JEE Mains Chemistry Past PapershardMCQ SINGLE

A hydrocarbon ‘P’ (C4H8) on reaction with HCl gives an optically active compound ‘Q’ (C4H9Cl) which JEE Mains Chemistry Past Papers Chemistry Question

Question

A hydrocarbon ‘P’ (C4H8) on reaction with HCl gives an optically active compound ‘Q’ (C4H9Cl) which on reaction with one mole of ammonia gives compound ‘R’ (C4H11N). ‘R’ on diazotization followed by hydrolysis gives ‘S’. Identify P, Q, R and S. (A) P=CH3–CH2–CH=CH2, Q=CH3–CH2–CH2–CH2 Cl R=CH3–CH2–CH2–NH, S=CH3–CH2–CH CH3 CH3 OH (B) P=CH3 , Q=Cl–CH2 , R=H2N–CH2 ,S= OH (C) P=CH3–CH=CH–CH3, Q=CH3–CH2–CH–CH3, Cl R=CH3–CH2=CH–CH3, S=CH3–CH2–CH–CH3 NH2 OH (D) P=CH3–CH=CH–CH3,Q=CH3–CH2–CH2–CH2–Cl, R=CH3–CH2–CH2–CH2, S=CH3–CH2–CH2 NH2 CH2 OH

Answer: C

💡 Solution & Explanation

CH3–CH=CH–CH3 HCl (P) CH3 – CH2 – CH – CH3 (Q) Cl NH3  CH3 – CH2 – CH – CH3 NH2 NaNO2 Aq.HCl CH3 – CH2 – CH – CH3 OH (S) (R) *

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