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
💡 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) *