Which reagents are needed to change 3-bromooctanoic acid to 3-bromohexanoyl chloride?

Question:

Which reagents are needed to change 3-bromooctanoic acid to 3-bromohexanoyl chloride?

Thionyl chloride

Thionyl chloride SOCl{eq}_2 {/eq} can react with alcohols and carboxylic acids to form an alkyl chloride and an acyl halide, respectively. Its reaction with an alcohol proceeds via SN2 and involves inversion of configuration. On the other hand, its reaction with a carboxylic acid procceds via a two-step mechanism. The first step is 1,2-addition of Cl and the second step is 1,2 elimination of the sulfur group.

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Carboxylic acids can be converted to acyl chlorides by reacting them with thionyl chloride (SOCl{eq}_2 {/eq}). The reaction proceeds via two steps:...

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Carboxylic Acids Reactions
Carboxylic Acids Reactions

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Chapter 10 / Lesson 30
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Carboxylic acids can be found in many places, including your home. In this lesson we will look at some of the reactions that carboxylic acids can undergo and how they occur.


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