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Topic: Reaction Mechanism  (Read 3170 times)

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Offline aldoxime_amine

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Reaction Mechanism
« on: August 01, 2008, 02:15:39 PM »
Can anyone provide a mechanism for the following reaction?

C6H5-CO-CHO + aq. NaOH -----> C6H5-CHOH-COONa

Thanks in advance.
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Offline azmanam

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Re: Reaction Mechanism
« Reply #1 on: August 01, 2008, 02:48:12 PM »
Heh.  Nothing like digging out a paper from the 40s, eh?

http://dx.doi.org/10.1021%2Fja01182a006  (subscription required)

Start by having the hydroxide attack the aldehyde carbon.  It's one step from there, through a series of arrows.
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Offline aldoxime_amine

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Re: Reaction Mechanism
« Reply #2 on: August 01, 2008, 02:53:49 PM »
Thanks a lot. 8)
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