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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Eliowo on November 25, 2018, 10:14:31 AM

Title: Hofmann Elimination
Post by: Eliowo on November 25, 2018, 10:14:31 AM

Hello everyone! I have an organic chemistry question and I hope you can help me.
I’m studying Medicinal Chemistry and I came across the Hofmann Elimination.
I know this is a stupid question, but I don’t understand why the electron-withdrawing group increases the acidity of the hydrogen.

Title: Re: Hofmann Elimination
Post by: Babcock_Hall on November 26, 2018, 05:06:33 PM

If you draw the carbanion out, what could stabilize it?  How this stabilizes the transition state is perhaps a more subtle question.