Which of the following will not exist in zwit | vedclass

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Question

(B) zwitterion is a molecule that has both a positive and a negative charge,allowing it to exist as a dipolar ion. This requires the presence of both

Vedclass · Accepted Answer

$N$-acetylalanine

Vedclass · Answer

(B) zwitterion is a molecule that has both a positive and a negative charge,allowing it to exist as a dipolar ion. This requires the presence of both an acidic group (like $-COOH$ or $-SO_3H$) and a basic group (like $-NH_2$) in the same molecule.In $N$-acetylalanine,the amino group $(-NH_2)$ is converted into an amide group $(-NH-CO-CH_3)$. The nitrogen atom in an amide is not basic because its lone pair of electrons is involved in resonance with the carbonyl group $(C=O)$.Therefore,$N$-acetylalanine cannot accept a proton to form a positive charge,and thus it cannot exist in a zwitterionic form at $pH = 7$.

Which of the following will not exist in zwitter ionic form at $pH = 7$?

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