Indian Forest Service (Mains), Chemistry optional · 2021 · Paper II
Q2(c)(i). p-Toluidine to m-bromotoluene
Question
Convert p-toluidine into m-bromotoluene using suitable reagents and conditions.
Answer in brief
Protect NH₂, brominate ortho to the protected amino group, hydrolyse, then remove NH₂ through diazotization and reduction.
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Coversp-toluidinem-bromotolueneacetanilide protectiondiazotizationH₃PO₂ deamination
All parts of Question 2
- 2(a) Thermal closure of octatriene10 marks
- 2(b) Hydrolysis of tert-butyl chloride10 marks
- 2(c)(i) p-Toluidine to m-bromotoluene5 marks
- 2(c)(ii) Hofmann elimination5 marks
- 2(d)(i) Elimination of 2-bromobutane5 marks
- 2(d)(ii) Chalcone, cyanide addition and reduction5 marks