Question

Which of the following reactions will not give propane?

• A. $CH _{3} CH _{2} CH _{2} Cl \ce{->[{Mg/ether}][{H_2O}]}$
• B. $CH _{3} COCl \ce{->[{C_3MgX}][{H_2O}]}$
• C. $CH _{3} CH= CH_2 \ce{->[{B_2H_6}][{CH_3COOH}]}$
• D. $CH _{3} \underset{\overset{|}{OH}}{C}H= CH_3 \ce{->[P/HI]}$

Answer 1

Answer: (B)

(i) $\underset{\text{propyl chloride}}{CH _{3} CH _{2} CH _{2} Cl} \ce{->[{Mg/ether}][{H_2O}]}\underset{\text{propane}}{CH_3CH_2CH_3}$
(ii) $CH _{3} CH =CH_2 \ce{->[{B_2H_6}][{CH_3COOH}]}\underset{\text{propane}}{CH_3CH_2CH_3}$
(iii) $CH _{3} CH= CH_3 \ce{->[{P/HI}]}\underset{\text{propane}}{CH_3CH_2CH_3}$
(iv) Acid chloride on reaction with Grignard reagent $(CH_3MgX)$ give ketone.
$\underset{\text{acetyl chloride}}{CH _{3}- \overset{\underset{||}{O}}{C}-Cl} +CH_3+MgX \ce{->[H_2O]}$