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6. Write reactions of the final alkylation product of aniline with excess of methyl iodide in the presence of sodium carbonate solution. Soln. Aniline -Methylanilinium iodide \[ \begin{array}{l} 2\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}} \mathrm{H}_{2} \mathrm{CH}_{3}\right] \mathrm{I}^{-}+\mathrm{Na}_{2} \mathrm{CO}_{3} \longrightarrow \\ 2 \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHCH}_{3}+\mathrm{CO}_{2}+2 \mathrm{NaI} \\ \end{array} \] -Methylaniline \[ \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHCH}_{3} \xrightarrow[\mathrm{Na}_{2} \mathrm{CO}_{3}]{+\mathrm{CH}_{3} \mathrm{I}} \underset{\text { N,N-Dimethylani }}{\mathrm{C}_{6}} \mathrm{H}_{5} \mathrm{~N}\left(\mathrm{CH}_{3}\right)_{2} \] -Dimethylaniline \[ \mathrm{C}_{6} \mathrm{H}_{5} \ddot{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{2}+\mathrm{CH}_{3} \stackrel{\mathrm{I}}{\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3}\right] \mathrm{I}^{-}} \] -T rimethylanilinium iodide \[ \begin{array}{l} 2 \mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3} \mathrm{I}^{-}+ \mathrm{Na}_{2} \mathrm{CO}_{3} \longrightarrow \\ {\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3}\right]_{2} \mathrm{CO}_{3}^{2-}+2 \mathrm{NaI} } \end{array} \] N,N,N-T rimethylanilinium carbonate
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Test | Primary amine | Secondary amine | \begin{tabular}{l} Tertiary arnine |
---|---|---|---|
Forms nitrite |
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Question Text | 6. Write reactions of the final alkylation product of aniline with excess of methyl iodide in the presence of sodium carbonate solution.
Soln.
Aniline
-Methylanilinium iodide
\[
\begin{array}{l}
2\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}} \mathrm{H}_{2} \mathrm{CH}_{3}\right] \mathrm{I}^{-}+\mathrm{Na}_{2} \mathrm{CO}_{3} \longrightarrow \\
2 \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHCH}_{3}+\mathrm{CO}_{2}+2 \mathrm{NaI} \\
\end{array}
\]
-Methylaniline
\[
\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHCH}_{3} \xrightarrow[\mathrm{Na}_{2} \mathrm{CO}_{3}]{+\mathrm{CH}_{3} \mathrm{I}} \underset{\text { N,N-Dimethylani }}{\mathrm{C}_{6}} \mathrm{H}_{5} \mathrm{~N}\left(\mathrm{CH}_{3}\right)_{2}
\]
-Dimethylaniline
\[
\mathrm{C}_{6} \mathrm{H}_{5} \ddot{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{2}+\mathrm{CH}_{3} \stackrel{\mathrm{I}}{\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3}\right] \mathrm{I}^{-}}
\]
-T rimethylanilinium iodide
\[
\begin{array}{l}
2 \mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3} \mathrm{I}^{-}+ \mathrm{Na}_{2} \mathrm{CO}_{3} \longrightarrow \\
{\left[\mathrm{C}_{6} \mathrm{H}_{5} \stackrel{+}{\mathrm{N}}\left(\mathrm{CH}_{3}\right)_{3}\right]_{2} \mathrm{CO}_{3}^{2-}+2 \mathrm{NaI} }
\end{array}
\]
N,N,N-T rimethylanilinium carbonate |
Updated On | Jan 21, 2024 |
Topic | Amines |
Subject | Chemistry |
Class | Class 12 |
Answer Type | Video solution: 1 |
Upvotes | 114 |
Avg. Video Duration | 5 min |