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Topic: Wittig Reaction  (Read 5098 times)

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kimestry

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Wittig Reaction
« on: July 20, 2005, 01:10:05 PM »
When doing the Wittig Reaction, I cannot determine what I have made.  I started with a rather interesting molecule which I never actually figured the name to -- though it is a Phosporus (with a positive charge) with three benzene rings off of it and a toluene group as well (with a negatively charge chlorine)...I know it is a Ylide, but couldn't determine the name (what I came up with was benzyltriphenylphosphonium chloride, but wasn't sure of myself).  Anyway, I reacted that with CH3ONa and then reacted that with a benzene ring with a butaldehyde and cannot figure out what my product is. Can anybody help?

Offline Mitch

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Re:Wittig Reaction
« Reply #1 on: July 20, 2005, 01:23:48 PM »
You added a ylide with ketone using a base, there is only one thing that can happen. Check out the name reactions section and if you need more help let us know.
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Offline movies

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Re:Wittig Reaction
« Reply #2 on: July 20, 2005, 01:33:07 PM »
To be precise, your starting phosphorus compound was not an ylide, you formed the ylide when you deprotonated with sodium methoxide.

GCT

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Re:Wittig Reaction
« Reply #3 on: July 20, 2005, 02:03:59 PM »
adding to what mitch and movies said, you'll also want to consider the stereochemistry

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