Chapter 9: 9-9-56 E-d (page 286)
Which of the following bases could be used to deprotonate 1-butyne?
d)

Short Answer
Acetone enolate will not deprotonate 1- butyne.
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Chapter 9: 9-9-56 E-d (page 286)
Which of the following bases could be used to deprotonate 1-butyne?
d)

Acetone enolate will not deprotonate 1- butyne.
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Show the terminal alkyne and alkyl halide from which the following products can be obtained. If two routes look feasible, list both.
The pkaof acetone, CH3COCH3, is 19.3. Which of the following bases is strong enough to deprotonate acetone?
(b)
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
Question: Each of the following syntheses requires more than one step. How
would you carry them out?
(a)

b)

There are seven isomeric alkynes with the formula . Draw and name them.
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