Which of the Following Best Explains Why the Synthetic Route

question 77

Multiple Choice

Which of the following best explains why the synthetic route shown below would be unsuccessful?

• A)The alkynide anion is not a strong enough nucleophile to react with 1-bromopropane in step 1.
• B)Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2.
• C)The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than S_N2)reaction with t-butyl bromide.
• D)Both substitution reactions will occur on the same end of the alkyne,making a product different than the one shown.
• E)Reaction with sodium amide will result in formation of a primary alkyne.

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