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Geometrical isomerism Questions in English

Class 11 Chemistry · 8-2.Organic Chemistry : Isomerism · Geometrical isomerism

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1
MediumMCQ
Geometrical isomerism is shown by
A
$2-$butene
B
$2-$butyne
C
$2-$butanol
D
Butanal

Solution

(A) Geometrical isomerism is shown by compounds that have restricted rotation around a double bond and where each carbon atom of the double bond is attached to two different groups.
In $2-$butene $(CH_3-CH=CH-CH_3)$,the carbon atoms of the double bond are each bonded to a hydrogen atom $(H)$ and a methyl group $(CH_3)$.
Thus,it exists as cis-$2-$butene and trans-$2-$butene,which are geometrical isomers.
2
MediumMCQ
Which one of the following exhibits geometrical isomerism?
A
$CH_3-CH=CH-CH_3$ (But$-2-$ene)
B
$C_2H_5-CH=CH_2$ (But$-1-$ene)
C
$(CH_3)_2C=CH_2$ ($2$-Methylpropene)
D
$CH_3-CH_2-CH=CH_2$ (But$-1-$ene isomer)

Solution

(A) For a molecule to exhibit geometrical isomerism,each carbon atom of the double bond must be attached to two different groups.
In $CH_3-CH=CH-CH_3$ (But$-2-$ene),the first carbon is attached to $-H$ and $-CH_3$,and the second carbon is also attached to $-H$ and $-CH_3$. Since both carbons have different substituents,it exhibits $cis$- and $trans$-isomerism.
In the other options,at least one carbon of the double bond is attached to two identical groups (e.g.,two $-H$ atoms),which prevents geometrical isomerism.
3
MediumMCQ
Which of the following can exhibit cis-trans isomerism?
A
$HC \equiv CH$
B
$ClCH=CHCl$
C
$CH_3-CHCl-COOH$
D
$ClCH_2-CH_2Cl$

Solution

(B) Cis-trans isomerism (geometrical isomerism) occurs in compounds containing a carbon-carbon double bond where each carbon atom is attached to two different groups.
In $ClCH=CHCl$ ($1$,$2$-dichloroethene),each carbon atom of the double bond is attached to one $H$ atom and one $Cl$ atom.
Since the groups attached to each carbon are different,it can exist in two forms: cis$-1,2-$dichloroethene and trans$-1,2-$dichloroethene.
Therefore,option $(B)$ is correct.
4
MediumMCQ
The number of geometrical isomers in case of a compound with the structure $CH_3-CH=CH-CH=CH-C_2H_5$ is
A
$4$
B
$3$
C
$2$
D
$5$

Solution

(A) The given compound is $CH_3-CH=CH-CH=CH-C_2H_5$.
Since the molecule is unsymmetrical,the number of geometrical isomers is given by the formula $2^n$,where $n$ is the number of double bonds capable of showing geometrical isomerism.
Here,both double bonds are capable of showing geometrical isomerism,so $n = 2$.
Therefore,the number of geometrical isomers = $2^2 = 4$.
The four isomers are:
$1$. $cis, cis$
$2$. $trans, trans$
$3$. $cis, trans$
$4$. $trans, cis$
5
MediumMCQ
Which compound does not show geometrical isomerism?
A
$2-$butene
B
$2-$pentene
C
$2,3-$dibromo$-2-$butene
D
$2-$methyl propene

Solution

(D) Geometrical isomerism is shown by alkenes where each carbon atom of the double bond is attached to two different groups.
$A$. $CH_3-CH=CH-CH_3$ ($2-$butene) shows geometrical isomerism (cis and trans).
$B$. $CH_3-CH=CH-CH_2-CH_3$ ($2-$pentene) shows geometrical isomerism.
$C$. $CH_3-C(Br)=C(Br)-CH_3$ ($2,3-$dibromo$-2-$butene) shows geometrical isomerism.
$D$. $CH_3-C(CH_3)=CH_2$ ($2-$methyl propene) has two identical hydrogen atoms on one of the double-bonded carbon atoms,therefore it does not show geometrical isomerism.
6
EasyMCQ
$cis$ and $trans-2-butene$ are:
A
Conformational isomers
B
Optical isomers
C
Position isomers
D
Geometrical isomers

Solution

(D) $cis$ and $trans-2-butene$ are geometrical isomers.
Geometrical isomerism arises due to restricted rotation around the $C=C$ double bond,leading to different spatial arrangements of the substituent groups.
7
MediumMCQ
Which pair shows $cis-trans$ isomerism?
A
Maleic-fumaric acid
B
Lactic-tartaric acid
C
Malonic-succinic acid
D
Crotonic-acrylic acid

