30 Important MCQs

Unit -1
(With Solutions)

Pharmaceutical Organic Chemistry-III

BP 401T
By
Dr. Parjanya Kumar Shukla
Assoc. Prof. & HOD
Krishnarpit Institute of Pharmacy
Prayagraj, India
Q.1. The number of degrees of rotation observed if 1
dm tube is used and concentration of compound is 1
g/m:

a) optical rotation
b) Specific rotation
c) Ceometric rotation
d) Conformation

Answer: b) Specific rotation

Observerd by polarimeter
Q.2. A carbon atom to which Four-different
group are attached is a
a) Achiral center
b) Chiral center
c) Active center
d) lnactive center

Answer: b) Chiral center

Q.3. Which statement is true for a meso
compound?
a) The specific rotation is 0 0C.
b) There are one or more planes of symmetry.
c) More than one stereogenic center must be
present.
d) All the above

Answer: d) All the above

Q.4. Compounds which have different
arrangements of atoms in space while having
same atoms bonded to each other are said to
have
a) position isomerism
b) functional group isomerism
c) chain isomerism
d) stereoisomerism

Answer: d) stereoisomerism
Q.5. What is the percent composition of a mixture of (S)-(+)-2-
butanol,[α] = +13.52 0C, and (R)-(-)-2-butanol, [α] = -13.52 0C,
with a specific rotation [α] = +6.76 0C?
a) 75%(R) 25%(S)
b) 25%(R) 75%(S)
c) 50%(R) 50%(S)
d) 67%(R) 33%(S)

Enantiomeric excess (ee)= +6.76/+13.52 * 100%

= 50%
% (+) = 50/2 + 50%
= 75% (S)

Answer: b) 25%(R) 75%(S)

Q.6. Which of these is a comparatively insignificant
factor affecting the magnitude of specific optical
rotation?
a) Concentration of the substance of interest
b) Purity of the sample
c) Temperature of the measurement
d) Length of the sample tube
e) All of the above are equally significant

Answer: c) Temperature of the

measurement
Q.7. Enantiomers are:
a) molecules that have a mirror image.
b) molecules that have at least one stereogenic
center.
c) non-superposable molecules.
d) non-superposable molecules that are mirror
images of each other.

Ans: d) non-superposable
molecules that are mirror images
of each other.
Q.8. Which of the following is NOT true of
enantiomers? They have the same:
a) boiling point.
b) melting point.
c) specific rotation.
d) density.
e) chemical reactivity toward achiral reagents.

Answer: c) specific rotation.

Q.9. Which of the following can make difference
in optical isomers?
a) heat
b) temperature
c) polarized light
d) pressure

Answer: c) polarized light

Explanation: An optically active substance is one which can
rotate the plane of polarisation of plane polarised light.
Q.10. According to perspective formula, the
solid wedge indicates the group which is
a) Towards reader
b) Away from reader
c) On the plane of paper
d) None of the above

Answer: a) Towards reader

Q.11. Optically active molecules which rotate
plane-polarized light in a counterclockwise
direction are said to be:
a) Levorotary
b) R configuration
c) Dextrorotary
d) S configuration

Answer: a) Levorotary
 Q.12. Assign R or S configuration to the
chiral carbon marked with an asterisk

a) R
b) S
c) R,S
d) All

Answer: R configuration
 Q.13. (R)-(+)-Glyceraldehyde:

a) is levorotary
b) rotates plane-polarized light in a
counterclockwise direction
c) rotates plane-polarized light in a clockwise
direction
d) is racemic

Answer: c) rotates plane-polarized light in a

clockwise direction
Explanation: +/- configuration refers to the direction of
rotation of plane-polarized light
Q.14. What is the stereochemistry of the
following compound

a) R
b) S
c) Meso
d) Not Chiral

Answer: d) not chiral

Explanation: If there are two identical substituents on

a carbon, it is not chiral
Q.15. Which of the following groups has the
highest priority according to the Cahn-Ingold-
Prelog sequence rules?
a) CH3
b) CH2Cl
c) CH2OH
d) CHO

Answer: b) CH2Cl
Q.16. Which of the following groups has the
highest priority according to the Cahn-Ingold-
Prelog sequence rules?

