JEE Advanced levelSingle correct optionDifficulty 3 of 3co199
Bromoethane is treated successively with (i) KCN in ethanol, (ii) dilute HX2SOX4 under reflux, (iii) BrX2 with a little red phosphorus, then HX2O, and (iv) excess NHX3. The final organic product is
Apropanamide
B2-aminopropanoic acid
C3-aminopropanoic acid
D2-aminobutanoic acid
Answer: B
Step (i) gives CHX3CHX2CN (one carbon added), (ii) hydrolyses it to CHX3CHX2COOH, (iii) is the HVZ reaction giving CHX3CHBrCOOH, and (iv) substitutes bromine by NHX2. The product is 2-aminopropanoic acid (alanine).