Question:

Which of the following compounds will exhibit geometrical isomerism?

Updated On: Jul 30, 2023

1-Phenyl-2-butane
3-Phenyl-1-butene
2-Phenyl-1-butene
1,1-Diphenyl-1-propene

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The Correct Option is A

Solution and Explanation

Only compound 1-phenyl-2-butene can show geometrical isomerism.

(a) 3-phenyl-1-butene

(No geometrical isomerism)

(b) 2-phenyl-1-butene

(No geometrical isomerism)

(c) 1,1, diphenyl-1-propene

(No geometrical isomerism)

(d) 1-phenyl-2-butene :

C \overset{4}{H}_{3}-H\overset{3}{C}= \overset{1}{C}H-C\overset{1}{H_{2}}-ph

The correct possible answer is (d) but due printing mistake. No answer is correct.

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Concepts Used:

Organic Chemistry – Some Basic Principles and Techniques - Reaction Mechanism

SN1 Reaction Mechanism:

S_N¹ reaction mechanism takes place by following three steps –

Formation of carbocation
Attack of nucleophile
Deprotonation

SN2 Reaction Mechanism:

The SN2 reaction mechanism involves the nucleophilic substitution reaction of the leaving group (which generally consists of halide groups or other electron-withdrawing groups) with a nucleophile in a given organic compound.

Electrophilic Aromatic Substitution Reaction Mechanism:

The mechanism of an electrophilic aromatic substitution reaction contains three main components which are:

A new sigma bond from C=C is formed during the reaction in the arene nucleophile.
Due to the breaking of the C-H sigma bond, a proton is removed.
The C=C bond is reformed and it restores the aromaticity of the compound.

Electrophilic Substitution Reaction Mechanism:

The electrophilic substitution reaction mechanism is composed of three steps, which will be discussed more below.

Electrophile Generation
Carbocation Formation
Proton Removal

List-I (Conversion)		List-II (Shape/geometry)
(A)	1 mol of H₂O to O₂	(I)	3F
(B)	1 mol of MnO^-₄ to Mn²⁺	(II)	2F
(C)	1.5 mol of Ca from molten CaCl₂	(III)	1F
(D)	1 mol of FeO to Fe₂O₃	(IV)	5F