BoardChemistry

Organic Chemistry: Some Basic Principles and Techniques

27 Board Chemistry previous year questions on Organic Chemistry: Some Basic Principles and Techniques — options free on every question; 3 include the answer & explanation free, the rest unlock with PYQ Pass.

Q1 FREE PREVIEW
PYQ

Methyl group attached to a positively charged carbon atom stabilizes the carbocation due to

[Re-NEET 2024]

a

- I inductive effect

b

electromeric effect

c

hyperconjugation

d

mesomeric effect

✓ Correct answer: c)

hyperconjugation

Explanation

A methyl group adjacent to a carbocation donates electron density via hyperconjugation (overlap of σ–C–H orbitals with the vacant p orbital) and

+ Inductive effect. This stabilizes the positively charged center.

Q2 FREE PREVIEW
PYQ

Consider the given statements and select the correct option (memory based jee mains shift-2 29/01/2025)

Statement-1: In partition chromatography, a thin film of liquid acts as stationary phase

Statement-2: Paper chromatography is not a type of partition chromatography

a

Statement-1 is correct, statement-2 is incorrect

b

Statement-1 is incorrect, statement-2 is correct

c

Statement-1 and statement-2 both are incorrect

d

Statement-1 and statement-2 both are correct

✓ Correct answer: a)

Statement-1 is correct, statement-2 is incorrect

Explanation

Statement-1 is correct: In partition chromatography, the stationary phase is a thin film of liquid on a solid support.

Statement-2 is incorrect: Paper chromatography is a type of partition chromatography where water trapped in cellulose fibers acts as the stationary phase.

Thus, the correct answer is Option A.

Q3 FREE PREVIEW
PYQ

The interaction between \(\pi\) bond and lone pair of electrons present on an adjacent atom is responsible for

[JEE Main 2024, 29 Jan (Shift 1)]

a

Resonance effect

b

Hyperconjugation

c

Inductive effect

d

Electromeric effect

✓ Correct answer: a)

Resonance effect

Explanation

Correct Option: A – Resonance effect

Explanation:

The resonance effect arises when there is a π bond (double bond) and a lone pair of electrons on an adjacent atom. This allows delocalization of electrons through overlapping p-orbitals, creating multiple contributing structures (resonating structures) for a molecule.

Example:

In phenol, the lone pair on oxygen interacts with the π electrons of the benzene ring, resulting in resonance.

So, the interaction between a π bond and a lone pair on an adjacent atom is characteristic of the resonance effect.

Q4
PYQ

Given below are two statements :

Statement (I): Nitrogen, sulphur, halogen and phosphorus present in an organic compound are detected by Lassaigne's Test.

Statement (II) : The elements present in the compound are converted from covalent form into ionic form by fusing the compound with Magnesium in Lassaigne's test.

In the light of the above statements, choose the correct answer from the options given below

a

Statement I is true but Statement II is false

b

Statement I is false but Statement II is true

c

Both Statement I and Statement II are true

d

Both Statement I and Statement II are false

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Q5
PYQ

Which of the following form most stable carbocation?

Memory Based Question 29/Jan/25 Evening shift

a

\({\left(\mathrm{Ph}\right)}_{3}C-\mathrm{Br}\)

b

\({\text{C}}_{6}{H}_{5}C{\mathrm{H}}_{2}\mathrm{Br}\)

c

\({\text{C}}_{6}{H}_{5}C\mathrm{H}(\mathrm{Br}){\mathrm{CH}}_{3}\)

d

\(\text{C}{H}_{3}C{\mathrm{H}}_{2}C{\mathrm{H}}_{2}{\mathrm{CH}}_{2}\mathrm{Br}\)

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Q6
PYQ

Mixture of 1 g each of chlorobenzene, aniline and benzoic acid is dissolved in 50 mL ethyl acetate and placed in a separating funnel, 5 M NaOH ( 30 mL ) was added in the same funnel. The funnel was shaken vigorously and then kept aside. The ethyl acetate layer in the funnel contains

[JEE Main 2025, 7 Apr (Shift 2)]

a

benzoic acid

b

benzoic acid and aniline

c

benzoic acid and chlorobenzene

d

chlorobenzene and aniline

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Q7
PYQ

Consider the given statements and select the correct option (memory based jee mains shift-2 29/01/2025)

Statement-1: In partition chromatography, a thin film of liquid acts as stationary phase

Statement-2: Paper chromatography is not a type of partition chromatography

a

Statement-1 is correct, statement-2 is incorrect

b

Statement-1 is incorrect, statement-2 is correct

c

Statement-1 and statement-2 both are incorrect

d

Statement-1 and statement-2 both are correct

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Q8
PYQ

The interaction between \(\pi\) bond and lone pair of electrons present on an adjacent atom is responsible for:

a

Electromeric effect

b

Hyperconjugation

c

Inductive effect

d

Resonance effect

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Q9
PYQ

What is the correct order of stability? (memory based jee mains shift-1 28/01/2025)

