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Reimer Tiemann Reaction

An amino acid...

Question

An amino acid under certain conditions have both positive and negativ charges simultaneously in the same molecule. Such a form of amine acid is called

(a) acidic form (b) basic form

(c) aromatic form (d) zwitterionic form

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Solution

(d) A zwitterion is a neutral molecule having both the cationic and anionic charges on the same molecule, Amino acids are the best known examples of zwitterion.

In acidic solution's amino group accepts a hydrogen ion to become positively charges.whereas, in alkaline solution the carboxyl group donates a hydrogen ion to become negatively charged. The pH at which the amino acid is electrically neutral is called isoelectric pH.

$N H_{3} - R C H C a t i o n (l o w p H) ⇌^{+} R H_{3} N - C H - C O O^{-} (z w i t t e r i o n a t i s o e l e c t r i c p H) ⇌ H_{2} - N H_{3} - R C H A n i o n (h i g h p H)$

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Select the correct statements regarding zwitterion.

(i) Zwitterions can be formed from compounds that contain both acid groups and basic groups in their molecules.
(ii) A zwitterion can act either as a proton donor or proton acceptor.
(iii) A monoamine monocarboxylic

α

-amino acid is a acid at high pH as both the groups (amino and carboxyl) lose a proton.
(iv) Amino acids in solution at neutral pH exist predominantly as dipolar ions, the amino group is protonated

(N H_{3}^{+})

and the carboxyl group is deprotonated

(- C O O^{-})

.

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Reimer Tiemann Reaction

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