Solution

(A) $Cis-trans$ isomerism (geometrical isomerism) occurs in compounds containing a $C=C$ double bond where each carbon atom is attached to two different groups.
Maleic acid is the $cis$-isomer (both $-COOH$ groups on the same side) and fumaric acid is the $trans$-isomer (both $-COOH$ groups on opposite sides) of butenedioic acid $(HOOC-CH=CH-COOH)$.
Therefore,the pair that shows $cis-trans$ isomerism is maleic-fumaric acid.
8
EasyMCQ
$1, 2-Dichloroethene$ shows:
A
Geometrical isomerism
B
Optical isomerism
C
Ring-chain isomerism
D
Resonance

Solution

(A) $1, 2-Dichloroethene$ $(ClHC=CHCl)$ has restricted rotation around the $C=C$ double bond.
Because each carbon atom is bonded to two different groups ($H$ and $Cl$),it can exist in two distinct spatial arrangements: the $cis$-isomer (where similar groups are on the same side) and the $trans$-isomer (where similar groups are on opposite sides).
This phenomenon is known as geometrical isomerism.
9
EasyMCQ
Geometrical isomerism is not possible in:
A
Propene
B
$3-$Hexene
C
Butenedioic acid
D
$1,2-$Dimethylcyclopropane

Solution

(A) Geometrical isomerism requires restricted rotation around a double bond or a ring structure,where each carbon atom of the double bond is attached to two different groups.
In $CH_3-CH=CH_2$ (Propene),one of the double-bonded carbons is attached to two identical hydrogen atoms,so it cannot exhibit geometrical isomerism.
In $3-$Hexene $(CH_3-CH_2-CH=CH-CH_2-CH_3)$,the groups on each double-bonded carbon are different,allowing for $cis$ and $trans$ isomers.
Butenedioic acid (Maleic and Fumaric acid) exhibits geometrical isomerism.
Cyclic compounds like $1,2-$dimethylcyclopropane can also exhibit geometrical isomerism due to restricted rotation.
10
MediumMCQ
The reason for geometrical isomerism in $2-butene$ is:
A
Chiral carbon
B
Free rotation about single bond
C
Free rotation about double bond
D
Restricted rotation about double bond

Solution

(D) Restricted rotation about the $C=C$ double bond is an essential condition for the existence of geometrical isomerism in alkenes like $2-butene$.
11
MediumMCQ
Which of the following will show geometrical isomerism?
A
$CH_3-CH=CH-CH_3$
B
$(CH_3)_2C=C(CH_3)_2$
C
$N_2O \cdot FeSO_4$
D
$CH_3-CH=C(CH_3)_2$

Solution

(A) For a molecule to exhibit geometrical isomerism,each carbon atom of the double bond must be attached to two different groups.
In $CH_3-CH=CH-CH_3$ (but$-2-$ene),each carbon of the double bond is attached to a hydrogen atom and a methyl group. Thus,it exists as cis and trans isomers.
In $(CH_3)_2C=C(CH_3)_2$,each carbon is attached to two identical methyl groups,so it does not show geometrical isomerism.
In $CH_3-CH=C(CH_3)_2$,one carbon is attached to two identical methyl groups,so it does not show geometrical isomerism.
Therefore,the correct option is $A$.
12
AdvancedMCQ
The number of isomers for the compound with molecular formula $C_2BrClFI$ is
A
$3$
B
$4$
C
$5$
D
$6$

Solution

(D) The molecular formula $C_2BrClFI$ corresponds to a haloalkene where each carbon of the double bond is substituted with two different halogens.
For a general alkene $C(ab)=C(cd)$,if $a \neq b$ and $c \neq d$,the molecule exhibits geometrical isomerism ($E$ and $Z$ forms).
In the case of $C_2BrClFI$,we can arrange the four different halogens $(Br, Cl, F, I)$ on the two carbons in different ways.
There are $3$ possible structural skeletons based on the relative positions of the halogens:
$1$. $Br-C(Cl)=C(F)-I$
$2$. $Br-C(F)=C(Cl)-I$
$3$. $Br-C(I)=C(Cl)-F$
Each of these $3$ structural isomers can exist as a pair of geometrical isomers ($E$ and $Z$).
Therefore,the total number of stereoisomers is $3 \times 2 = 6$.
13
MediumMCQ
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

