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Preparation of Carboxylic Acids

What is the p...

Question

What is the product when 2-butanol is treated with PCC in $C H_{2} C l_{2}$ ?

A

2-butanol

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B

2-butanone

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C

1-butanone

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D

1-butanol

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Solution

The correct option is B 2-butanone
PCC(Pyridinium chlorochromate) is an oxidizing agent. It converts $1^{o}$ alcohols to aldehydes and $2^{o}$ alcohols to ketones, but is not strong enough to convert primary alcohols to carboxylic acids. 2-butanol has a hydroxy group on its carbon 2. The addition of PCC will convert this hydroxy group into a carbonyl, producing 2-butanone.
$C H_{3} C H (O H) C H_{2} C H_{3} PCC in C H_{2} C l_{2} - -------- \to C H_{3} C O C H_{2} C H_{3}$

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