Addition of NaBH4 to ketones to give secondary alcohols

by James

Description:  Addition of sodium borohydride (NaBH4) to ketones gives secondary alcohols (after addition of acid) Content available for Reactionguide members only. Not a member? Get access for about 30 cents / day!

{ 4 comments… read them below or add one }

phoebe August 5, 2012 at 12:13 am

helpful!

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Bharti May 29, 2013 at 7:19 am

Does nabh4 also give conjugated nucleophillic addition reaction with alpha beta unsaturated ketone?

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james May 29, 2013 at 4:46 pm

It can; you might find this to be somewhat textbook dependent. In practice, it can go either way. To get addition to occur exclusively on the carbonyl carbon, sometimes cerium trichloride is used. Google “Luche reduction”

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Seah November 2, 2013 at 9:16 am

Is it true that NaH cannot reduce ketones and aldehydes? If so, I wonder what is the reason.

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