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Chapter 22: 10P (page 868)

Draw a stepwise mechanism for the following reaction.

Short Answer

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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: Fenofibric is a cholesterol-lowering medication that is converted to fenofibric acid, the active drug, by hydrolysis during metabolism. What is the structure of fenofibric acid?

Draw the products formed when A or B is treated with each reagent. In some cases, no reaction occurs.

  1. NaBH4, CH3OH
  2. [1] LiAlH4 ; [2] H2O
  3. [1] CH3MgBr ; [2] H2O
  4. [1]C6H5Li ; [2] H2O
  5. Na2Cr2O7, H2SO4,H2O

Question:Outline two different ways that butan-2-one can be prepared from a nitrile and a Grignard reagent.

Question: Some penicillins cannot be administered orally because their 尾-lactam is rapidly hydrolyzed by the acidic environment of the stomach. What product is formed in the following hydrolysis reaction?

stereochemistry of the products of reduction depends on the reagent used,as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2-ol[CH3CH(OH)C (CH3)3] ;(b) only (R)-3,3-dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?
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