Academic Integrity: tutoring, explanations, and feedback — we don’t complete graded work or submit on a student’s behalf.

In the stepwise trihalogenation process of the methyl group in acetophenone the

ID: 604515 • Letter: I

Question

In the stepwise trihalogenation process of the methyl group in acetophenone the methyl group is initially deprotonated. This deprotonated species which bears a negative charge on the carbon atom is stabilized by resonance. -Please explain how it stabilizes, and show the other contributing resonance form and name this ion.

Explanation / Answer

ignore the dots ......................O ......................|| Initially, C6H5-C-CH3 ===> .............O .............|| C6H5-C-CH2(-) The other contributing resonance form is: ..........O(-) ..........| C6H5-C=CH2 Resonance distributes electron density through the C-C-O pi orbitals.There are only two contributors