Question
Identify the product 'B' in the following reaction Isopropyl cyanide SnCl _2, HCl A H _3 O ^+ B + NH _4 Cl
Identify the product 'B' in the following reaction Isopropyl cyanide SnCl _2, HCl A H _3 O ^+ B + NH _4 Cl
C. 2-Methylpropanal
The given reaction is Stephen reduction. Isopropyl cyanide is CH _3- CH ( CH _3)- CN . When isopropyl cyanide is treated with SnCl _2 and HCl , it undergoes reduction to form an imine hydrochloride intermediate (A). CH _3- CH ( CH _3)- CN + 2[ H ] + HCl SnCl _2, HCl CH _3- CH ( CH _3)- CH = NH HCl (A) Acidic hydrolysis of the imine hydrochloride yields the corresponding aldehyde (B). CH _3- CH ( CH _3)- CH = NH HCl + H _2 O H _3 O ^+ CH _3- CH ( CH _3)- CHO + NH _4 Cl The product B is CH _3- CH ( CH _3)- CHO , which is 2-methylpropanal. Answer: 2-Methylpropanal
Related: Chemistry — Aldehydes and Ketones · All PYQ Banks