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JEE Chemistry
Organic Chemistry

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

31 Q 5 Topics Take Mock Test
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Topics in JEE Chemistry
In the ozonolysis of 2-methylbut-2-ene, the number of organic products formed is:
A 1
B 2
C 3
D 4
Correct Answer:  B. 2
EXPLANATION

2-methylbut-2-ene: (CH3)2C=CH-CH3. Ozonolysis cleaves the C=C to give (CH3)2C=O (acetone) and CH3-CHO (acetaldehyde). Two different organic products are formed.

Test
In the Williamson ether synthesis, the reactivity order for nucleophilic substitution by alkoxide ions (RO-) follows which pattern?
A Primary > Secondary > Tertiary
B Tertiary > Secondary > Primary
C Secondary > Primary > Tertiary
D Primary ≈ Secondary ≈ Tertiary
Correct Answer:  A. Primary > Secondary > Tertiary
EXPLANATION

In Williamson ether synthesis, the alkoxide ion attacks via SN2 mechanism, which prefers primary alkyl halides due to less steric hindrance. Tertiary substrates don't react due to steric hindrance.

Test
The coupling constant (J) in 1H-NMR for vicinal coupling (3J) typically ranges from:
A 0-5 Hz
B 5-18 Hz
C 18-25 Hz
D 25-40 Hz
Correct Answer:  B. 5-18 Hz
EXPLANATION

Vicinal coupling (3J) between protons separated by 3 bonds typically has values of 6-18 Hz, with typical values around 7-8 Hz for anti-periplanar and 2-5 Hz for gauche conformations.

Test
In the oxidation of primary alcohols using PCC (pyridinium chlorochromate), the primary alcohol is converted to:
A Carboxylic acid
B Aldehyde
C Ketone
D Ester
Correct Answer:  B. Aldehyde
EXPLANATION

PCC is a mild oxidizing agent that oxidizes primary alcohols to aldehydes without further oxidation to carboxylic acids (unlike acidic KMnO4 or K2Cr2O7).

Test
Which of the following alkyl halides will give the fastest SN2 reaction with KOH in aqueous ethanol?
A (CH3)3C-Br
B CH3-CH2-CH2-Br
C CH3-CHBr-CH3
D CH2Br-CH3
Correct Answer:  D. CH2Br-CH3
EXPLANATION

SN2 reactions proceed fastest with primary alkyl halides due to minimal steric hindrance around the carbon bearing the leaving group. CH3CH2Br (primary) > CH3CHBrCH3 (secondary) > (CH3)3CBr (tertiary).

Test
In the nitration of toluene, the ortho and para isomers are major products because the methyl group is:
A Electron-withdrawing and meta-directing
B Electron-donating and ortho/para-directing
C Deactivating for electrophilic aromatic substitution
D Hyperconjugative and deactivating
Correct Answer:  B. Electron-donating and ortho/para-directing
EXPLANATION

The methyl group is electron-donating through inductive and hyperconjugative effects, making the benzene ring more electron-rich. This activates the ring for EAS and directs incoming electrophiles to ortho and para positions.

Test
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.

Test
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.

Test
Which reagent is used to distinguish between primary and secondary alcohols?
A Tollens reagent
B Lucas reagent
C Fehling reagent
D Schiff reagent
Correct Answer:  B. Lucas reagent
EXPLANATION

Lucas reagent (HCl + ZnCl2) forms turbidity with primary alcohols immediately, secondary alcohols after 5 minutes, and tertiary alcohols instantly with dehydration.

Test
The IUPAC name of (CH3)3C-CH2-OH is:
A 2-methyl-2-propanol
B 2,2-dimethyl-1-propanol
C 2,2-dimethylethanol
D neopentyl alcohol
Correct Answer:  B. 2,2-dimethyl-1-propanol
EXPLANATION

The structure has 5 carbons with main chain having OH at position 1 and two methyl groups at position 2. IUPAC name is 2,2-dimethyl-1-propanol.

Test
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