Solution

(C) For a compound to exhibit geometrical isomerism,each carbon atom of the double bond must be attached to two different groups.
In $1, 1-$dichloro$-1-$pentene $(Cl_2C=CH-CH_2-CH_2-CH_3)$,the first carbon atom of the double bond is attached to two identical chlorine atoms.
Therefore,it cannot show geometrical isomerism.
14
MediumMCQ
Identify the type of isomerism exhibited by the following structures:
$H_3C-CH=CH-CH_3$ (cis-but$-2-$ene) and $H_3C-CH=CH-CH_3$ (trans-but$-2-$ene).
A
$Position$ isomerism
B
$Geometrical$ isomerism
C
$Optical$ isomerism
D
$Functional$ isomerism

Solution

(B) The given structures represent $cis-but-2-ene$ and $trans-but-2-ene$.
These isomers differ in the spatial arrangement of groups around the restricted rotation of the $C=C$ double bond.
This type of stereoisomerism is known as $Geometrical$ isomerism.
Therefore,the correct option is $(B)$.
15
EasyMCQ
Which compound shows $cis-trans$ isomerism?
A
$1-butene$
B
$2-propene$
C
$2-butene$
D
$Benzene$

Solution

(C) $Cis-trans$ isomerism is exhibited by compounds containing a double bond that restricts rotation around the bond axis.
In $2-butene$ $(CH_3-CH=CH-CH_3)$,each carbon atom of the double bond is attached to two different groups (a hydrogen atom and a methyl group),which allows for the existence of $cis$ and $trans$ isomers.
Therefore,$2-butene$ shows $cis-trans$ isomerism.
16
DifficultMCQ
Geometrical isomers differ in
A
Position of atoms
B
Length of carbon
C
Spatial arrangement of atoms
D
Position of functional group

Solution

(C) Geometrical isomers have the same molecular formula and the same connectivity of atoms but differ in the spatial arrangement of groups around the double bond.
Geometrical isomerism is observed due to restricted rotation around the carbon-carbon double bond.
In geometrical isomerism,there is no change in the position of the double bond or the $C=C$ bond length; there is only a change in the spatial arrangement of the groups across the double bond.
Solution diagram
17
MediumMCQ
Which one of the following will not show geometrical isomerism?
A
$H_3C-CH=C(Cl)Br$
B
$H_3C-C(CH_3)=C(Cl)Br$
C
$H-CH=C(D)Br$
D
$Cl-CH=C(Cl)Br$

Solution

(B) For a molecule to exhibit geometrical isomerism,each carbon atom of the $C=C$ double bond must be attached to two different groups.
In option $B$,the structure is $H_3C-C(CH_3)=C(Cl)Br$.
The first carbon atom is attached to two identical methyl $(-CH_3)$ groups.
Since the groups attached to the same carbon atom are not different,this molecule cannot show geometrical isomerism.
18
DifficultMCQ
Which of the following compounds shows geometrical isomerism?
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(C) For a compound to exhibit geometrical isomerism,the atoms or groups attached to each carbon atom of the double bond must be different.
In the given structures,the double bond is exocyclic to a cyclohexane ring.
In options $A$,$B$,and $D$,the exocyclic double bond is $C=CH_2$. Since the two groups attached to the terminal carbon of the double bond are both hydrogen atoms ($-H$ and $-H$),these compounds cannot show geometrical isomerism.
In option $C$,the exocyclic double bond is $C=CHCl$. Here,the terminal carbon of the double bond is attached to one hydrogen atom $(-H)$ and one chlorine atom $(-Cl)$. Since these two groups are different,this compound can exhibit geometrical isomerism (cis-trans isomerism).
19
MediumMCQ
Which of the following shows geometrical isomerism?
A
$C_2H_5Br$
B
$(CH_2)(COOH)_2$
C
$(CH)_2(COOH)_2$
D
$C_2H_6$

Solution

(C) Geometrical isomerism is shown by compounds that have a restricted rotation around a double bond and where each carbon atom of the double bond is attached to two different groups.
In $(CH)_2(COOH)_2$,which is but$-2-$enedioic acid (maleic acid and fumaric acid),the structure is $HOOC-CH=CH-COOH$.
Each carbon atom of the $C=C$ double bond is attached to a hydrogen atom $(-H)$ and a carboxylic acid group $(-COOH)$.
Since both carbons have different groups attached,it exhibits geometrical isomerism (cis-trans isomerism).
20
MediumMCQ
Which kind of isomerism is possible for $1-$chloro$-2-$nitroethene?
A
Functional group isomerism
B
Position isomerism
C
$E/Z$ isomerism
D
Optical isomerism

