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Topic: Which of these would react fastest with Ph3P=CH2 in a Wittig Rxn?  (Read 699 times)

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Offline benzeneluvr765

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Which of these would react fastest with Ph3P=CH2 in a Wittig Rxn?
« on: March 29, 2020, 01:21:44 AM »
Which of the two would react faster in a Wittig Rxn. One has an aldehyde carbonyl the other is a ketone but the ketone has 2 EWGS but probable steric hinderance. Thanks

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Offline pgk

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Re: Which of these would react fastest with Ph3P=CH2 in a Wittig Rxn?
« Reply #1 on: March 30, 2020, 10:46:32 AM »
A ketone reacts slower with a Wittig reagent due to steric hindrance, regardless whether being conjugated or not.
Besides, conjugation deals with the thermodynamic control of the reaction and not with the kinetic control.

« Last Edit: March 30, 2020, 12:10:36 PM by pgk »
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