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Topic: Reduction of a Double Bond with NaBH4  (Read 13677 times)

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Offline kemfreak101

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Reduction of a Double Bond with NaBH4
« 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?
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Offline ARGOS++

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Re: Reduction of a Double Bond with NaBH4
« Reply #1 on: January 26, 2009, 01:02:09 PM »
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Offline azmanam

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Re: Reduction of a Double Bond with NaBH4
« Reply #2 on: January 26, 2009, 01:03:59 PM »
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Knowing why you got a question wrong is better than knowing that you got a question right.

Offline macman104

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Re: Reduction of a Double Bond with NaBH4
« Reply #3 on: January 26, 2009, 01:06:41 PM »
Please continue in the other thread like Azmanam suggested.
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