Solution

(C) The structure of $1-$chloro$-2-$nitroethene is $O_2N-CH=CH-Cl$.
In this molecule,the carbon-carbon double bond has different groups attached to each carbon atom ($H$ and $NO_2$ on one side,$H$ and $Cl$ on the other).
Since there is restricted rotation around the $C=C$ bond and different substituents are present on each carbon,the molecule exhibits geometrical isomerism.
For highly substituted alkenes,the $E/Z$ system of nomenclature is used,which is based on the priority system developed by Cahn,Ingold,and Prelog ($CIP$ rules).
21
MediumMCQ
Which of the following will have geometrical isomers?
A
$2-$methylpropene
B
$2-$butene
C
$1-$butene
D
Propene

Solution

(B) Geometrical isomerism is shown by alkenes where each carbon atom of the double bond is attached to two different groups.
In $2-$butene $(CH_3-CH=CH-CH_3)$,each carbon of the double bond is attached to a hydrogen atom and a methyl group. Thus,it exists as $cis$ and $trans$ isomers.
In $2-$methylpropene,$1-$butene,and propene,at least one carbon of the double bond is attached to two identical groups (hydrogen atoms),so they do not show geometrical isomerism.
22
MediumMCQ
Which of the following compounds will show geometrical isomerism?
A
$2-$butene
B
Propene
C
$1-$phenylpropene
D
Both $(a)$ and $(c)$

Solution

(D) Geometrical isomerism is shown by alkenes where each carbon atom of the double bond is attached to two different groups.
For $2-$butene $(CH_3-CH=CH-CH_3)$,each double-bonded carbon is attached to a $-H$ and a $-CH_3$ group,thus it shows cis-trans isomerism.
For $1-$phenylpropene $(CH_3-CH=CH-C_6H_5)$,each double-bonded carbon is attached to two different groups ($-H$ and $-CH_3$ on one carbon; $-H$ and $-C_6H_5$ on the other),thus it also shows geometrical isomerism.
Propene $(CH_3-CH=CH_2)$ does not show geometrical isomerism because one of the double-bonded carbons is attached to two identical hydrogen atoms.
Therefore,both $(a)$ and $(c)$ show geometrical isomerism.
23
MediumMCQ
Which kind of isomerism will butene-$2$ show?
A
Geometrical
B
Optical
C
Position
D
None of these

Solution

(A) . Butene-$2$ $(CH_3-CH=CH-CH_3)$ shows geometrical isomerism because each carbon atom of the double bond is attached to two different groups ($H$ and $CH_3$).
It exists as $cis$-butene-$2$ and $trans$-butene-$2$.
24
MediumMCQ
Indigo shows $cis-trans$ isomerism. Which is the stable form of Indigo?
A
$Cis$
B
$Trans$
C
Either $cis$ or $trans$
D
Both of the above

Solution

(B) The $trans$ form of Indigo is more stable due to the minimization of steric hindrance between the bulky groups across the double bond.
25
MediumMCQ
The compound that exhibits geometrical isomerism is .......
A
Propene
B
$1$-Phenyl-$1$-propene
C
$2$-Methyl-$2$-butene
D
$2$-Butene

Solution

(B) Geometrical isomerism occurs in alkenes when each carbon atom of the double bond is attached to two different groups.
In $1$-phenyl-$1$-propene $(C_6H_5-CH=CH-CH_3)$,the first carbon is attached to a phenyl group and a hydrogen atom,and the second carbon is attached to a methyl group and a hydrogen atom.
Since both carbons have two different groups attached,it exhibits geometrical isomerism (cis and trans forms).
Propene $(CH_3-CH=CH_2)$ has two identical hydrogen atoms on the terminal carbon.
$2$-Methyl-$2$-butene $((CH_3)_2C=CH-CH_3)$ has two identical methyl groups on the first carbon of the double bond.
$2$-Butene $(CH_3-CH=CH-CH_3)$ also exhibits geometrical isomerism,but in many standard multiple-choice contexts,$1$-phenyl-$1$-propene is a classic example of a substituted alkene showing this property clearly.
26
MediumMCQ
$2$-Butene exhibits geometrical isomerism due to:
A
Restricted rotation around the double bond
B
Free rotation around the double bond
C
Free rotation around the single bond
D
Presence of a chiral carbon

Solution

(A) Geometrical isomerism in alkenes like $2$-butene $(CH_3-CH=CH-CH_3)$ arises because the carbon-carbon double bond consists of a $\sigma$-bond and a $\pi$-bond.
The presence of the $\pi$-bond prevents free rotation around the $C=C$ axis,resulting in restricted rotation.
This restricted rotation allows for the existence of distinct spatial arrangements of atoms or groups attached to the double-bonded carbons,leading to $cis$ and $trans$ isomers.
27
MediumMCQ
The alkene that exhibits geometrical isomerism is ...... .
A
$But-2-ene$
B
$2-Methylbut-2-ene$
C
$Propene$
D
$2-Methylpropene$

