Questions and Answers - Optical Isomerism
Questions and Answers - Optical Isomerism
1. Optical activity is the property in which a substance is unable to rotate the plane of
polarisation.
a) True
b) False
Answer: b
Explanation: Optical activity is the property in which a substance is able to rotate the plane of
polarisation of plane polarised light.
2. Select the incorrect statement from the following option.
a) Racemic modification is an equimolar mixture of dextrorotatory and levorotatory isomers
b) Meso compounds contain more than one chiral carbon centre
c) Meso compounds are externally compensated
d) Racemic mixture is designated as dl-pair
Answer: c
Explanation: Meso compounds are internally compensated form whereas racemic mixtures are
externally compensated modification. All the other options are correct.
3. Select the correct statement from the following option.
a) Meso compound possess both plane of symmetry and centre of symmetry
b) Meso compound possess either plane or centre of symmetry
c) Meso compound does not possess either plane or centre of symmetry
d) Meso compounds are externally compensated form
Answer: b
Explanation: Meso compound possess either plane or centre of symmetry. They do not possess
both plane of symmetry and centre of symmetry and also they are internally compensated form.
4. How many optical isomers are possible in a compound with one chiral carbon?
a) 5
b) 4
c) 2
d) 3
Answer: d
Explanation: A compound with one chiral carbon has three optical isomers (+), (-) and (±).
5. Which of the following compound would show optical isomerism?
a) CH3 – CH(OH) COOH
b) H2N CH(CH3)2
c) (CH3)2 CHCHO
d) H2N CH2 COOH
Answer: a
Explanation: CH3 – CH(OH) COOH will show optical isomerism as it possess chiral carbon.
6. The number of configurational isomers of molecules having (n) different chiral carbons is
____________
a) 2n
b) 2n
c) 2n-1
d) 2n+1
Answer: b
Explanation: The number of configurational isomers of molecules having (n) different chiral
carbons is 2n. It is calculated mathematically.
7. The number of racemic forms of molecules having (n) different chiral carbons is
____________
a) 2n
b) 2n
c) 2n-1
d) 2n+1
Answer: c
Explanation: The number of racemic forms of molecules having (n) different chiral carbons is 2n-
1
whereas the number of configurational isomers of molecules having (n) different chiral carbons
is 2n.
8. For a molecule with two like chiral carbon atoms, the number of optically inactive form is?
a) 1
b) 2
c) 3
d) 4
Answer: a
Explanation: For a molecule with two like chiral carbon atoms, the number of optically inactive
form is one. This is always used for the calculation of optically inactive forms.
9. For a molecule with two like chiral carbon atoms, the number of optically active form is?
a) 4
b) 3
c) 1
d) 2
Answer: d
Explanation: For a molecule with two like chiral carbon atoms, the number of optically active
form is two. This is always used for the calculation of optically active forms.
10. Find the number of stereoisomers for CH3 – CHOH – CH = CH – CH3.
a) 1
b) 2
c) 3
d) 4
Answer: d
Explanation: The number of stereoisomers for CH3 – CHOH – CH = CH – CH3 is four. This is
calculated by the formula 2n+1.
11. The necessary condition for showing optical activity is the chirality of a molecule as a whole.
a) True
b) False
Answer: a
Explanation: The necessary condition for showing optical activity is the chirality of a molecule
as a whole. It is the most important condition for showing optical activity.
12. The sufficient condition for showing optical activity is _______________
a) Molecule should have measurable amount of optical activity only
b) Polarimeter should have capacity of recording low-degree optical activity only
c) Chirality of molecule as a whole only
d) Both, the molecule should have measurable amount of optical activity and polarimeter should
have capacity of recording low-degree optical activity
Answer: d
Explanation: The molecule should have measurable amount of optical activity and polarimeter
should have capacity of recording low-degree optical activity.
13. Which of the following is an example of optically active compounds without chirality?
a) Tartaric acid
b) Sulfhonium salt
c) Diphenic acid
d) Glyceraldehyde
Answer: b
Explanation: Sulphhonium salt is an example of optically active compounds without chirality. It
is a special case. There are various such molecules which are optically active compounds without
chirality.
14. Spiranes exhibit optical isomerism because of restricted rotation.
a) True
b) False
Answer: a
Explanation: Spiranes exhibit optical isomerism because of restricted rotation. They cannot
rotate about any axis.
