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Worksheets

ISOMERISM

Total questions: 150

Worksheet time: 3hrs 30mins

Name
Class
Date
1.

Isomerism that arises out of the difference in spatial arrangement of atoms or groups about the doubly bonded carbon atoms are called?

a)

Structural Isomerism

b)

Stereoisomerism

c)

Geometrical Isomerism

d)

Optical Isomerism

2.

How to determine that a molecule exhibit cis-trans isomerism?

a)

Restricted rotation in a carbon-carbon single bond of alkenes

b)

Each carbon of a site of restricted rotation has 2 different atoms or groups attached to it

c)

Exist in cyclic compouds only

d)

Similar chemical properties

3.

Two optical isomers have the same

a)

Empirical formula

b)

Structural formula

c)

Molecular formula

4.

Butan-1-ol and Butan-2-ol exhibit (a)   isomerism

5.

Isomerism exhibited by acetic acid and methyl formate is

a)

position

b)

chain

c)

functional

d)

metamerism

6.

Which of the following compound(s) exhibit(s) cis-trans isomerism?

(1) 1,2-dibromo-1,2-dichloroethene

(2) 3,3-dibromo-2-chloropropene

(3) 1,2-dichloropropene

a)

(1) only

b)

(2) only

c)

(1) and (3) only

d)

(2) and (3) only

7.

Which of the following compounds exhibits stereoisomerism?

a)

Butanal

b)

Propenoic acid

c)

1-bromohexane

d)

3,4-dichloropent-1-ene

8.

Which of the following compounds is the enantiomer of the above compound?

a)
b)
c)
d)

All of them.

9.

Choose the incorrect option regarding isomerism:

a)

They differ in both physical and chemical properties

b)

They have different molecular formula

c)

There are two types of isomerism : Structural and Stereoisomerism

d)

Geometric and optical isomerism are two types of stereoisomerism

10.

What is a functional group?

a)

Atoms or group of atoms that give specific characteristics to a molecule

b)

Group of molecules that make up a group of atoms

c)

Group of molecules that give specific characteristics to an atom

d)

Group of atoms that give specific characteristics to an element

11.

Classify the compound based on the functional group present.

a)

Ketone

b)

Carboxylic acid

c)

Ester

d)

Ether

12.

A molecule that contains C=C must exist cis-trans isomerism

a)

FALSE

b)

TRUE

13.

the molecule contains cis-trans isomerism because the C=C double bond is restricted to rotation

a)

TRUE

b)

FALSE

14.

Fill in the blanks to Define chiral centre:

A ______ atom bonded with _______ different groups

a)

carbon , four

b)

hydrogen, two

c)

oxygen , four

d)

oxygen, two

15.

Compounds that are composed of the same number and type of atoms but have them arranged in different ways are ___________.

a)

isomers

b)

isotopes

c)

polymers

d)

alkanes

16.

In a stereoisomer, ________ means "on the same side" and ______ means "across from."

a)

cis; trans

b)

cis; L

c)

D; L

d)

trans; cis

17.

The two Geometric isomers shown are called:

a)

Cis/trans 1,2 dichloroethane

b)

Cis/trans 1,2 dichloroethene

c)

Cis/trans 1,2 chloroethane

d)

Cis/trans 1,2 chloroethene

18.

A structural isomer of pentane is?

a)

2-methyl butane

b)

2,2-dimethyl octane

c)

1-methyl propane

d)

1-methyl pentane

19.

Explain why hexane exhibits cis-trans isomerism

a)

There is restriction in the rotation of carbon-carbon double bond.

b)

Have same atom or group in the same side.

c)

No mirror image

d)

There is restriction in the rotation of carbon-carbon single bond in cyclic structure.

20.
Propene has 2 isomers
Propene mempunyai 2 isomer
a)
Betul/Correct
b)
Salah/Wrong
21.
A double bond in butene molecule was changed the position from C1 to C2. The new structure formed is an isomer
Ikatan ganda dua pada molekul butana diubah dari C1 ke C2. struktur baru yang terhasil ialah isomer
a)
Betul/Correct
b)
Salah/Wrong
22.
Which of the following is the isomer of propene?
Manakah antara berikut ialah isomer bagi propena?
a)
1-propene
b)
2-propene
c)
methyl etene
d)
none above/tiada diatas
23.
Isomer of butene are 1-butene, 2-butene and ...
isomer bagi butena ialah 1-butena, 2-butena dan ....
a)
3-butene
b)
4-butene
c)
2-methyl propene
d)
2-methyl-2-propene
24.
Pentene has .............. isomers
pentena mempunyai ........ isomer
a)
3
b)
4
c)
5
d)
6
25.