Solution

(A) Geometrical isomerism in alkenes occurs when each carbon atom of the double bond is attached to two different groups.
In $But-2-ene$ $(CH_3-CH=CH-CH_3)$,each double-bonded carbon is attached to a hydrogen atom and a methyl group.
Since these groups are different,$But-2-ene$ can exist as $cis$ and $trans$ isomers.
Other options like $2-Methylbut-2-ene$,$Propene$,and $2-Methylpropene$ have at least one carbon atom in the double bond attached to two identical groups (e.g.,two $H$ atoms or two $CH_3$ groups),so they do not show geometrical isomerism.
28
MediumMCQ
Which of the following compounds exhibits geometrical isomerism?
A
$3-$methylcyclohexylidene methane
B
$4-$methylcyclohexylidene methane
C
$1-$chloro$-4-$methylcyclohexylidene methane
D
$1-$chloro$-3-$methylcyclohexylidene methane
29
DifficultMCQ
Which of the following does not show geometrical isomerism?
Question diagram
A
$1$
B
$2$
C
$3$
D
$4$

Solution

(B) Geometrical isomerism in cyclic compounds requires that at least two carbons in the ring have different groups attached to them.
In structure $(1)$,the $1,2$-dichlorocyclopropane has two different groups on each of the two carbons,allowing for cis and trans forms.
In structure $(2)$,the $1,1$-dichlorocyclopropane has two identical $Cl$ atoms on the same carbon atom,which prevents the existence of geometrical isomers.
In structure $(3)$,the $1,2$-dibromo-$1,2$-dichlorocyclobutane has different groups on the carbons,allowing for geometrical isomerism.
In structure $(4)$,the $1,2,3$-trimethylcyclohexane has different groups on the carbons,allowing for geometrical isomerism.
Therefore,structure $(2)$ does not show geometrical isomerism.
30
EasyMCQ
Which of the following compounds does not exhibit geometrical isomerism?
A
$1,2$-dichloro-$1$-pentene
B
$1,3$-dichloro-$3$-pentene
C
$1,1$-dichloro-$2$-pentene
D
$1,4$-dichloro-$2$-pentene

Solution

(C) For a compound to exhibit geometrical isomerism,each carbon atom of the double bond must be attached to two different groups.
$1$. $1,2$-dichloro-$1$-pentene: $CHCl=CCl-CH_2-CH_2-CH_3$. The first carbon has $H$ and $Cl$,the second has $Cl$ and $propyl$. Both carbons have different groups. It exhibits geometrical isomerism.
$2$. $1,3$-dichloro-$3$-pentene: $CH_2Cl-CH_2-CCl=CH-CH_3$. The third carbon has $Cl$ and $ethyl$,the fourth has $H$ and $methyl$. Both carbons have different groups. It exhibits geometrical isomerism.
$3$. $1,1$-dichloro-$2$-pentene: $CHCl_2-CH=CH-CH_2-CH_3$. The first carbon of the double bond is attached to two identical $Cl$ atoms (in $CHCl_2$ group,but here the structure is $Cl_2CH-CH=CH-CH_2-CH_3$). Wait,let's re-evaluate: $1,1$-dichloro-$2$-pentene is $Cl_2CH-CH=CH-CH_2-CH_3$. The second carbon is attached to $H$ and $CHCl_2$. The third carbon is attached to $H$ and $ethyl$. This exhibits geometrical isomerism.
$4$. Let's re-examine $1,1$-dichloro-$2$-pentene: $Cl_2CH-CH=CH-CH_2-CH_3$. Actually,$1,1$-dichloro-$1$-pentene would be $Cl_2C=CH-CH_2-CH_2-CH_3$. This does not show geometrical isomerism because the first carbon has two identical $Cl$ atoms.
Given the options,$1,1$-dichloro-$2$-pentene is $Cl_2CH-CH=CH-CH_2-CH_3$,which does show it. However,if the question implies $1,1$-dichloro-$1$-pentene,that would be the answer. Re-checking $1,1$-dichloro-$2$-pentene: $C_1$ is $CH_2Cl$,$C_2$ is $CH$,$C_3$ is $CH$. The structure is $Cl_2CH-CH=CH-CH_2-CH_3$. This has different groups on both ends of the double bond.
Actually,$1,1$-dichloro-$2$-pentene is $Cl_2CH-CH=CH-CH_2-CH_3$. This is incorrect nomenclature for the intended answer. The compound $1,1$-dichloro-$1$-pentene $(Cl_2C=CH-CH_2-CH_2-CH_3)$ is the one that does not show geometrical isomerism.
31
MediumMCQ
Which of the following compounds does not exhibit $cis-trans$ isomerism?
A
$(CH_3)_2CHCH = CHC_2H_5$
B
$(CH_3)_2C = CHC_2H_5$
C
$CH_3CH = CHCH_3$
D
$C_2H_5CH = CHC_2H_5$

