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3. Aqueous nitrous acid (HONO) converts primary amines (RNH2) into diazonium ion

ID: 1027414 • Letter: 3

Question

3. Aqueous nitrous acid (HONO) converts primary amines (RNH2) into diazonium ions (RN2). Which of the following statements is false? R-NH2 HONO a. Heating a mixture of a primary amine with -hydrogens and HONO will necessarily result in elimination by the El mechanism. b. -N2 is a good leaving group. c. When R is a primary alkyl group and a weak nucleophile d. Formation of RN2 from HONO and RNH2 involves an e. When R is a tertiary alkyl group, elimination of R-N2 is such as ethanol is present, SN2 will occur predominantly. elimination process not possible.

Explanation / Answer

Option (e) if false as the N2+ has high tendency to leave from its parents molecule leaving the molecule a carbocation. Now for tertiary alkyl group the carbocation being highly stable this will go much faster way.

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