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Question

What is the product when 2-butanol is treated with PCC in CH2Cl2?

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Solution

PCC(Pyridinium chlorochromate) is an oxidizing agent. It converts 1o alcohols to aldehydes and 2o 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.
CH3CH(OH)CH2CH3PCC in CH2Cl2−−−−−−−−CH3COCH2CH3

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