The molecular formula C5H12 contains how many isomeric alkanes?

a)

1

b)

2

c)

3

d)

4

26.

Which of the following are isomers of butene ?

a)

I, III

b)

II, IV

c)

I,II, III

d)

I, II, IV

27.

Define chirality centre

a)

also known as chiral carbon

b)

a type of enantiomer

c)

a sp3 hybridised carbon with four different groups or atoms attached to it

d)

optically active compounds

28.

Can enantiomer rotates plane-polarised light?

a)

Yes in all situations

b)

No because it is optically active

c)

Yes but it can only rotate the polarised light in opposite direction

d)

No due to its restricted rotation of carbon-carbon double bond

29.

Can 2-cyanopentane exists as a pair of enantiomers?

a)

Yes,because it is a electrophlie.

b)

No,it is not an optical isomer.

c)

Yes,because it contains a chiral carbon bonded to four different atoms or groups.

30.

Explain why hexane exhibits cis-trans isomerism

a)

There is restriction in the rotation of carbon-carbon double bond.

b)

Have same atom or group in the same side.

c)

No mirror image

d)

There is restriction in the rotation of carbon-carbon single bond in cyclic structure.

31.

Classify the following pair of molecules which are diastromers

a)
b)
c)
d)
32.

Is it true that enantiomer have the same physical and chemical properties?

a)

Yes

b)

False

33.

State the possible type of stereoisomerism shown by 2-hydroxy-3-pentane

a)

Diastromer

b)

Enantiomer

c)

Both

34.

Which one of the following will exhibit conformational isomerism?

a)

Ethylene

b)

methane

c)

chloromethane

d)

propane

35.

Most stable conformation of cyclohexane is

a)

chair

b)

boat

c)

twist boat

d)

half chair

36.

The energy barrier for rotation of C-C bond in ethane is

a)

4 kcal/mol

b)

5 kcal/mol

c)

3 kcal/mol

d)

2 kcal/mol

37.

Which of the following compound has gauche as it stable conformer?

a)

n-butane

b)

n-propane

c)

1,2-dicloroethane

d)

1,2-dihydroxyethane

38.

Which of the following shows syn /anti isomerism?

a)

azo compounds

b)

oximes

c)

hydrazines

d)

amines

39.

Which of the two is more stable ?

a)

Equatorial

b)

Axial

c)

Both are equal

40.

The most unstable conformer in cyclohexane?

a)

Boat

b)

Chair

c)

Twist boat

d)

half chair

41.

Which of the following conformers is not a transition state?

a)

Boat

b)

half chair

c)

fully eclipsed

d)

twist boat

42.

Which other factor along with torsion decide the stability of conformer?

a)

Intermolecular hydrogen bonding

b)

Intramolecular hydrogen bonding

c)

coordinate bonding

d)

ionic bonding

43.

Identify the conformation

a)

Boat

b)

Chair

c)

twist boat

d)

half chair

44.

Define chirality centre

a)

also known as chiral carbon

b)

a type of enantiomer

c)

a sp3 hybridised carbon with four different groups or atoms attached to it

d)

optically active compounds

45.

Refer to the following compound:

How many cis-trans isomers and chiral carbon(s) are there for the compound?

a)

cis-trans isomers : 0 chiral carbon : 1

b)

cis-trans isomers : 2 chiral carbon : 2

c)

cis-trans isomers : 0 chiral carbon : 2

d)

cis-trans isomers : 2 chiral carbon : 1

46.

Refer to the following compound:

Which of the following statements about the compound is INCORRECT?

a)

Its systematic name is 2-chloro-1-fluorobutane.

b)

It consists of polar molecules.

c)

It is soluble in water.

d)

It exhibits enantiomerism.