a) C≡CH
b) CH=CH2
c) CH(OH)CH3
d) CH2CH2OH

Answer: c) CH(OH)CH3
Q.17. Which of the following has the (R) configuration
a) b)

c) d)

Answer: a)
Q.18. Would the following compound have an enantiomer

a) yes, cis trans isomerism

b) No isomerism
c) yes, atropisomers
d) None of the above

Answer: c) yes, atropisomers

Explanation: Consider the steric bulk of the phenyl groups. They hold
the molecule in place
Such stereoisomers that can be interconverted through a single bond
rotation are called atropisomers
Q.19. Which of the following definitions of an asymmeric reaction
is the most accurate?

a) A reaction that creates a new chiral centre in the product

b) A reaction that involves a chiral reagent.
c) A reaction which creates a new chiral centre with selectivity for
one enantiomer/diasatereoisomer over another.
d) A reaction that is carried out on an asymmetric starting
material

Answer: c) A reaction which creates a new chiral

centre with selectivity for one enantiomer/
diasatereoisomer over another.
Q.20. What is meant by a reaction going in 94% enantiomeric
excess?
a) The product contains 94% of one enantiomer and 6% of the
other enantiomer
b) The product contains 94% of one enantiomer and 6% of other
products
c) The product contains an enantiomer which is 94% pure.
d) The product contains 97% of one enantiomer and 3% of the
other enantiomer

Answer d) The product contains 97% of one

enantiomer and 3% of the other enantiomer
Explanation: A 94% enantimeric excess means that there is 94% of one
enantiomer to 6% of the racemate. Therefore, the ratio of enantiomers
will be 97% to 3%.
Q.21. What is the correct term for a 50:50 mixture of two
enantiomers?

a) cis/trans mixture
b) mirror image mixture
c) chiral mixture
d) racemic mixture

Answer: d) racemic mixture

Q.22. The two enantiomers of 2-methyl-1-butanol have the
specific rotations shown below their structures. What is the
specific rotation of a racemic mixture of 2-methyl-1-butanol?

a) +5.75 degrees
b) -5.75 degrees
c) 2.875 degrees
d) 0 degrees

Answer d) 0 degrees
Explanation: racemic mixture are optically inactive
Q.23. 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) Meso compounds are externally

compensated
Explanation: Meso compounds are internally compensated form
whereas racemic mixtures are externally compensated
modification. All the other options are correct.
Q.24. 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) Meso compound possess either

plane or centre of symmetry
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.
Q.25. Which of the following is not a priority rule for R, S-
Configuration?

a) 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
b) If the two atoms attached to chiral centre are same, the atoms
attached to each of these first atoms are compared
c) When there is a double bond or triple bond, both atoms are
considered to be duplicated or triplicated
d) If the four atoms attached to the chiral centre are all different,
priority depends on atomic number, with the atom of higher
atomic numbers getting lower priority

Answer: d) If the four atoms attached to the chiral centre are all
different, priority depends on atomic number, with the atom
of higher atomic numbers getting lower priority
Q.26. When a racemic modification is separated into its
constituent enantiomers the process is known as

a) Resolution
b) Racemisation
c) Modification
d) Epimerisation

Answer: a) Resolution

Explanation: The process of separating of a racemic mixture into d

and l enantiomers is called. Resolution refers to method of
separating a racemic mixture into its enantiomeric constituents.
Q.27. The separation of racemic mixture back into d and l
isomers is known as resolution. It can be done by

a) Mechanical method
b) Biochemical method using enzymes
c) Chemical method (salt formation).
d) All of the above

Answer: d) All of the above

Q.28. 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) Molecules which do not have non-

superimposable mirror images
Q.29. Which is absolutely correct?

a) d,l notation is relative configuration

b) R, S notation is absolute configuration
c) both of the above
d) None of the mentioned

Answer: b) R, S notation is absolute

configuration

Explanation: D/L is relative cofiguration while d/l is donating

just direction of rotation of plan of light
Q.30. Which is correct regarding products formed in reactions
of chiral molecule?

a) Inversion reaction: product have opposite configuration

than substrate

b) Retention reaction: : product have same configuration than

substrate

c) Racemisation reaction: have both configuration (racemic

mixture)

d) All of the above

Answer: d) All of the above

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