Organic Compounds Containing Halogens Question 114
Question: An isomer of $ C_3H_6Cl_2 $ on boiling with aqueous KOH gives acetone. Hence, the isomer is
[UPSEAT 2000]
Options:
A) 2, 2-dichloropropane
B) 1, 2-dichloropropane
C) 1, 1-dichloropropane
D) 1, 3-dichloropropane
Show Answer
Answer:
Correct Answer: A
Solution:
$ \underset{\begin{smallmatrix} 2,2\text{ dichloropropane} \\ \text{(isomer of }C_3{H_6}C{l_2}\text{)} \end{smallmatrix}}{\mathop{CH_3-\underset{Cl}{\overset{Cl}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}-}}}CH_3}}+\underset{aqueous}{\mathop{2KOH}}\underset{-2KCl}{\mathop{\xrightarrow{boil}}}\underset{Unstable}{\mathop{CH_3-\underset{OH}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}-}}}CH_3}} $
$ \underset{\Delta }{\mathop{\xrightarrow{-H_2O}}}\underset{\text{(Acetone)}}{\mathop{CH_3-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-CH_3}} $