Question

2. A reaction discussed in class involved treating a primary amine with chloroform under basic! conditions to form an isocyanide. When a secondary amine was used instead, an amide was formed: NaOH NaOH CHCIE R-NEC + CHCIE RNH2 + Lº amine RỌNH 2° amine HANR2

Answer 1

the mechanisms for the formation of the products are as follows

R-NH2 + CHCl3 Molt R-N=8 Mechaning Dearrangement NaOH + H-CC - > ca * ich & Co Deprotonation Dichico Caneve Recimo miesto n a ose me vitamine Nuckphilic Attack H + Dearrangement Ribong che primera cale upon RECHT, oth RX = product Deprotonation R2NH + CHU NOM, HÅNR2 Mechanism Regale tech Roman Lepak om det Recette Rieten Reven R OH Tauto menzeren -ht) Peanusement Nucleophilic Alteck