47.

Which of the following pairs of molecules are NOT structural isomers?

a)

Prop-1-en-1-ol and prop-1-en-2-ol

b)

Pentanoic acid and methyl propanoate

c)

Butanoic acid and methylpropanoic acid

d)

Cis-pent-2-ene and trans-pent-2-ene

48.

Questions 4 and 5 refer to compound A, which has the following structure:

Which of the following statements about compound A are correct?

(1) Its systematic name is pent-2-enedioic acid.

(2) It is soluble in water.

(3) The molecules of A are held together by hydrogen bonds only.

a)

(1) and (2) only

b)

(1) and (3) only

c)

(2) and (3) only

d)

(1), (2) and (3)

49.

Compound B has the following structure:

Which of the following statements is INCORRECT?

a)

Compound A and compound B are a pair of cis-trans isomers.

b)

Compound A has a higher boiling point than compound B.

c)

Compound A has a higher melting point than compound B.

d)

Compound A and compound B have similar chemical properties.

50.

The following diagram shows the structure of a type of penicillin:

How many chiral carbons are there in the penicillin molecule?

a)

3

b)

4

c)

5

d)

6

51.

Which of the following compounds exhibits enantiomerism but not cis-trans isomerism?

a)
b)
c)
d)
52.

Which of the following pairs of compounds is/are identical?

a)

(1) only

b)

(2) only

c)

(1) and (3) only

d)

(2) and (3) only

53.

Compounds X, Y and Z have the same molecular formula C4H10O. Their structures are shown below:

a. State the type of isomerism between

(i) X and Y; (1 mark)

(ii) Y and Z. (1 mark)

b. Arrange the three isomers in descending order of boiling points. Explain your answer. (3 marks)

c. One of the isomers exhibits optical isomerism. Draw the structures of the optical isomers. (2 marks)

4 lines
54.

Compounds that are composed of the same number and type of atoms but have them arranged in different ways are ___________.

a)

isomers

b)

isotopes

c)

polymers

d)

alkanes

55.

What property can be assigned to a carbon atom that has four different atoms or structural groups attached to it?

a)

isomerity

b)

chirality

c)

chivalry

d)

geometry

56.

Chiral carbons will produce _____________.

a)

structural isomers

b)

optical isomers

c)

polymers

d)

monomers

57.

In a stereoisomer, ________ means "on the same side" and ______ means "across from."

a)

cis; trans

b)

cis; L

c)

D; L

d)

trans; cis

58.
Which of the following statement is FALSE about optical isomers?
a)
At least 1 asymmetrical chiral center
b)
Mirror images of each other
c)
Non superimposable
d)
carbon center bonded to 4 groups
59.
a)
addition
b)
combustion
c)
double replacement
d)
substitution
60.

圖中該對分子是

The two compounds are

a)

對映異構體。

enantiomers.

b)

結構異構體。

structural isomers.

c)

相同的。

the same.

d)

-異構體。

cis-trans isomers.

61.

一個化合物在其碳-碳雙鍵的每個碳原子上有多少個不同的原子或基團能展現-結構?

How many different atoms or groups on each carbon atom of the carbon-carbon double bond in a compound can satisify to exhibit cis-trans isomerism ?

a)

1

b)

2

c)

3

d)

4

62.

丁-1-醇和丁-2-醇是

Butan-1-ol and butan-2-ol are

a)

-異構體。

cis-trans isomers.

b)

對映異構體。

enantiomers.

c)

鏈異構體。

chain isomers.

d)

位置異構體。

position isomers.

63.

圖中哪對是-異構體?

Which of the following pairs are cis-trans isomers?

a)

W 和 X

W and X

b)

W 和 Y

W and Y

c)

X 和 Z

X and Z

d)

Y 和 Z

Y and Z

64.

下列哪種烯能展現-異構?

Which of the following alkenes can exhibit cis-trans

isomerism?

a)

CH3CH=CHCH2CH3

b)

CH3CH2CH2CH=CH2

c)

(CH3)2C=CHCH3

d)

C2H5(CH3)C=C(CH3)2

65.

下列哪種烯能展現-異構?

