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Question

Convert:
A. 3-Methylaniline into
3-nitrotoluene

B. Aniline into 1,3,5 -
tribromo benzene

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Solution

A. Conversion of 3-Methylaniline into 3-nitrotoluene

For the conversion of 3-Methylaniline into 3-nitrotoluene first we are doing the diazotisation reaction in which NH2 will convert to N+2Cl and then reacts with fluoroboric acid followed by NaNO2/Cu/Δ convert N+2Cl into the nitro group (NO2) and evolution of dinitrogen gas occurs.

Involved reaction is shown as -



B.Conversion of Aniline into 1,3,5 - tribromobenzene

For the conversion of aniline 1,3,5 - tribromo benzene, first we are doing the bromination of aniline in the presence of water which gives 2,4,6 tribromo aniline, which on further reacting with nitrous acid (273278 K) converts NH2 into N+2Cl.

After that, with the help of H3PO2/water we remove the N+2Cl group from the benzene ring via reduction and we get our final product 1,3,5 tribromobenzene.

Involved reaction is shown below-


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