\(\left(\mathrm{I}\right){\mathrm{Ph}}_{3}{\mathrm{C}}^{+}\\ \left(\mathrm{II}\right){\mathrm{Ph}}_{2}{\mathrm{CH}}^{+}\\ \left(\mathrm{III}\right)\mathrm{Cyclotropylium}\mathrm{cation}\\ \left(\mathrm{IV}\right){\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\overset{+}{\mathrm{C}}{\mathrm{H}}_{2}{\mathrm{CH}}_{3}\)

a

III > I > II > IV

b

I > II > III > IV

c

II > III > IV > I

d

IV > I > II > III

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Q10
PYQ

Given below are two statements :
Statement (I) : In partition chromatography, stationary phase is thin film of liquid present in the inert support.
Statement (II) : In paper chromatography, the material of paper acts as a stationary phase. In the light of the above statements, choose the correct answer from the options given below :

[JEE Main 2025, 29 Jan (Shift 2)]

a

Statement I is true but Statement II is false

b

Statement I is false but Statement II is true

c

Both Statement I and Statement II are false

d

Both Statement I and Statement II are true

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Q11
PYQ

\(\\ \mathrm{COOH}{\mathrm{COOCH}}_{3}\\ {\mathrm{CH}}_{3}-\overset{|}{\mathrm{C}}\mathrm{H}-{\mathrm{CH}}_{2}-\overset{|}{\mathrm{C}}\mathrm{H}-{\mathrm{CH}}_{3}\)

The IUPAC name is ?

(Shift - I Memory Based JEE Mains 22/01/2025)

a

4-methoxycarboxy-2-methylpentanoic acid

b

3-methoxycarboxy-2-methylpentanoic acid

c

5-methoxycarboxy-2-methylpentanoic acid

d

2-methoxycarboxy-3-methylpentanoic acid

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Q12
PYQ

Given below are two statements. Select the correct option (JEE mains memory based shift-2 22/01/2025)

statement-1: Lassaigne test is used for detection of nitrogen, phosphorus, sulphur and halogens

statement-2: Lassaigne extract is made with magnesium metal

a

Both statement-1 and statement-2 are correct

b

Both statement-1 and statement-2 are incorrect

c

Statement-1 is correct, statement-2 is incorrect

d

Statement-1 is incorrect, statement-2 is correct

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Q13
PYQ

In Kjeldahl's method for estimation of nitrogen, CuSO4 acts as

a

reducing agent

b

catalytic agent

c

oxidizing agent

d

hydrolysis agent

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Q14
PYQ

How many of the following can act as nucleophile? (memory based jee mains shift-1 29/01/2025)

\(\mathrm{Ph}-\mathrm{SH},{\mathrm{OH}}^{-},{\mathrm{CH}}_{2}={\mathrm{CH}}_{2},{\left({\mathrm{CH}}_{3}\right)}_{2}\mathrm{C}=\mathrm{N}-{\mathrm{CH}}_{3}\\ {\mathrm{H}}_{3}{\mathrm{O}}^{+},{\mathrm{CH}}_{3}{\mathrm{COCH}}_{3},{\mathrm{CH}}_{3}-\mathrm{S}-{\mathrm{CH}}_{3}\)

a

5

b

6

c

4

d

7

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Q15
PYQ

Correct order of acidic strength will be

(i) n-butanol

(ii) 4-nitrophenol

(iii) 2,4-dinitrophenol

(iv) phenol

(Memory Based JEE Mains 22/01/2025 ,Shift -1)

a

(iii) > (ii) > (iv) > (i)

b

(iv) > (ii) > (iii) > (i)

c

(i) > (ii) > (iv) > (iii)

d

(ii) > (iii) > (iv) > (i)

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Q16
PYQ

Given below are two statements:
Statement I: In Lassaigne's test, the covalent organic molecules are transformed into ionic compounds.
Statement II: The sodium fusion extract of an organic compound having N and S gives Prussian blue colour with \({\mathrm{FeSO}}_{4}\mathrm{and}{\mathrm{Na}}_{4}\left[\mathrm{Fe}{(\mathrm{CN})}_{6}\right]\)

In the light of the above statements, choose the correct answer from the options given below

[JEE Main 2025, 23 Jan (Shift 1)]

a

Statement I is false but Statement II is true

b

Both Statement I and Statement II are false

c

Both Statement I and Statement II are true

d

Statement I is true but Statement II is false

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Q17
PYQ

On heating, some solid substances change from solid to vapour state without passing through liquid state. The technique used for the purification of such solid substances based on the above principle is known as

[NEET 2024]

a

Chromatography

b

Crystallization

c

Sublimation

d

Distillation

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Q18
PYQ

How many of the following can act as nucleophile? (memory based jee mains shift-1 29/01/2025)

