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Write reactions of the final alkylation ...

Write reactions of the final alkylation product of aniline with excess of methyl iodide in the presence of sodium carbonate solution.

Text Solution

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Hofmann's ammonolysis reaction : In the presence of excess methyl iodide, aniline (primary amine) forms quarternary ammonium salt.

`{:(2[C_(6)H_(5)overset(+)(N)H_(2)CH_(3)]overset(-)(I)+Na_(2)CO_(3) to2C_(6)H_(5)NHCH_(3)),(" N-methyl anilinium" + 2NaI+CO_(2)+H_(2)O):}`
`C_(6)H_(5)overset(ddot)(N)HCH_(3) underset(Na_(2)CO_(3))overset(CH_(3)I) to underset("N, N-dimethyl aniline")(C_(6)H_(5)N(CH_(3))_(2)) `
`C_(6)H_(5)overset(ddot)(N)(CH_(3))_(2)+CH_(3)-I to underset("N,N, N-trimethyl anilinium iodide")([C_(6)H_(5)overset(+)(N)(CH_(3))_(3)overset(-)(I)]) `
`[C_(6)H_(5)overset(+)(N)(CH_(3))_(3)]overset(-)(I)+Na_(2)CO_(3) to underset("N,N,N-trimethyl anilinium carbonate")([C_(6)H_(5)overset(+)(N)(CH_(3))_(3)]_(2)CO_(3)^(2-)+2NaI)`
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