15. Which of the following is not optically active compound?
a) 1,7- Dicarboxylic spirocycloheptane
b) 1,3- Diphenyl propadiene
c) Meso-tartaric acid
d) Glyceraldehyde
Answer: c
Explanation: Meso-tartaric acid is an optically inactive molecule with a chiral carbon atom. It is
a special case of optical activity
Answer: b
Explanation: Stereoisomerism is exhibited by isomers having the same molecular formula but
different configuration.
2. What are diastereomers?
a) Molecules with non-superimposable mirror images
b) Molecules with superimposable mirror images
c) Molecules which do not have non-superimposable mirror images
d) None of the mentioned
Answer: c
Explanation: Diastereomers are those stereomers which do not have non-superimposable mirror
images.
3. Which type of compounds cannot exhibit geometrical isomerism?
a) Singly Bonded
b) Doubly Bonded
c) Triply Bonded
d) Cyclic Compounds
Answer: c
Explanation: Triply bonded compounds cannot exhibit geometrical isomerism as the -C=C- bond
in these molecules is linear.
4. Choose the correct option from the following.
a) A group gets priority if its atomic number is high
b) When atoms attached to a double bond have same atomic number, the first atoms are
considered
c) A group gets priority if its atomic number is low
d) Lone pair gets more priority and is ranked above hydrogen
Answer: a
Explanation: A group gets priority if its atomic number is high and When atoms attached to a
double bond have same atomic number, the second atoms are considered.
5. In which type of projection we can get staggered and eclipsed conformations?
a) Newman Projection
b) Sawhorse Projection
c) Fischer Projection
d) Wedge Projection
Answer: b
Explanation: A sawhorse projection can reveal staggered and eclipsed conformations.
6. Assign E or Z configuration to the given compound.
a) E-configuration
b) Z-configuration
c) S-configuration
d) R-configuration
Answer: a
Explanation: Trans-2-butene has two geometric isomers and this is E-configuration.
7. Which of the following compounds have Z-configuration?
a) CH3CH3CH2>C=C<HCH3
b) HPh>C=C<COOHPh
c) H2NCl>C=C<COOHBr
d) CH3Ph>C=C<CH2CH3Br
Answer: b
Explanation: All the other options are in E-configuration. Only the second option shows the Z-
configuration.
8. Select the incorrect option from the following.
a) Fischer projections are two dimensional representations of three dimensional molecules
b) A molecule is achiral if it cannot be superimposed on its mirror reflection
c) E and Z notations are based on Cahn, Ingold and Prelog priority system
d) Chiral molecules which are non-superimposable mirror images of each other are enantiomers
Answer: b
Explanation: A molecule is achiral if it is superimposable on its mirror reflection. All the other
options are correct.
9. The cis-trans nomenclature is not applicable when _________
a) The different groups attached to the carbon atom of double bond are same
b) Atleast one of the group attached to each carbon atom is same
c) The different groups attached to the carbon atom of double bond are not same
d) The cis-trans nomenclature is applicable for all compounds
Answer: c
Explanation: The cis-trans nomenclature is applicable when the different groups attached to the
carbon atom of double bond are same or atleast one of the group attached to each carbon atom is
same.
10. In glyceraldehydes, the complete sequence of priority is _________
a) –OH > -CH2OH > -CHO > -H
b) –H > -CH2OH > -CHO > -OH
c) –H > –OH > -CH2OH > -CHO
d) –OH > CHO > -CH2OH > -H
Answer: d
Explanation: In glyceraldehydes, the complete sequence of priority is –OH > CHO > -CH2OH >
-H.
Answer: d
Explanation: If the four atoms attached to the chiral centre are all different, priority depends on
atomic number, with the atom of lower atomic numbers getting lower priority.
2. If our eyes travel in counter clockwise direction from the ligand of highest priority to the
ligand of lowest priority, the configuration is ____________
a) R-Configuration
b) S-Configuration
c) E-Configuration
d) C-Configuration
Answer: b
Explanation: In S-Configuration, our eyes travel in counter clockwise direction from the ligand
of highest priority to the ligand of lowest priority.