Which of the following alkenes can exhibit cis-trans

isomerism?

a)

CH3CH=CHCH2CH3

b)

CH3CH2CH2CH=CH2

c)

(CH3)2C=CHCH3

d)

C2H5(CH3)C=C(CH3)2

66.

一個化合物能符合展現-異構的其中一項條件是它含____________。

One of the conditions to satisfy a compound to exhibit cis-trans isomerism is that it contains a _________________.

(a)  

67.

這對分子是 __________ 立體異構。

The two compounds are __________ stereoisomerism.

(a)  

68.

How many structural isomers with an unbranched carbon chain have the molecular formula C4H8Br2?

a)

4

b)

5

c)

6

d)

7

69.

How many structural isomers are there with the molecular formula C3H6BrCl?

a)

4

b)

5

c)

6

d)

7

70.

Which is a pair of functional group isomers?

a)
b)
c)
d)
71.

How many isomers have the molecular formula C5H12?

a)

2

b)

3

c)

4

d)

5

72.

Which one of the following is a pair of functional group isomers?

a)

CH3COOCH2CH3 and CH3CH2COOCH3

b)

(CH3)2CHCH(CH3)2 and (CH3)3CCH2CH3

c)

CH3CH2OCH3 and (CH3)2CHOH

d)

ClCH2CH2CH=CH2 and CH3CH=CHCH2Cl

73.

How many structural isomers, which are aldehydes, have the molecular formula C5H10O?

a)

2

b)

3

c)

4

d)

5

74.

How many structural isomers, which are esters, have the molecular formula C4H8O2?

a)

2

b)

3

c)

4

d)

5

75.

The number of structural isomers of molecular formula C4H9Br is

a)

5

b)

4

c)

3

d)

2

76.

Which statement best defines chain isomerism?

a)

Existance of chemical compounds with different functional group

b)

structural formula that has different location of substituent group

c)

Different ways the same number of carbons are connected which is either straight or branched

d)

Similar chemical properties with different physical properties such as solubility

77.

Define Isomerism.

4 lines
78.

Propane has no structural isomers

a)

True

b)

False

79.

Which formulas represent butane or its isomer?

(1) CH3(CH2)2CH3

(2) CH3CH(CH3)CH3

(3) (CH3)3CH

a)

1 and 2 only

b)

1 and 3 only

c)

2 and 3 only

d)

1 , 2 and 3

80.

Which structural formula represents an isomer?

a)
b)
c)
d)
81.

A structural isomer of pentane is?

a)

2-methyl butane

b)

2,2-dimethyl octane

c)

1-methyl propane

d)

1-methyl pentane

82.
Which of the following is true about structural isomers?
a)
Have the same molecular formula
b)
Have different physical and chemical properties.
c)
Have the same number of elements
d)
all of the above
83.
Given the structural formulas below, which 2 formulas represent compounds that are isomers of each other?
a)
A and B
b)
A and C
c)
B and D
d)
C and D
84.

Which structural formula represents a molecule that is not an isomer of pentane?

a)
b)
c)
d)
85.

Which of the following are isomers of butene ?

a)

I, III

b)

II, IV

c)

I,II, III

d)

I, II, IV

86.

The molecular formula C5H12 contains how many isomeric alkanes?

a)

1

b)

2

c)

3

d)

4

87.

Methylpropene is a isomer of ......

a)

Butene

b)

Pentene

c)

Propene

d)

Hexene

88.

Which of these indicates the correct way of numbering of the carbon chains?

a)
b)
c)
d)
89.

Which statement best defines chain isomerism?

a)

Existance of chemical compounds with different functional group

b)

structural formula that has different location of substituent group

c)

Different ways the same number of carbons are connected which is either straight or branched

d)

Similar chemical properties with different physical properties such as solubility

90.

All of the following are chain isomers of each other, except one. Which is the exception?

a)
b)
c)
d)
91.

Which molecules can show geometrical (E/Z) isomerism?

a)

A and B

b)

C and D

c)

A, B and C

d)

All of them

92.

Which molecules can show geometrical (E/Z) isomerism?

a)

A and B

b)

C and D

c)

A, B and C

d)

All of them

93.
Which of these structures represent the same molecule?
a)
A and D
b)
A and C
c)
C and B
d)
D and B
94.

Identify which of the following molecules are structural isomers.

a)
b)
c)
d)
e)
95.

