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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: kemfreak101 on January 26, 2009, 12:34:31 PM

Title: Reduction of a Double Bond with NaBH4
Post by: kemfreak101 on January 26, 2009, 12:34:31 PM

Hello, I'm looking for the specific mechanism by which NaBH4 converts a carbon-carbon double bond to a single bond (hydrogenation) in 2-cyclopentenone.  NaBH4 cannot usually reduce a carbon-carbon double bond, such as the double bond in 2-cyclopentenol.  Apparently, only a double bond adjacent to a carbonyl can be reduced (I have a feeling that the oxygen double bond folds down).  Any ideas?

Title: Re: Reduction of a Double Bond with NaBH4
Post by: ARGOS++ on January 26, 2009, 01:02:09 PM

Title: Re: Reduction of a Double Bond with NaBH4
Post by: azmanam on January 26, 2009, 01:03:59 PM

join the discussion over here:

http://www.chemicalforums.com/index.php?topic=30697.0

Title: Re: Reduction of a Double Bond with NaBH4
Post by: macman104 on January 26, 2009, 01:06:41 PM

Please continue in the other thread like Azmanam suggested.