COMEDK2024ChemistryAminesActual
An organic compound with molecular formula C ₃ H ₅ N on hydrolysis gives compound ' X ' which on treatment with Cl ₂ / P gives compound ' Y '. Compound ' Y ' on reaction with NH ₃ gives ' Z '. The compound ' Z ' is :
Options
- A2-aminopropanoic acid
- B2-nitropropane
- C1-chloropropane
- D1-hydroxypropane
Correct answer
A. 2-aminopropanoic acid
Step-by-step solution
The molecular formula C ₃ H ₅ N corresponds to propionitrile ( CH ₃ CH ₂ CN ). Hydrolysis of propionitrile ( CH ₃ CH ₂ CN + 2 H ₂ O CH ₃ CH ₂ COOH + NH ₃ ) yields propanoic acid as compound ' X '. Treatment of propanoic acid with Cl ₂ / P is the Hell-Volhard-Zelinsky reaction, which results in -chlorination: CH ₃ CH ₂ COOH + Cl ₂ P CH ₃ CHClCOOH (2-chloropropanoic acid) as compound ' Y '. Reaction of 2-chloropropanoic acid with NH ₃ involves nucleophilic substitution of the chlorine atom by the amino group: CH ₃ CH