Propene reacts with HBr in the presence of peroxide to give A. A is converted to a Grignard reagent B with Mg in dry ether. B is treated with dry CO2 and then acid to give C. C is heated with NH3 to give amide D, which is treated with Br2/NaOH to give E. E is

MolSynapse / Question bank / Structural Identification and Practical Organic Chemistry / Roadmap problems

JEE Advanced levelSingle correct optionDifficulty 3 of 3si216

Propene reacts with HBr in the presence of peroxide to give A. A is converted to a Grignard reagent B with Mg in dry ether. B is treated with dry $CO X_{2}$ and then acid to give C. C is heated with $NH X_{3}$ to give amide D, which is treated with $Br X_{2} / NaOH$ to give E. E is

Abutan-1-amine
Bpropan-2-amine
CN-methylethanamine
Dpropan-1-amine

Answer: D

Peroxide effect gives 1-bromopropane (A). The Grignard route adds one carbon: butanoic acid (C), then butanamide (D). Hofmann bromamide degradation removes the carbonyl carbon, so E is

CH X_{3} CH X_{2} CH X_{2} NH X_{2}

, propan-1-amine.

Practice Structural Identification and Practical Organic Chemistry More on Roadmap problems

Previous questionNext question

Propene reacts with HBr in the presence of peroxide to give A. A is converted to a Grignard reagent B with Mg in dry ether. B is treated with dry COX2​ and then acid to give C. C is heated with NHX3​ to give amide D, which is treated with BrX2​/NaOH to give E. E is

Answer: D

More questions on Roadmap problems

Propene reacts with HBr in the presence of peroxide to give A. A is converted to a Grignard reagent B with Mg in dry ether. B is treated with dry $CO X_{2}$ and then acid to give C. C is heated with $NH X_{3}$ to give amide D, which is treated with $Br X_{2} / NaOH$ to give E. E is