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Question 58 of 65

Q.Give the structure of a Zwitter ion.

Puducherry TnboardTamil Nadu HSC (DGE) Board 2023Subjective· 3mImportance★★★★★
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In aqueous/solid-state amino acids, the -COOH proton transfers intramolecularly to the -NH2_2 group, producing a dipolar (zwitterionic) structure, H3N+−CHR−COO−H_3N^+-CHR-COO^-, that is overall electrically neutral.

An amino acid has both an acidic carboxyl group (-COOH) and a basic amino group (-NH2_2) on the same molecule. Because the -COOH is acidic enough and the -NH2_2 is basic enough, an internal (intramolecular) proton transfer occurs: the carboxyl group loses its H+H^+ to become −COO−-COO^-, and that same proton is picked up by the amino group, becoming −NH3+-NH_3^+. The resulting structure carries both a positive and a negative charge on the same molecule, with a net charge of zero — this is the zwitter ion (German 'zwitter' = hybrid). For a generic amino acid H2N−CHR−COOHH_2N-CHR-COOH, the zwitterionic form is: H3N+−CHR−COO−H_3N^+-CHR-COO^- This dipolar structure explains many of the characteristic physical properties of amino acids: their high melting points, water solubility, and b …

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