Solution

(B) For a compound to exhibit $cis-trans$ (geometrical) isomerism,each carbon atom of the double bond must be attached to two different groups.
In option $B$,$(CH_3)_2C = CHC_2H_5$,the first carbon atom of the double bond is attached to two identical methyl groups $(-CH_3)$.
Therefore,it cannot show $cis-trans$ isomerism.
32
MediumMCQ
Which type of isomerism is exhibited by benzaldoxime?
Question diagram
A
Optical
B
Functional
C
Metamerism
D
Geometrical

Solution

(D) Benzaldoxime has the structure $C_6H_5-CH=N-OH$.
In oximes,the $C=N$ double bond restricts rotation.
Since the nitrogen atom has a lone pair and the carbon atom is attached to two different groups (a phenyl group and a hydrogen atom),it exhibits geometrical isomerism.
The two isomers are known as $syn$ and $anti$ forms.
33
EasyMCQ
For which of the following compounds are geometrical isomers possible?
A
$Cl_2C = CBr_2$
B
$ClBrC = CBrCl$
C
$ClCH = CBr_2$
D
$(CH_3)_2C = CBrCl$

Solution

(B) Geometrical isomerism occurs in alkenes when each carbon atom of the double bond is attached to two different groups.
In $ClBrC = CBrCl$ ($1$,$2$-dichloro$-1,2-$dibromoethene),each carbon is bonded to a $Cl$ atom and a $Br$ atom,which are different.
Therefore,it can exhibit geometrical isomerism (cis and trans forms).
In the other options,at least one carbon atom is bonded to two identical groups (e.g.,$Cl_2C=$,$CBr_2=$,or $(CH_3)_2C=$),which prevents geometrical isomerism.
34
EasyMCQ
Which of the following compounds does not exhibit geometrical isomerism?
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(B) For a compound to exhibit geometrical isomerism,the two groups attached to each carbon atom of the double bond must be different.
In option $B$,the carbon atom on the left is attached to two identical methyl groups $(-CH_3)$.
Since the two groups on one of the carbon atoms are identical,it cannot exhibit geometrical isomerism.
35
MediumMCQ
Which of the following compounds exhibits geometrical isomerism?
A
$1, 1-\text{diphenyl}-1-\text{butene}$
B
$1, 1-\text{diphenyl}-2-\text{butene}$
C
$2, 3-\text{diphenyl}-2-\text{butene}$
D
$3-\text{phenyl}-1-\text{butene}$

Solution

(B) Geometrical isomerism occurs in alkenes when each carbon atom of the double bond is attached to two different groups.
In $1, 1-\text{diphenyl}-1-\text{butene}$ $(Ph_2C=CH-CH_2-CH_3)$,the first carbon is attached to two identical phenyl groups,so it does not show geometrical isomerism.
In $1, 1-\text{diphenyl}-2-\text{butene}$ $(Ph_2CH-CH=CH-CH_3)$,the second carbon is attached to $H$ and $CH_3$,and the third carbon is attached to $H$ and $CH(Ph)_2$. Since both carbons of the double bond have different groups attached,it exhibits geometrical isomerism.
In $2, 3-\text{diphenyl}-2-\text{butene}$ $(CH_3-C(Ph)=C(Ph)-CH_3)$,although it can show isomerism,the question asks for the standard case; however,$1, 1-\text{diphenyl}-2-\text{butene}$ is the classic example of a terminal-like substituted alkene showing this property.
Therefore,the correct option is $B$.
36
MediumMCQ
Which of the following compounds exists as geometric isomers?
A
$2-$pentyne
B
$2-$pentene
C
$2-$methylpropene
D
$2-$methyl$-2-$butene

Solution

(B) For a compound to exhibit geometric isomerism,each carbon atom of the double bond must be attached to two different groups.
$2-$pentene has the structure $CH_3-CH=CH-CH_2-CH_3$.
In this molecule,the first carbon of the double bond is attached to a $-H$ and a $-CH_3$ group,and the second carbon is attached to a $-H$ and a $-CH_2CH_3$ group.
Since both carbons have different groups attached,it can exist as $cis$ and $trans$ isomers.
$2-$pentyne is an alkyne,$2-$methylpropene has two identical $-CH_3$ groups on one carbon,and $2-$methyl$-2-$butene also has two identical $-CH_3$ groups on one carbon,so they do not show geometric isomerism.
37
MediumMCQ
Which of the following alkanes can exhibit geometrical isomerism?
A
$2-$Butene
B
$2-$Methyl$-2-$butene
C
Propane
D
$2-$Methylpropane

