Chapter 9: Q43 E (page 286)
How would you carry out the following reactions to introduce deuterium into organic molecules?
(a)

b.

c.

d.

Short Answer
a.

b.

c.

d.

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Chapter 9: Q43 E (page 286)
How would you carry out the following reactions to introduce deuterium into organic molecules?
(a)

b.

c.

d.

a.

b.

c.

d.

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Question: Each of the following syntheses requires more than one step. How
would you carry them out?
(a)

b)

Terminal alkynes react with and water to yield bromo ketones. For example:

Propose a mechanism for the reaction. To what reaction of alkenes is
the process analogous?
The sex attractant given off by the common housefly is an alkene named muscalure. Propose a synthesis of muscalure starting from acetylene and any alkyl halides needed. What is the IUPAC name for muscalure?

Muscalure
What alkyne would you start with to prepare each of the following compounds by a hydroboration–oxidation reaction?

Each of the following syntheses requires more than one step. How
would you carry them out?
(a)
(b) 
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