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JEE Chemistry
Organic Chemistry

Chemistry questions for JEE Main — Physical, Organic, Inorganic Chemistry.

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Topics in JEE Chemistry
Q.81 Medium Organic Chemistry
In the bromination of benzene, the role of FeBr3 is to:
A Act as a nucleophile
B Generate Br+ (bromonium ion) as electrophile
C Act as a reducing agent
D Increase solubility of Br2
Correct Answer:  B. Generate Br+ (bromonium ion) as electrophile
EXPLANATION

FeBr3 is a Lewis acid that polarizes Br2, generating Br+ (bromonium ion) which acts as the electrophile in electrophilic aromatic substitution of benzene.

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Which set of reagents can convert benzene to toluene in one step?
A CH3Cl + AlCl3
B CH3OH + H2SO4
C CH3-CH2-Cl + AlCl3
D CH3I + FeBr3
Correct Answer:  A. CH3Cl + AlCl3
EXPLANATION

Friedel-Crafts alkylation using CH3Cl with AlCl3 as Lewis acid catalyst converts benzene to toluene. This is the standard industrial method for alkylbenzene synthesis.

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Q.83 Medium Organic Chemistry
The esterification reaction is catalyzed by:
A Base catalyst
B Acid catalyst
C Lewis acid
D Nucleophile
Correct Answer:  B. Acid catalyst
EXPLANATION

Esterification (Fischer esterification) requires acid catalyst (H2SO4 or HCl) which protonates the carbonyl oxygen, increasing electrophilicity and facilitating nucleophilic attack by alcohol.

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The compound that will undergo decarboxylation easily is:
A Benzoic acid
B Acetic acid
C β-Ketoacid (like acetoacetic acid)
D Formic acid
Correct Answer:  C. β-Ketoacid (like acetoacetic acid)
EXPLANATION

β-Ketoacids (RCOCH2COOH) undergo easy decarboxylation through a six-membered transition state, producing ketones. This is more facile than decarboxylation of regular carboxylic acids.

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Q.85 Medium Organic Chemistry
Grignard reagent reacts with CO2 to give:
A Primary alcohol
B Secondary alcohol
C Carboxylic acid
D Aldehyde
Correct Answer:  C. Carboxylic acid
EXPLANATION

RMgX + CO2 → RMgX-O2C- → RCOO- MgX+ → RCOOH (after acidification). This is a classic method for carboxylic acid synthesis.

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The most stable conformation of ethane is:
A Eclipsed
B Staggered
C Gauche
D All are equally stable
Correct Answer:  B. Staggered
EXPLANATION

In staggered conformation, bonds are maximally separated reducing electron-electron repulsion and torsional strain. Staggered is most stable with ~12 kJ/mol lower energy than eclipsed.

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Which of the following will give a positive iodoform test?
A Pentan-1-ol
B Pentan-2-ol
C Pentan-3-ol
D 2-methylbutan-1-ol
Correct Answer:  B. Pentan-2-ol
EXPLANATION

Iodoform test requires CH3CO- group. Pentan-2-ol (CH3CH2CH(OH)CH3) can be oxidized to CH3COCH2CH3 which contains the required methyl ketone group.

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Q.88 Medium Organic Chemistry
The acidity order of carboxylic acids is:
A Formic > Acetic > Propionic
B Acetic > Formic > Propionic
C Propionic > Acetic > Formic
D All have equal acidity
Correct Answer:  A. Formic > Acetic > Propionic
EXPLANATION

Formic acid is most acidic (Ka = 1.8×10-4) due to favorable +I effect of hydrogen. Acidity decreases with increasing alkyl chain length due to +I effect: Formic > Acetic > Propionic.

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In Friedel-Crafts alkylation, the reactivity of alkyl halides follows:
A Primary > Secondary > Tertiary
B Tertiary > Secondary > Primary
C Primary > Tertiary > Secondary
D All are equally reactive
Correct Answer:  B. Tertiary > Secondary > Primary
EXPLANATION

F-C alkylation proceeds via carbocation formation. Tertiary carbocations are most stable, followed by secondary, then primary. Reactivity: Tertiary > Secondary > Primary.

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Q.90 Medium Organic Chemistry
The rate of SN1 reaction is independent of:
A Nature of solvent
B Concentration of nucleophile
C Stability of carbocation
D Temperature
Correct Answer:  B. Concentration of nucleophile
EXPLANATION

SN1 is a unimolecular reaction with rate = k[R-X]. It is first-order with respect to alkyl halide only, independent of nucleophile concentration.

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