Chapter 17: Q31E (page 567)
Identify the type of substitution mechanism involved in the conversion of the alcohol shown into the corresponding alkyl halide.
(a)
(b)
(c)
Short Answer
(a)
(b)
Chapter 17: Q31E (page 567)
Identify the type of substitution mechanism involved in the conversion of the alcohol shown into the corresponding alkyl halide.
(a)
(b)
(c)
(a)
(b)
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Get started for freeQuestion:Reaction of (S)-3-methyl-2-pentanone with methyl magnesium bromide followed by acidification yields 2,3-dimethyl-2-pentanol. What is the stereochemistry of the product? Is the product optically active?
The following data for isomeric four-carbon alcohols show that there is a decrease in boiling point with increasing substitution of the OH-bearing carbon. How might you account for this trend?
1-Butanol, bp
2-Butanol, bp
2-Methyl-2-propanol, bp
What products would you obtain from reaction of 1-pentanol with the
following reagents?
(a)
(b)
(c) , ,
(d) Dess–Martin periodinane
Starting from testosterone (Problem 17-62), how would you prepare the following substances?
a.
b.
c.
d.
Named bombykol, the sex pheromone secreted by the female silkworm
moth has the formula C16H28O and the systematic name (10E,12Z)-
10,12-hexadecadien-1-ol. Draw bombykol, showing the correct geometry
for the two double bonds.
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