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Chapter 9: Q10cP (page 278)

Show the terminal alkyne and alkyl halide from which the following products can be obtained. If two routes look feasible, list both.

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Step by step solution

Alkylation

Migration of the alkyl group from one molecule to another via carbanion or carbocation formation

Alkylation of acetylide ion

Acetylide ion is a strong nucleophile which reacts with the electrophile like alkyl halide that replace the halide and form alkyne. Hence new C-C bond is formed and old C-Br bond is broke.

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Most popular questions from this chapter

Which of the following bases could be used to deprotonate 1-butyne?

(a)

Question: Identify the reagents a–c in the following scheme:

How would you carry out the following conversions? More than one

step is needed in each case.

1-Octen-3-ol, a potent mosquito attractant commonly used in mosquito traps, can be prepared in two steps from hexanal, ${CH}_{3} {CH}_{2} {CH}_{2} {CH}_{2} {CH}_{2} CHO$ . The first step is an acetylide-addition reaction like that described in Problem 9-50. What is the structure of the product from the first step, and how can it be converted into 1-octen-3-ol?

The pk_aof acetone, $C H_{3} C O C H_{3}$ , is 19.3. Which of the following bases is strong enough to deprotonate acetone?

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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.

Short Answer

Step by step solution

Alkylation

Alkylation of acetylide ion

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Most popular questions from this chapter

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