Isomers have same ................ but different .................. properties

a)

Chemical, Physical

b)

Physical, Chemical

96.

Which structural formula represents a molecule that is not an isomer of pentane?

a)
b)
c)
d)
97.

Molecules of 1-bromopropane and 2-bromopropane differ in

a)

molecular formula

b)

structural formula

c)

number of carbon atoms per molecule

d)

number of bromine atoms per molecule

98.
Given the structural formulas below, which 2 formulas represent compounds that are isomers of each other?
a)
A and B
b)
A and C
c)
B and D
d)
C and D
99.
Which of the following is true about structural isomers?
a)
Have the same molecular formula
b)
Have different physical and chemical properties.
c)
Have the same number of elements
d)
all of the above
100.

Compounds that are composed of the same number and type of atoms but have them arranged in different ways are ___________.

a)

isomers

b)

isotopes

c)

polymers

d)

alkanes

101.

Structural isomers have

a)

same molecular formula

b)

different physical and chemical properties.

c)

Have the same number of elements and atoms

d)

all of the above

102.

A structural isomer of pentane is?

a)

2-methyl butane

b)

2,2-dimethyl octane

c)

1-methyl propane

d)

1-methyl pentane

103.

Which formulas represent butane or its isomer?

(1) CH3(CH2)2CH3

(2) CH3CH(CH3)CH3

(3) (CH3)3CH

a)

1 and 2 only

b)

1 and 3 only

c)

2 and 3 only

d)

1 , 2 and 3

104.

Which formulas represent butane or its isomer?

(1) CH3(CH2)2CH3

(2) CH3CH(CH3)CH3

(3) (CH3)3CH

a)

1 and 2 only

b)

1 and 3 only

c)

2 and 3 only

d)

1 , 2 and 3

105.
Are the compounds shown isomers
a)
Yes
b)
No
106.
Propane has no structural isomers
a)
True
b)
False
107.
Which of the following statement is FALSE about optical isomers?
a)
At least 1 asymmetrical chiral center
b)
Mirror images of each other
c)
Non superimposable
d)
carbon center bonded to 4 groups
108.
Optical isomers shown below is called
a)
isomers
b)
mirror images
c)
enantiomers
d)
racemic
109.
Enantiomers present in equimolar are called
a)
optical isomers
b)
racemic mixture
c)
inactive isomers
d)
isotopes
110.
Which molecule has a chiral center?
a)
CH3CH2CH(CH3)CI
b)
CH2=CH2
c)
CH3CH2CH2(OH)
d)
(CH3)2CH(CI)
111.
How many chiral center is found in CH3CH(CI)CH(Br)CH3?
a)
1
b)
2
c)
3
d)
4
112.

Look at the skeletal formulae of four molecules. Which of these molecules is chiral?

a)

A

b)

B

c)

C

d)

D

113.

Which statement is true of the optical isomers of lactic acid?: CH3CHOHCOOH

a)

Rotate the plane of plane-polarised light in opposite directions

b)

They differ in their solubilities in water

c)

They react at different rates with PCl5

d)

They both occur naturally in muscles during exercise

114.

How many chiral centres are there in this molecule? HOCH2CH(OH)CH(OH)CH(OH)CH(OH)CHO

a)

2

b)

4

c)

5

d)

6

115.

Which one of the following can exhibit both geometrical and optical isomerism?

a)

(CH3)2C=CHCH(CH3)CH2CH3

b)

CH3CH2CH=CHCH(CH3)CH2CH3

c)

(CH3)2C=C(CH2CH3)2

d)

CH3CH2CH(CH3)CH(CH3)C=CH2

116.

types of stereo-isomerism are optical isomerism and

a)

cis-isomerism

b)

trans-isomerism

c)

cis-trans isomerism

d)

all of them

117.

Which type of isomerism does it have?

a)

Geometrical isomerism

b)

Functional Group isomerism

c)

Optical isomerism

d)

Structural isomerism

118.

Compounds that are composed of the same number and type of atoms but have them arranged in different ways are ___________.

a)

isomers

b)

isotopes

c)

polymers

d)

alkanes

119.

