Chapter 8: Fundamentals of Organic Chemistry + Mechanism + Stereochemistry (Part-3)

Stereoisomers are compounds that have

A same molecular formula but different functional groups
B same molecular formula but different connectivity
C same molecular formula and same connectivity but different spatial arrangement
D different molecular formula

Optical isomerism arises due to

A plane of symmetry
B centre of symmetry
C chirality
D conjugation

A chiral carbon is one which is attached to

A four identical groups
B three identical and one different group
C four different groups
D two identical and two different groups

Which molecule is optically active

A CH₃–CH₂–CH₃
B CH₃–CH(OH)–CH₂–CH₃
C CH₃–CO–CH₃
D CH₂=CH₂

Enantiomers are

A diastereomers
B identical compounds
C non-superimposable mirror images
D geometrical isomers

Enantiomers have identical

A optical rotation
B melting point
C boiling point
D both B and C

A racemic mixture is

A optically active
B optically inactive due to internal compensation
C optically inactive due to external compensation
D chiral

The symbol (+) indicates

A clockwise rotation of plane-polarized light
B anticlockwise rotation
C R-configuration
D S-configuration

Which instrument is used to measure optical rotation

A spectrometer
B polarimeter
C colorimeter
D refractometer

Which compound shows internal compensation

A racemic mixture
B meso compound
C enantiomer
D diastereomer

A meso compound is

A chiral and optically active
B achiral but optically active
C achiral and optically inactive
D always racemic

Diastereomers differ in

A connectivity
B mirror image relation
C configuration at one or more chiral centers but not all
D molecular formula

Which pair represents diastereomers

A (+)- and (−)-lactic acid
B cis- and trans-2-butene
C CH₄ and C₂H₆
D R- and S-glyceraldehyde

Geometrical isomerism arises due to

A free rotation about C–C bond
B restricted rotation
C presence of chiral carbon
D resonance

Which compound shows geometrical isomerism

A ethene
B propene
C but-2-ene
D methane

Cis-isomer generally has

A lower dipole moment
B higher dipole moment
C same dipole moment as trans
D zero dipole moment

Which is more stable

A cis-2-butene
B trans-2-butene
C both equal
D ethene

Optical activity depends on

A temperature only
B pressure only
C molecular asymmetry
D molecular weight

Number of optical isomers for a compound with one chiral carbon is

A 1
B 2
C 3
D 4

Maximum number of stereoisomers for n chiral centers is

A
B 2ⁿ
C n!
D 2n

Different spatial arrangements obtained by rotation about single bond are called

A configurations
B isomers
C conformations
D enantiomers

Ethane conformations differ due to rotation about

A C=C bond
B C–C single bond
C C–H bond
D π-bond

The most stable conformation of ethane is

A eclipsed
B staggered
C gauche
D skew

Eclipsed conformation is unstable due to

A angle strain
B torsional strain
C steric strain only
D ring strain

Energy difference between staggered and eclipsed ethane is due to

A resonance
B hyperconjugation
C inductive effect
D hydrogen bonding

In Newman projection, front carbon is represented by

A dot
B circle
C square
D triangle

Butane shows maximum number of conformations equal to

A 2
B 3
C 4
D many

The most stable conformation of butane is

A eclipsed
B gauche
C anti
D skew

Gauche conformation of butane is less stable due to

A torsional strain only
B steric strain between CH₃ groups
C angle strain
D ring strain

Which conformation has highest energy in butane

A anti
B gauche
C eclipsed (CH₃–H)
D fully eclipsed (CH₃–CH₃)

Cyclohexane adopts chair conformation because

A it is planar
B it minimizes strain
C it maximizes angle strain
D it has π-bonds

In cyclohexane chair, axial bonds are

A parallel to ring plane
B perpendicular to ring plane
C inclined at 60°
D random

Equatorial bonds are

A perpendicular to plane
B parallel to plane
C inclined outward
D always upward

1,3-diaxial interaction causes

A angle strain
B steric strain
C torsional strain
D ring strain

Bulky substituent in cyclohexane prefers

A axial position
B equatorial position
C either position equally
D bridge position

Ring flip in cyclohexane interconverts

A axial ↔ equatorial
B cis ↔ trans
C R ↔ S
D chair ↔ boat

Boat conformation of cyclohexane is unstable due to

A angle strain only
B torsional strain only
C steric repulsion and torsional strain
D resonance

Which conformation has minimum energy in cyclohexane

A chair
B boat
C twist boat
D planar

Optical isomers rotate plane-polarized light due to

A resonance
B asymmetry
C conjugation
D hyperconjugation

Which is optically inactive

A chiral compound
B enantiomer
C racemic mixture
D pure (+) compound

Plane of symmetry makes a compound

A chiral
B optically active
C achiral
D dextrorotatory

Which compound has zero optical rotation

A pure enantiomer
B meso compound
C chiral compound
D R-isomer

A compound having two chiral centers may have meso form if

A centers are identical
B molecule has plane of symmetry
C both centers are R
D both centers are S

Cis–trans isomerism is also called

A optical isomerism
B structural isomerism
C geometrical isomerism
D conformational isomerism

Which has greater boiling point

A cis-isomer
B trans-isomer
C both same
D depends on solvent

Newman projection is used to study

A optical isomerism
B geometrical isomerism
C conformations
D resonance

Which interaction destabilizes axial methyl group in cyclohexane

A torsional strain
B angle strain
C 1,3-diaxial interaction
D resonance

Cyclopropane is unstable due to

A torsional strain
B angle strain
C steric strain
D resonance

Optical activity is measured in

A degrees
B joules
C pascal
D tesla

Correct statement is

A Conformations are isolable
B Enantiomers have different physical properties
C Chair form is most stable cyclohexane
D Cis isomer always more stable