99 Percentile Qs Bank for JEE MainChemistryAldehydes and Ketones
Propyne was subjected to a reaction with HgSO 4 / dil. H 2 SO 4 , which resulted in a product P . The product P was heated with Ba OH 2 to give the product Q . The molecular formula of the product Q is
Options
- AC 3 H 6 O
- BC 3 H 8 OH
- CC 6 H 12 O 2
- DC 6 H 10 O
Correct answer
D. C 6 H 10 O
Step-by-step solution
When propyne is treated with dil   H 2 SO 4 in presence of HgSO 4 , the major product is acetone. A molecule of water is added to C = C double bond to from an enol which tautomerizes to keto form. CH 3 C ≡ CH → HgSO 4 ,   H 2 SO 4 CH 3 C OH = CH 2 CH 3 C OH = CH 2 → Tautomerises CH 3 COCH 3 The acetone formed in the above reaction, undergo aldol condensation reaction with barium hydroxide to give diacetone alcohol as shown below. CH 3 COCH 3 ⇌ Ba OH 2 CH 3 2 C OH CH 2 COCH 3 CH 3 2