JEE Main · 2020 · 06 Sep 2020 · Shift 1 · Hydrocarbons

Consider the following reactions:

(see reaction scheme)

' A ' is :

(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)
✓ Correct

Answer: (D)

Solution

Reductive ozonolysis cleaves a carbon-carbon double bond and caps each end with a carbonyl, so reading the given products backwards reconstructs the starting alkene. Butan-2-one supplies the fragment

CH X_{3} CH X_{2} - C (CH X_{3}) =

and propanal supplies

= CH - CH X_{2} CH X_{3}

; joining these across the cleaved bond regenerates

CH X_{3} CH X_{2} - C (CH X_{3}) = CH - CH X_{2} CH X_{3}

, which is 3-methylhex-3-ene. Hence 'A' is 3-methylhex-3-ene.

JEE Main · 2020 · 06 Sep 2020 · Shift 1 · Single correct option

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