JEE Main · 2015 · 04 Apr 2015 · Offline · General Organic Chemistry

Which of the following compounds will exhibit geometrical isomerism?

(A)3-Phenyl-1-butene
(B)2-Phenyl-1-butene
(C)1,1-Diphenyl-1-propane
(D)1-Phenyl-2-butene✓ Correct

Answer: (D)

Solution

Cis-trans isomerism needs a

C = C

double bond whose two carbons each carry two different groups. In 1-phenyl-2-butene,

Ph - C H_{2} - CH = CH - C H_{3}

, one double-bond carbon holds

H

and

C H_{2} Ph

while the other holds

H

and

C H_{3}

-- all four substituents distinct across the bond -- so it exists as separate cis and trans forms. The other candidates fail because one alkene carbon bears two identical groups, leaving nothing to swap.

JEE Main · 2015 · 04 Apr 2015 · Offline · Single correct option

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