Solution

(A) Geometrical isomerism is exhibited by alkenes where each carbon atom of the double bond is attached to two different groups.
$2-$Butene $(CH_3-CH=CH-CH_3)$ satisfies this condition as each double-bonded carbon is attached to a hydrogen atom and a methyl group.
Therefore,it exists as $cis$ and $trans$ isomers.
Other options like $2-$methyl$-2-$butene,propane,and $2-$methylpropane do not satisfy the structural requirements for geometrical isomerism.
38
EasyMCQ
What is the number of carbon atoms present in the smallest acyclic hydrocarbon capable of exhibiting cis-trans isomerism?
A
$3$
B
$4$
C
$5$
D
$6$

Solution

(B) For a hydrocarbon to exhibit cis-trans (geometrical) isomerism,there must be a restricted rotation around a double bond $(C=C)$.
Each carbon atom of the double bond must be attached to two different groups.
The smallest acyclic alkene is but$-2-$ene $(CH_3-CH=CH-CH_3)$.
In but$-2-$ene,each carbon of the double bond is attached to a hydrogen atom and a methyl group,which are different.
Counting the carbon atoms in but$-2-$ene $(CH_3-CH=CH-CH_3)$,we find there are $4$ carbon atoms.
Therefore,the smallest acyclic hydrocarbon exhibiting cis-trans isomerism has $4$ carbon atoms.
39
MediumMCQ
Maleic acid and fumaric acid are .......
A
Tautomers
B
Chain isomers
C
Geometrical isomers
D
Functional isomers

Solution

(C) Maleic acid and fumaric acid are stereoisomers of $HOOC-CH=CH-COOH$.
Maleic acid is the $cis$-isomer,where both carboxylic acid groups are on the same side of the double bond.
Fumaric acid is the $trans$-isomer,where the carboxylic acid groups are on opposite sides of the double bond.
Since they differ in the spatial arrangement of atoms around the double bond,they are classified as geometrical isomers.
40
MediumMCQ
Which of the following compounds has an $E$-configuration?
A
$CH_3-CH=CH-C_2H_5$
B
$BrCH_2-C(CH_3)=C(CH_3)-C_2H_5$
C
$Br-C(HOCH_2)=C(CH(CH_3)_2)-CH_2CH_3$
D
$Cl-C(Br)=CH-D$

Solution

(B) To determine the $E/Z$ configuration,we use the Cahn-Ingold-Prelog $(CIP)$ priority rules based on atomic number.
$1$. For option $A$: The groups on the left carbon are $-CH_3$ and $-H$ (priority: $-CH_3 > -H$). The groups on the right carbon are $-C_2H_5$ and $-H$ (priority: $-C_2H_5 > -H$). Since the higher priority groups are on the same side,it is $Z$-but$-2-$ene.
$2$. For option $B$: The left carbon has $-BrCH_2$ and $-CH_3$ (priority: $-BrCH_2 > -CH_3$). The right carbon has $-CH_3$ and $-C_2H_5$ (priority: $-C_2H_5 > -CH_3$). The higher priority groups are on opposite sides,thus it is $E$.
$3$. For option $C$: The left carbon has $-Br$ and $-HOCH_2$ (priority: $-Br > -HOCH_2$). The right carbon has $-CH(CH_3)_2$ and $-CH_2CH_3$ (priority: $-CH(CH_3)_2 > -CH_2CH_3$). The higher priority groups are on the same side,thus it is $Z$.
$4$. For option $D$: The left carbon has $-Br$ and $-Cl$ (priority: $-Br > -Cl$). The right carbon has $-D$ and $-H$ (priority: $-D > -H$). The higher priority groups are on the same side,thus it is $Z$.
Therefore,option $B$ represents the $E$-configuration.
41
EasyMCQ
What is the number of stereoisomers formed by the bromination of $trans-2-butene$?
A
$1$
B
$2$
C
$3$
D
$4$

Solution

(A) The bromination of $trans-2-butene$ proceeds via an anti-addition mechanism.
Since $trans-2-butene$ is a symmetric alkene,the anti-addition of bromine to it results in the formation of a $meso$ compound.
$A$ $meso$ compound is optically inactive due to an internal plane of symmetry.
Therefore,only $1$ stereoisomer (the $meso$ form) is produced.
42
EasyMCQ
Geometric isomers show inequality in .......?
A
Position of functional group
B
Position of atoms
C
Spatial arrangement of atoms
D
Length of carbon chain

