Chapter 8: Fundamentals of Organic Chemistry + Mechanism + Stereochemistry (Part-1)

Inductive effect in organic molecules is transmitted through

A π-bonds
B σ-bonds
C hydrogen bonds
D metallic bonds

The inductive effect decreases rapidly with increase in

A temperature
B molecular mass
C distance along carbon chain
D resonance energy

Which group shows the strongest −I effect

A –CH₃
B –OH
C –NO₂
D –C₂H₅

Which of the following groups shows +I effect

A –NO₂
B –CN
C –CH₃
D –COOH

Increasing +I effect generally increases

A acidity
B basicity
C electrophilicity
D electronegativity

Resonance effect involves the delocalization of

A σ-electrons
B nuclei
C π-electrons or lone pairs
D protons

Resonance structures differ from each other in the position of

A atoms
B σ-bonds
C electrons
D nuclei

The actual structure of a molecule showing resonance is

A one of the canonical forms
B a rapidly oscillating structure
C a resonance hybrid
D the least stable form

Which group shows a −R (−M) effect

A –NH₂
B –OH
C –NO₂
D –OCH₃

Which group shows a +R (+M) effect

A –NO₂
B –CN
C –NH₂
D –COOH

Hyperconjugation involves interaction between

A π–π orbitals
B σ(C–H) and adjacent π-system
C σ–σ orbitals
D lone pair–lone pair

Hyperconjugation is also known as

A mesomeric effect
B no-bond resonance
C electromeric effect
D field effect

Hyperconjugation stabilizes

A carbocations
B carbanions
C free radicals
D both A and C

Number of hyperconjugative structures depends on number of

A carbon atoms
B π-bonds
C adjacent C–H bonds
D lone pairs

Hyperconjugation is absent in

A ethyl carbocation
B methyl carbocation
C isopropyl carbocation
D tert-butyl carbocation

Order of carbocation stability due to hyperconjugation is

A 1° > 2° > 3°
B 2° > 1° > 3°
C 3° > 2° > 1°
D 1° > 3° > 2°

Which alkene is most stable

A ethene
B propene
C but-1-ene
D 2-methyl-2-butene

−I effect increases

A basicity
B acidity
C nucleophilicity
D electron density

Resonance effect is stronger than inductive effect because

A it acts through σ-bonds
B it is temporary
C it involves delocalization of electrons
D it acts only over short distance

Correct order of −I effect among halogens is

A F > Cl > Br > I
B I > Br > Cl > F
C Cl > F > Br > I
D Br > Cl > F > I

Hyperconjugation requires the presence of

A lone pair
B π-bond
C α-hydrogen
D triple bond

Which effect explains o,p-directing nature of –OH group

A −I effect
B +R effect
C hyperconjugation
D steric effect

Stability of resonance hybrid is

A equal to most stable structure
B less than any structure
C greater than any individual structure
D equal to average of structures

Which group decreases electron density on benzene ring

A –NH₂
B –OCH₃
C –CH₃
D –NO₂

Hyperconjugation explains

A acidity of phenol
B stability of alkenes
C aromaticity of benzene
D inductive effect

Which effect operates only in conjugated systems

A inductive
B hyperconjugation
C resonance
D steric

Alkyl groups are

A electron withdrawing
B electron donating
C neutral
D −R groups

Which statement is correct

A Inductive effect is temporary
B Resonance effect is permanent
C Hyperconjugation requires lone pair
D Inductive acts through π-bonds

Most stable carbocation is

A CH₃⁺
B C₂H₅⁺
C (CH₃)₂CH⁺
D (CH₃)₃C⁺

Inductive effect is strongest through

A double bond
B triple bond
C single bond
D hydrogen bond

Which effect explains decreasing basicity of amines in water

A inductive
B resonance
C solvation
D hyperconjugation

Resonance energy represents

A bond energy
B stabilization due to resonance
C kinetic energy
D entropy change

Hyperconjugation increases stability by

A increasing bond length
B electron donation
C proton transfer
D sigma bond cleavage

Which compound shows maximum hyperconjugation

A CH₂=CH₂
B CH₃–CH=CH₂
C (CH₃)₂C=CH₂
D (CH₃)₂C=C(CH₃)₂

Inductive effect operates in

A saturated compounds only
B unsaturated compounds only
C both saturated and unsaturated
D aromatic compounds only

Resonance structures must have same

A number of atoms
B energy
C stability
D charge distribution

Which group has strongest +R effect

A –CH₃
B –NH₂
C –Cl
D –COOH

Hyperconjugation is not observed in

A alkenes
B carbocations
C carbanions
D free radicals

Which effect explains stability of benzyl carbocation

A inductive
B resonance
C hyperconjugation
D steric

−R groups in benzene are generally

A o,p-directing
B meta-directing
C activating
D electron donating

Hyperconjugation increases with

A fewer α-hydrogens
B more α-hydrogens
C more electronegative atoms
D higher acidity

Which effect is permanent

A inductive
B electromeric
C resonance
D both A and C

The most electron withdrawing group is

A –CH₃
B –NH₂
C –NO₂
D –OCH₃

Hyperconjugation is maximum in

A ethene
B propene
C isobutene
D tetramethylethene

Inductive effect depends on

A electronegativity difference
B molecular geometry
C temperature
D pressure

Resonance cannot occur in

A benzene
B nitrobenzene
C ethane
D aniline

Which statement is incorrect

A Hyperconjugation stabilizes carbocations
B Resonance stabilizes benzene
C Inductive effect acts through π-bonds
D Alkyl groups show +I effect

The +I effect of alkyl groups increases in the order

A CH₃ < C₂H₅ < (CH₃)₂CH < (CH₃)₃C
B (CH₃)₃C < (CH₃)₂CH < C₂H₅ < CH₃
C CH₃ = C₂H₅ = (CH₃)₂CH
D random order

Which effect explains planarity of benzene

A inductive
B resonance
C hyperconjugation
D steric

Correct statement is

A Hyperconjugation and resonance are same
B Inductive effect is distance dependent
C Resonance effect is distance dependent
D Hyperconjugation acts through lone pairs only