3. According to the selection rules, the decreasing order of preference is __________
a) –NH2 > -C6H5 > -CH(CH3)2 > -H
b) –CH(CH3)2 > -C6H5 > -H> -NH2
c) –NH2 > -CH(CH3)2 > -C6H5 > -H
d) -C6H5 > -CH(CH3)2 >–NH2 > -H
Answer: a
Explanation: The atom of higher atomic numbers gets higher priority. So, –NH2 group has the
highest priority of all.
4. The process of removal of hardness of water, irrespective of whether it is temporary or
permanent is termed as __________
a) Cleansing action of water
b) Hardness of water
c) Softening of water
d) Purity of water
Answer: c
Explanation: The process of removal of hardness of water, irrespective of whether it is temporary
or permanent is termed as softening of water. This process includes both temporary as well as
permanent hardness.
5. The external treatment of water does not include __________
a) Lime-soda process
b) Sequestration
c) Zeolites
d) Ion-exchange process
Answer: b
Explanation: The external treatments of water include lime-soda, zeolites and ion-exchange
processes. It does not include sequestration.
6. Which of the following conditioning method is not used in internal treatment?
a) Colloidal
b) Calgon
c) Carbonate
d) Bicarbonate
Answer: d
Explanation: Colloidal, calgon, phosphate and carbonate conditioning methods are used in
internal treatment. Bicarbonate is not used for this purpose.
7. Select the incorrect statement from the following option.
a) Internal treatment is carried out outside the boiler before water enters into the boiler
b) Internal treatment methods are followed by blow-down operations
c) Internal treatment is required in low pressure boilers
d) Internal treatment is a corrective method
Answer: a
Explanation: Internal treatment is carried out inside the boiler. All the other options are correct.
8. External treatment is a preventive method and it is required in high pressure boilers.
a) True
b) False
Answer: a
Explanation: External treatment is a preventive method and it is required in high pressure boilers.
External treatment is carried out outside the boilers.
9. Potable water treatment does not involve __________
a) Disinfection
b) Demineralisation
c) Coagulation
d) Sedimentation
Answer: b
Explanation: Potable water treatment does not involve demineralisation. It involves disinfection,
coagulation and sedimentation processes.
10. The exhausted anion exchangers can be regenerated by working with __________
a) Acid solution
b) Alcohol solution
c) Alkali solution
d) Water
Answer: c
Explanation: The exhausted anion exchangers can be regenerated by working with alkali solution
because alkali solution or basic solution does not contain reactive ions.
Answer: c
Explanation: Chiral molecules are those which are not superimposable on their mirror images.
The presence of an asymmetric carbon atom is one of several structural features that induce
chirality in organic and inorganic molecules.
2. Which of the following is not an example of chiral object?
a) Cylindrical helix
b) Square box
c) Sandal or shoe
d) Glove
Answer: b
Explanation: A square box is not chiral as it gives super-imposable mirror image. All the other
mentioned options does not give the super-imposable mirror images.
3. For any given substance, the amount of rotation does not depends upon _________
a) Wavelength of light used
b) Nature of the solvent
c) Temperature
d) Pressure
Answer: d
Explanation: For any given substance, the amount of rotation depends upon the concentration,
nature of solvent, temperature, length of layer traversed and the wavelength of light used. It does
not depend upon the pressure conditions.
4. If the rotation of the plane is clockwise, the substance is dextrorotatary.
a) True
b) False
Answer: a
Explanation: If the rotation of the plane is clockwise, the substance is dextro rotatary. And if the
rotation of the plane is anti-clockwise, the substance is leavo rotatary.
5. The specific rotation is inversely proportional to _________
a) Observed rotation
b) Temperature
c) Concentration of solution
d) D-line of sodium vapour light
Answer: c
Explanation: The specific rotation is inversely proportional to the concentration of solution and
length of sample tube.
6. 0.5 g of an optically active compound was dissolved in 2mL of solvent at 250C. The solution
was kept in a cell of length 10 cm and observed rotation was +100. What is the specific rotation
of its enantiomer?
a) -400
b) +400
c) -100
d) +100
Answer: b
Explanation: [α] = α/lC = +100/(1*0.5/2) = +400.