Solution

(C) Geometric isomerism is a type of stereoisomerism where isomers have the same molecular formula and the same connectivity of atoms,but differ in the spatial arrangement of atoms or groups around a double bond or a ring structure. Therefore,they show inequality in the spatial arrangement of atoms.
43
MediumMCQ
Which of the following compounds exhibits geometrical isomerism?
A
$1-$phenyl$-2-$butene
B
$3-$phenyl$-1-$butene
C
$2-$phenyl$-1-$butene
D
$1,1-$diphenyl$-1-$propene

Solution

(A) For a compound to exhibit geometrical isomerism,the carbon atoms involved in the double bond must each be attached to two different groups.
$1-$phenyl$-2-$butene has the structure $C_6H_5-CH_2-CH=CH-CH_3$.
In this molecule,the carbon atoms of the double bond are attached to different groups:
Carbon-$2$ is attached to $H$ and $CH_3$.
Carbon-$3$ is attached to $H$ and $CH_2C_6H_5$.
Since both carbons of the double bond have two different groups attached,it exhibits geometrical isomerism (cis-trans isomerism).
44
MediumMCQ
Which of the following compounds will exhibit $cis-trans$ (geometrical) isomerism?
A
Butanol
B
$2-$Butyne
C
$2-$Butenol
D
$2-$Butene

Solution

(D) Compounds that exhibit geometrical isomerism must have a restricted rotation,such as a double bond $(C=C)$,where each carbon atom of the double bond is attached to two different groups.
For $2-$Butene $(CH_3-CH=CH-CH_3)$,each double-bonded carbon is attached to a hydrogen atom and a methyl group. Since these groups are different,it exhibits $cis-trans$ isomerism.
$1.$ $cis-2-$Butene: Both methyl groups are on the same side of the double bond.
$2.$ $trans-2-$Butene: Both methyl groups are on opposite sides of the double bond.
45
MediumMCQ
The alkene that exhibits geometrical isomerism is:
A
$2-$Methylpropene
B
$2-$Butene
C
$2-$Methyl$-2-$butene
D
Propene

Solution

(B) The alkene that exhibits geometrical isomerism is $2-$butene.
$2-$Butene exists as $cis$ and $trans$ isomers.
In the $cis$-isomer,the two methyl groups are on the same side of the double bond,while in the $trans$-isomer,they are on opposite sides.
Due to the restricted rotation around the $C=C$ double bond,it exhibits geometrical isomerism.
46
MediumMCQ
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

Solution

(C) For a compound to exhibit geometrical isomerism,each carbon atom of the $C=C$ double bond must be attached to two different groups.
In $1-$Phenyl$-2-$butene $(C_6H_5-CH_2-CH=CH-CH_3)$,the carbon atoms of the double bond are attached to different groups ($H$ and $CH_3$ on one side; $H$ and $CH_2C_6H_5$ on the other).
Therefore,it can exist as $cis-$ and $trans-$ isomers.
47
MediumMCQ
Which of the following compounds can show stereoisomerism?
A
$2-$Chloropropane
B
$2-$Chloro$-3-$methylbut$-2-$ene
C
$3-$Ethylpent$-2-$ene
D
$1-$Chlorobut$-1-$ene

Solution

(D) Stereoisomerism includes both geometrical and optical isomerism.
$1-$Chlorobut$-1-$ene $(CH_3-CH_2-CH=CH-Cl)$ can show geometrical isomerism because the carbon atoms of the double bond are attached to different groups ($H$ and $Cl$ on $C_1$,$H$ and $CH_2CH_3$ on $C_2$).
$2-$Chloropropane is achiral and does not have a double bond for geometrical isomerism.
$2-$Chloro$-3-$methylbut$-2-$ene and $3-$Ethylpent$-2-$ene do not satisfy the conditions for geometrical or optical isomerism in the given structures.
48
AdvancedMCQ
In the given reaction: $C_6H_5-CH=O \xrightarrow{NH_2OH/H^{+}} [X]$. $[X]$ will be:
A
Only syn oxime
B
Only anti oxime
C
Mixture of syn and anti oxime
D
Secondary amide

Solution

(C) The reaction of benzaldehyde $(C_6H_5-CHO)$ with hydroxylamine $(NH_2OH)$ in an acidic medium produces benzaldoxime $(C_6H_5-CH=N-OH)$.
Since the carbon atom in the $C=N$ bond is attached to two different groups ($H$ and $C_6H_5$),the resulting oxime exhibits geometrical isomerism.
Therefore,the product $[X]$ is a mixture of syn and anti oximes.

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