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Chapter 22: 10P (page 868)

Draw a stepwise mechanism for the following reaction.

Short Answer

Expert verified

Answer

The mechanism shown for the reduction of acid chloride by LiAlH₄ to alcohol is shown below:

Step by step solution

01

Step-by-Step Solution Step 1: Function of LiAlH4

LiAlH₄ is one of the strongest reducing agents known to reduce carbonyl groups into alcohols.Besides reducing carbonyl groups into alcohols, LiAlH₄ can also reduce acid chlorides into primary alcohols.

02

Mechanism of in reducing acid chlorides into primary alcohols

The steps for reducing acid chlorides into primary alcohols with the help of LiAlH₄ are shown below:

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Most popular questions from this chapter

Question: Explain why ${CH}_{3} {CONH}_{2}$ is a stronger acid and a weaker base than ${CH}_{3} {CH}_{2} {NH}_{2}$ .

Question:(a) Propose an explanation for the difference in the frequency of the carbonyl absorptions of phenyl acetate (1765 ${cm}^{- 1}$ ) and cyclohexyl acetate (1738 ${cm}^{- 1}$ ).(b) Which carbonyl group is more effectively stabilized by resonance?(c) Which ester reacts faster when treated with aqueous base?

Question: What is the composition of the soap prepared by hydrolysis of the following triacylglycerol?

Question: What product is formed when acetic acid is treated with each reagent: (a) ${CH}_{3} {NH}_{2}$ ; (b) ${CH}_{3} {NH}_{2}$ , then heat; (c) ${CH}_{3} {NH}_{2}$ + DCC?

Linalool (the Chapter 9 opening molecule) and lavandulol are two of the major components of lavender oil. (a) What organolithium reagent and carbonyl compound can be used to make each alcohol? (b) How might lavandulol be formed by reduction of a carbonyl compound? (c) Why can’t linalool beprepared by a similar pathway?

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