What property can be assigned to a carbon atom that has four different atoms or structural groups attached to it?

a)

isomerity

b)

chirality

c)

chivalry

d)

geometry

120.

Chiral carbons will produce _____________.

a)

structural isomers

b)

optical isomers

c)

polymers

d)

monomers

121.

What operation would transform 2,2 dimethylbutane into hexane?

a)

Adding one carbon and three hydrogen atoms.

b)

Moving a methyl group to the other end of the molecule.

c)

Moving both methyl groups, one to each end of the molecule

d)

Rotating the molecule.

122.

In a stereoisomer, ________ means "on the same side" and ______ means "across from."

a)

cis; trans

b)

cis; L

c)

D; L

d)

trans; cis

123.

How many structural isomers exist for hexane

a)

three

b)

two

c)

five

d)

four

124.
A double bond between two carbon atoms consists of
a)
2 sigma bonds
b)
1 sigma bond and 1 pi bond
c)
2 pi bonds
d)
The bonding scheme varies depending on the molecule
125.

There are two main forms of isomerism, which are?

a)

Structural isomerism and Stereoisomerism

b)

Stereoisomerism and Physical isomerism

c)

Chemical isomerism and Stereoisomerism

d)

Structural isomers and Geometric Isomers

126.

A structural isomer of pentane is?

a)

2,2-dimethyl butane

b)

2-methyl butane

c)

1-methyl propane

d)

1-methyl pentane

127.
Geometric isomers shown below is called
a)
Cis/trans 1,2 dichloroethane
b)
Cis/trans 1,2 dichloroethene
c)
Cis/trans 1,2 chloroethane
d)
Cis/trans 1,2 chloroethene
128.

Does this compound show optical isomerism?

a)

Yes

b)

No

129.

Fischer Projection formula is generally used

a)

a. For determining the various conformations of a molecule

b)

b. To represent the molecules containing chiral centre/s

c)

c. Both a & b

d)

d. None

130.

Two isomers having same molecular formula but different functional group exhibit

(a)  

131.

Geometrical isomerism is not shown by

a)

a. 2-Butene

b)

b. 1-Butene

c)

c. 2-chloro-2-butene

d)

d. 1,2-dibromocyclohexane

132.

Two isomers having same molecular formula but different functional group exhibit

(a)  

133.

How to determine that a molecule exhibit cis-trans isomerism?

a)

Restricted rotation in a carbon-carbon single bond of alkenes

b)

Each carbon of a site of restricted rotation has 2 different atoms or groups attached to it

c)

Exist in cyclic compouds only

d)

Similar chemical properties

134.

How to determine that a molecule exhibit cis-trans isomerism?

a)

Restricted rotation in a carbon-carbon single bond of alkenes

b)

Each carbon of a site of restricted rotation has 2 different atoms or groups attached to it

c)

Exist in cyclic compouds only

d)

Similar chemical properties

135.

How to determine that a molecule exhibit cis-trans isomerism?

a)

Restricted rotation in a carbon-carbon single bond of alkenes

b)

Each carbon of a site of restricted rotation has 2 different atoms or groups attached to it

c)

Exist in cyclic compouds only

d)

Similar chemical properties

136.

Isomerism exhibited by acetic acid and methyl formate is

a)

position

b)

chain

c)

functional

d)

metamerism

137.

Restriction of rotation about the c=c is responsible for

a)

Geometrical isomerism

b)

Stereoisomerism

c)

Metamerism

d)

All

138.

In absolute method functional group in cis isomer located cis to each other can be converted to

a)

Cyclic lactones

b)

Anhydrides

c)

Amides

d)

All

139.

By using method of cyclization cis form of maleic acid form

a)

Maleic anhydride

b)

Fumaric acid

c)

Tartaric acid

d)

Lactic acid

140.

The energy required to rotate the ethane molecule about c_c bond is called

a)

Torsional energy

b)

Angle strain

c)

Hydrogen bonding

d)

All

141.

Which is a pair of functional group isomers?

a)
b)
c)
d)
142.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

143.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

144.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

145.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

146.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

147.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

148.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

149.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No

150.

Does this molecule exhibit optical isomerism?

a)

Yes

b)

No