Holooly Plus Logo

Question 20.39: Pivalic acid, (CH₃)₃CCO₂H, can be prepared from tert-butyl c......

Pivalic acid, (CH₃)₃CCO₂H, can be prepared from tert-butyl chloride. What method should be used?

Step-by-Step
The 'Blue Check Mark' means that this solution was answered by an expert.
Learn more on how do we answer questions.

First, prepare the Grignard reagent using magnesium and ether. Second, add the Grignard reagent to carbon dioxide, followed by acidification in workup. The alternate method of displacing bromide ion by cyanide ion to give a nitrile cannot be accomplished with a tertiary halide.

Related Answered Questions

Question: 20.2

Verified Answer:

(a) β-chlorobutyric acid (b) α-bromopropionic acid...
Question: 20.4

Verified Answer:

(a) 3-methoxybenzoic acid (b) 2-(3-methoxyphenyl)p...
Question: 20.3

Verified Answer:

(a) trans-2-hydroxycyclohexanecarboxylic acid (b) ...