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Topic: alkene formation  (Read 3514 times)

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Offline marky02

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alkene formation
« on: April 25, 2010, 04:57:53 PM »
hi guys,have a difficult question

A chemist allows some pure (2S, 3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide (NaOCH2CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under the same conditions, the reaction of (2S, 3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C. Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3-diphenylpentane. Determine the structures of A, B, and C, give equations for their formation, and explain the stereospecificity of these reactions. Pay careful attention to stereochemistry.

Offline MissPhosgene

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Re: alkene formation
« Reply #1 on: April 25, 2010, 09:03:55 PM »
What have you thought of so far?
Stereograms of the 32 crystallographic point groups: little bike wheels of cold, hard, pure rationality.

Offline Smrt guy

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Re: alkene formation
« Reply #2 on: April 26, 2010, 11:22:31 PM »
Think about the mechanism of the reaction.  What type of reaction is this?

Offline AC Prabakar

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Re: alkene formation
« Reply #3 on: May 02, 2010, 04:23:45 AM »
It is elimination reaction and stereochemical aspects are very important points in this reaction.

I couldn't paste the reaction with product.I am trying that.Propably tomorrow i will post.But with respect to stereochemical part i need to prepare the mechanism.

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