JEE PYQ: Hydrocarbons Question 7
Question 7 - 2021 (24 Feb Shift 1)
Identify products A and B:
A cyclopentene derivative with $\text{CH}_3$ $\xrightarrow{\text{dil. KMnO}_4,\ 273\text{K}}$ A $\xrightarrow{\text{CrO}_3}$ B
(1) A: cyclopentane-1,2-diol with $\text{CH}_3$; B: cyclopentane-1,2-dione with $\text{CH}_3$
(2) A: cyclopentanediol; B: dihydroxyl product
(3) A: $\text{OHC}-\text{CH}_2\text{CH}_2\text{CH}_2-\text{C}(-\text{CH}_3)=\text{O}$; B: $\text{HOOC}-\text{CH}_2\text{CH}_2\text{CH}_2-\text{C}(-\text{CH}_3)=\text{O}$
(4) A: diol on ring; B: ketone on ring
Show Answer
Answer: (2)
Solution
Dil. $\text{KMnO}_4$ at 273 K gives syn-dihydroxylation (cis-diol). $\text{CrO}_3$ oxidizes secondary alcohol to ketone on the ring.
BETA
