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Stereoisomerism 1

Anupam Gupta
Anupam Gupta
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Stereoisomerism 1

Anupam Gupta
Classification of Isomers

Isomers

Constitutional / Structural Stereoisomers

Configurational Conformational
The Two Major Classes of Isomers

Stereoisomers

Differ only in the way atoms are oriented in space


Classify each pair of compounds as structural isomers or stereoisomers.
Classification of Isomers

Isomers

Constitutional Stereoisomers

Configurational Conformational

Geometric Optical

Enantiomers Diastereomers
Geometrical isomerism

Molecules which can’t interconvert due to restricted rotation about a bond.


Geometrical isomerism

Restricted rotation can be caused by either a cyclic structure or a double bond.


Geometrical isomerism

Restricted rotation can be caused by either a cyclic structure or a double bond.


Geometrical isomerism

Case 1
Conditions of geometrical isomerism

(I) Presence of a double bond or a ring structure

(II) Different groups should be attached at each doubly bonded atom.


Configurational nomenclature in G.I.

If the two similar groups are on same side of restricted bond the configuration is cis
otherwise trans.
Which of the following compounds have restricted rotation and out of which
can show geometrical isomerism?
Which can show the cis-trans isomerism :

A. CICH2CH2CI
B. CI2C = CH2
C. CI2C = CCI2
D. CICH = CHCI
Which of the following compounds can not show geometrical isomerism ?

A. B.

C. D.
Geometrical isomerism

Case 2
Geometrical isomerism

Case 3
Geometrical isomerism

Case 4
Geometrical isomerism

Case 5
Which of the following can show geometrical isomerism ?
The geometrical isomerism is shown by :-
Which of the following compounds will not show geometrical isomerism :

A. Azomethane
B. 1-Bromo-2-chloroethene
C. 1-Phenylpropene
D. 2-Methyl-2-butene
Which of the following does not show geometrical isomerism?

A. 1,2-dichloro-1-pentene
B. 1,3-dichloro-2-pentene
C. 1, 1 -dichloro- 1-pentene
D. 1,4-dichloro-2-pentene [2002]
In the following structure, the double bonds are marked as I, II, III and IV
Geometrical isomerism is not possible at site (s) :

A. III
B. I
C. I and III [Main 2017]
D. III and IV
Which of the following compounds will exhibit geometrical isomerism ?
A. 2 - Phenyl -1 - butene
B. 1,1 - Diphenyl -1 - propene
C. 1 - Phenyl - 2 - butene
D. 3 - Phenyl -1 - butene [Main 2015]
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