7. To avoid excessive high value of molecular rotation, concentration is taken as _________
a) 1 centi-mole/mL
b) 1 milli-mole/mL
c) 1 mole/mL
d) 1 kilo-mole/mL
Answer: a
Explanation: To avoid excessive high value of molecular rotation, concentration is taken as 1
centi-mole/mL.
8. Chiral molecules which are non-super-imposable mirror images of each other are called
_________
a) Diastereomers
b) Meso compounds
c) Racemic mixture
d) Enantiomers
Answer: d
Explanation: Chiral molecules which are non-superimposable mirror images of each other are
called enantiomers. Enantiomer members often have different chemical reactions with other
enantiomer substances.
9. Select the correct statement from the following option.
a) Enantiomer rotate plane of polarised light in opposite direction and to different extent
b) Enantiomer rotate plane of polarised light in same direction but to different extent
c) Enantiomer rotate plane of polarised light in same direction and to same extent
d) Enantiomer rotate plane of polarised light in opposite direction but to same extent
Answer: d
Explanation: Enantiomer rotate plane of polarised light in opposite direction but to same extent.
Enantiomer members often have different chemical reactions with other enantiomer substances.
10. Enantiomerism is the phenomenon of existence of enantiomers in a single structural formula,
in _________ configuration.
a) Same
b) Opposite
c) Same as well as opposite
d) Initially opposite and then same
Answer: b
Explanation: Enantiomerism is the phenomenon of existence of enantiomers in a single structural
formula but in opposite configuration.
11. Select the incorrect statement from the following option.
a) The physical properties of enatiomers are identical
b) In symmetrical environment, the chemical properties of enantiomers are identical
c) The enantiomers react at same rate and form products in same amounts in assymetrical
environment
d) Enantiomers have different solubilities in the same chiral solvent
Answer: c
Explanation: The enantiomers react at different rate and form products in different amounts in
assymetrical environment. All the other options are correct.
12. Optical activity can also result from the lack of molecular symmetry in molecules.
a) True
b) False
Answer: a
Explanation: Optical activity can also result from the lack of molecular symmetry in molecules
which do not have chiral carbon.
13. The plane which divides the molecule into two equal parts so that each half is the mirror
image of other half is called _________
a) Centre of symmetry
b) Plane of symmetry
c) Axis of symmetry
d) Angle of symmetry
Answer: b
Explanation: The plane divides the molecule into two equal parts so that each half is the mirror
image of other half is called plane of symmetry. Centre of symmetry is the central point about
which the molecule is symmetrical.
14. When a molecule has a plane of symmetry, it will be ______________
a) Optically inactive
b) Optically active
c) Both optically active & inactive
d) Enantiomer
Answer: a
Explanation: When a molecule has a plane of symmetry, it will be optically inactive, even
though it might contain chiral carbon.
15. A centre of symmetry is equivalent to _________ fold alternating axis of symmetry.
a) One
b) Two
c) Three
d) Four
Answer: b
Explanation: A centre of symmetry is equivalent to two-fold alternating axis of symmetry.
16. Diastereomers are _________
a) Geometrical isomers
b) Mirror images
c) Non-mirror images
d) Unstable molecules
Answer: c
Explanation: Diastereomers are not mirror images of each other. Diastereomerism occurs when
two or more stereo isomers of a compound have different configurations at one or more of the
equivalent stereo centers and are not mirror images of each other.
17. A plane of symmetry is equivalent to _________ fold alternating axis of symmetry.
a) One
b) Two
c) Three
d) Four
Answer: a
Explanation: A centre of symmetry is equivalent to one-fold alternating axis of symmetry.
18. As the optical activity changes with the wavelength of light, it is necessary not to use
monochromatic light to measure optical activity.
a) True
b) False
Answer: b
Explanation: As the optical activity changes with the wavelength of light, it is necessary to use
monochromatic light to measure optical activity.
Answer: c
Explanation: The reaction which gives exclusively one of several possible isomeric products is
called regioselective reaction. Regioselectivity is the preference of one direction of chemical
bond making or breaking over all other possible directions.
2. The reaction that yields predominantly one enantiomer of a possible pair is called
____________
a) Dynamicselective
b) Stereoselective
c) Regioselective
d) Stereospecific
Answer: b
Explanation: The reaction that yields predominantly one enantiomer of a possible pair is called
stereoselective reaction. Stereoselectivity is the property of a chemical reaction in which a single
reactant forms an unequal mixture of stereo isomers during the non-stereo specific creation of a
new stereo center or during the non-stereo specific transformation of a pre-existing one.
