c) Cyclohexene with cold, dilute KMnO4
d) cis-2-butene with a peroxyacid in water
e) pentyne reacted with sodium amide followed by benzaldehyde (PhCHO) and then quenched with acid and water
Answers
2.
A) 1. Hg(OAc)2 or H+, H2O (H3O+) 2. NaBH4
B) 1. BH3.THF 2. H2O2, OH-
C) RCO3H in H2O
D) 1. OsO4 or KMnO4, OH- (cold, dilute) 2. H2O2
E)
F)
3.
a)
b)
c)
d)
e)
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