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JEE Chemistry
Organic Chemistry

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

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Difficulty: All Easy Medium Hard 11–20 of 49
Topics in JEE Chemistry
Q.11 Medium Organic Chemistry
In the nitration of anisole (C6H5-O-CH3), the major product is:
A 2-nitroanisole
B 3-nitroanisole
C 4-nitroanisole
D 2,4-dinitroanisole
Correct Answer:  A. 2-nitroanisole
EXPLANATION

Methoxy group is ortho-para directing and activating. Due to steric hindrance at para position, 2-nitroanisole is the major product.

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Q.12 Medium Organic Chemistry
Which of the following compounds will not give a positive Iodoform test?
A CH3-CH2-CH(OH)-CH3
B CH3-CO-CH3
C C6H5-CH2-CH(OH)-CH3
D CH3-CH2-OH
Correct Answer:  D. CH3-CH2-OH
EXPLANATION

Iodoform test requires either a methyl ketone (COCH3) or secondary alcohol with CH3 adjacent to CHOH. Ethanol has no such structure.

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Q.13 Medium Organic Chemistry
The pKa of phenol (C6H5OH) is approximately 10, while that of aliphatic alcohol is around 16. This difference is due to:
A Greater electronegativity of aromatic carbon
B Resonance stabilization of phenoxide ion through benzene ring
C Inductive effect of benzene ring
D Hydrogen bonding in phenol
Correct Answer:  B. Resonance stabilization of phenoxide ion through benzene ring
EXPLANATION

Phenoxide ion is stabilized by resonance with the benzene ring, making phenol more acidic than aliphatic alcohols.

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Q.14 Medium Organic Chemistry
In the Friedel-Crafts alkylation of benzene with 1-chloropropane and AlCl3, the major product is isopropylbenzene due to:
A Formation of secondary carbocation which rearranges to tertiary
B Direct formation of tertiary carbocation
C SN2 mechanism preference
D Formation of primary carbocation
Correct Answer:  A. Formation of secondary carbocation which rearranges to tertiary
EXPLANATION

Primary carbocation rearranges via hydride shift to form more stable secondary carbocation, which then forms isopropylbenzene.

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Q.15 Medium Organic Chemistry
The Wittig reaction converts a carbonyl compound into:
A An amine
B An alkene
C An alcohol
D An ether
Correct Answer:  B. An alkene
EXPLANATION

The Wittig reaction uses a phosphonium ylide to convert carbonyl compounds (aldehydes and ketones) to alkenes. It's valuable for forming C=C double bonds with defined positions.

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Q.16 Medium Organic Chemistry
In the reaction of acetylene with HgSO4/H2SO4, the product is:
A Acetaldehyde
B Ethanol
C Acetic acid
D Acetone
Correct Answer:  A. Acetaldehyde
EXPLANATION

This is the hydration of alkynes using Hg2+ catalyst. Acetylene (HC≡CH) undergoes hydration to form acetaldehyde (CH3CHO) via enol intermediate, which tautomerizes.

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Q.17 Medium Organic Chemistry
Which of the following is the correct order of acidity for carboxylic acids?
A Formic > Acetic > Propionic
B Acetic > Formic > Propionic
C Propionic > Acetic > Formic
D All are equally acidic
Correct Answer:  A. Formic > Acetic > Propionic
EXPLANATION

As alkyl chain length increases, the electron-donating effect of the alkyl group increases, destabilizing the conjugate base carboxylate ion. Thus, formic acid (no alkyl group) is most acidic.

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Q.18 Medium Organic Chemistry
The stereochemistry of an SN2 reaction is:
A Retention of configuration
B Complete inversion of configuration
C Racemization
D Random stereochemistry
Correct Answer:  B. Complete inversion of configuration
EXPLANATION

SN2 is a one-step bimolecular mechanism where the nucleophile attacks from the back side of the carbon bearing the leaving group, resulting in complete (Walden) inversion of configuration.

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Q.19 Medium Organic Chemistry
In the oxidation of primary alcohols using K2Cr2O7/H2SO4, the final product is:
A An aldehyde
B A carboxylic acid
C A ketone
D An ester
Correct Answer:  B. A carboxylic acid
EXPLANATION

K2Cr2O7 in acidic medium is a strong oxidizing agent that oxidizes primary alcohols first to aldehydes, then further oxidizes the aldehyde to carboxylic acids.

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Q.20 Medium Organic Chemistry
When 2-methylpropene reacts with cold dilute KMnO4, the product is:
A Acetone and methanol
B 2-methylpropane-1,2-diol
C Propanoic acid
D 2-methylpropanol
Correct Answer:  B. 2-methylpropane-1,2-diol
EXPLANATION

Cold dilute KMnO4 causes hydroxylation of alkenes to form vicinal diols via syn addition. 2-methylpropene forms 2-methylpropane-1,2-diol (geminal diol arrangement on same carbon after rearrangement).

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