3. Stereoselectivity can be exhibited in various degrees.
a) True
b) False
Answer: a
Explanation: Stereoselectivity can be exhibited in various degrees like completely
stereoselective, highly stereoselective, moderately stereoselective and so on.
4. The reaction in which stereochemically different molecules react differently is called
____________
a) Dynamicselective
b) Stereoselective
c) Regioselective
d) Stereospecific
Answer: d
Explanation: The reaction in which stereochemically different molecules react differently is
called stereospecific reaction. Stereospecificity is the property of a reaction mechanism that leads
to different stereo isomeric reaction products from different stereo isomeric reactants, or which
operates on only one of the stereo isomers.
5. Which of the following is an example of regioselective reaction?
a) Debromination of 2,3- dibromobutane
b) 2-bromo octane with sodium hydroxide
c) Addition of HI to propylene
d) Debromination of meso dibromobutane
Answer: c
Explanation: Addition of HI to propylene is an example of regioselective reaction.
Regioselectivity is the preference of one direction of chemical bond making or breaking over all
other possible directions.
6. Reaction of (±) 2,3- dibromobutane is slower than meso in which the two methyl groups are
____________
a) Skew
b) Anti
c) Gauche
d) Partially eclipsed
Answer: d
Explanation: Reaction of (±) 2,3- dibromobutane is slower than meso due to higher transition
state in which the two methyl groups are partially eclipsed.
7. Dynamic stereochemistry helps in correlating conformation and reactivity and in
stereoselective synthesis.
a) True
b) False
Answer: a
Explanation: Dynamic stereochemistry helps in correlating conformation and reactivity and in
stereoselective synthesis. Stereoselectivity is the property of a chemical reaction in which a
single reactant forms an unequal mixture of stereo isomers during the non-stereo specific
creation of a new stereo center
8. R – C = C – R reacts in the presence of lindlar catalyst to give a syn product. This is an
example of ____________
a) Dynamicselective
b) Stereoselective
c) Regioselective
d) Stereospecific
Answer: b
Explanation: The above mentioned reaction is an example of stereoselective reaction.
Stereoselectivity is the property of a chemical reaction in which a single reactant forms an
unequal mixture of stereo isomers during the non-stereo specific creation of a new stereo center
9. Under SN2 conditions, on reaction with NaOH, (R)-2-bromo octane gives ____________
a) (S)-2-octanol
b) (R)-2-octanol
c) Trans-2-butene
d) Cis-2-butene
Answer: a
Explanation: Under SN2 conditions, on reaction with NaOH, (R)-2-bromo octane gives (S)-2-
octanol. In SN2 mechanism, one bond is broken and one bond is formed synchronously.
10. Under SN2 conditions, on reaction with NaOH, (S)-2-bromo octane gives (R)-2-octanol. This
is an example of ____________
a) Dynamicselective
b) Stereoselective
c) Regioselective
d) Stereospecific
Answer: d
Explanation: Under SN2 conditions, on reaction with NaOH, (S)-2-bromo octane gives (R)-2-
octanol. This is an example of stereospecific reaction. In SN2 mechanism, one bond is broken
and one bond is formed synchronously.
11. Optical purity is defined as the ____________
a) Ratio of rotation of pure enantiomer to rotation of mixture
b) Ratio of rotation of mixture to rotation of pure enantiomer
c) Product of rotation of mixture and rotation of pure enantiomer
d) Sum of rotation of mixture and rotation of pure enantiomer
Answer: b
Explanation: Optical purity is defined as the ratio of rotation of mixture to rotation of pure
enantiomer. It is expressed as a percentage. If the sample only rotates plane-polarized light half
as much as expected, the optical purity is 50%.
12. The formula of enantiomeric excess is ____________
a) [(d+l)/(d-l)]*100
b) [(d)/(d+l)]*100
c) [(d-l)/(d)]*100
d) [(d-l)/(d+l)]*100
Answer: c
Explanation: The formula of enantiomeric excess is [(d-l)/(d+l)]*100. It gives the percentage of
excess of an enantiomer.