\(\mathrm{Ph}-\mathrm{SH},{\mathrm{OH}}^{-},{\mathrm{CH}}_{2}={\mathrm{CH}}_{2},{\left({\mathrm{CH}}_{3}\right)}_{2}\mathrm{C}=\mathrm{N}-{\mathrm{CH}}_{3}\\ {\mathrm{H}}_{3}{\mathrm{O}}^{+},{\mathrm{CH}}_{3}{\mathrm{COCH}}_{3},{\mathrm{CH}}_{3}-\mathrm{S}-{\mathrm{CH}}_{3}\)

a

5

b

6

c

4

d

7

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Q19
PYQ

What is the correct order of stability? (memory based jee mains shift-1 28/01/2025)

\(\left(\mathrm{I}\right){\mathrm{Ph}}_{3}{\mathrm{C}}^{+}\\ \left(\mathrm{II}\right){\mathrm{Ph}}_{2}{\mathrm{CH}}^{+}\\ \left(\mathrm{III}\right)\mathrm{Cyclotropylium}\mathrm{cation}\\ \left(\mathrm{IV}\right){\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\overset{+}{\mathrm{C}}{\mathrm{H}}_{2}{\mathrm{CH}}_{3}\)

a

III > I > II > IV

b

I > II > III > IV

c

II > III > IV > I

d

IV > I > II > III

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Q20
PYQ

\(\\ \mathrm{COOH}{\mathrm{COOCH}}_{3}\\ {\mathrm{CH}}_{3}-\overset{|}{\mathrm{C}}\mathrm{H}-{\mathrm{CH}}_{2}-\overset{|}{\mathrm{C}}\mathrm{H}-{\mathrm{CH}}_{3}\)

The IUPAC name is ?

(Shift - I Memory Based JEE Mains 22/01/2025)

a

4-methoxycarboxy-2-methylpentanoic acid

b

3-methoxycarboxy-2-methylpentanoic acid

c

5-methoxycarboxy-2-methylpentanoic acid

d

2-methoxycarboxy-3-methylpentanoic acid

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Q21
PYQ

Given below are two statements. Select the correct option (JEE mains memory based shift-2 22/01/2025)

statement-1: Lassaigne test is used for detection of nitrogen, phosphorus, sulphur and halogens

statement-2: Lassaigne extract is made with magnesium metal

a

Both statement-1 and statement-2 are correct

b

Both statement-1 and statement-2 are incorrect

c

Statement-1 is correct, statement-2 is incorrect

d

Statement-1 is incorrect, statement-2 is correct

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Q22
PYQ

The interaction between \(\pi\) bond and lone pair of electrons present on an adjacent atom is responsible for:

a

Electromeric effect

b

Hyperconjugation

c

Inductive effect

d

Resonance effect

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Q23
PYQ

Statement I: Dumas method is used for estimation of "Nitrogen" in an organic compound.
Statement II: Dumas method involves the formation of ammonium sulphate by heating the organic compound with conc \({H}_{2}S{O}_{4}\)

a

Statement I is false but Statement II is true

b

Statement I is true but Statement II is false

c

Both Statement I and Statement II are false

d

Both Statement I and Statement II are true

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Q24
PYQ

The purification method based on the following physical transformation is :

\(\underset{(X)}{\text{ Solid }}\overset{\text{ Heat }}{\to }\underset{(X)}{\text{ Vapour }}\overset{\text{ Cool }}{\to }\underset{(X)}{\text{ Solid }}\)

[JEE Main 2025, 28 Jan (Shift 2)]

a

Sublimation

b

Crystallization

c

Extraction

d

Distillation

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Q25
PYQ

500 J of energy is transferred as heat to 0.5 mol of Argon gas at 298 K and 1.00 atm . The final temperature and the change in internal energy respectively are :
(Given : \(\mathrm{R}=8.3{\mathrm{JK}}^{-1}{\mathrm{mol}}^{-1}\))

a

378 K and 300 J

b

348 K and 300 J

c

368 K and 500 J

d

378 K and 500 J

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Q26
PYQ

Correct order of acidic strength will be

(i) n-butanol

(ii) 4-nitrophenol

(iii) 2,4-dinitrophenol

(iv) phenol

(Memory Based JEE Mains 22/01/2025 ,Shift -1)

a

(iii) > (ii) > (iv) > (i)

b

(iv) > (ii) > (iii) > (i)

c

(i) > (ii) > (iv) > (iii)

d

(ii) > (iii) > (iv) > (i)

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Q27
PYQ

Match the List-I with List-II.

List-I List-II
(A) Carbocation (I) Species that can supply a pair of electrons.
(B) C-Free radical (II) Species that can receive a pair of electrons.
(C) Nucleophile (III) sp2 hybridized carbon with empty p-orbital.
(D) Electrophile (IV) sp2/sp3 hybridized carbon with one unpaired electron.

Choose the correct answer from the options given below :

a

A-IV, B-II, C-III, D-I

b

A-II, B-III, C-I, D-IV

c

A-III, B-IV, C-II, D-I

d

A-III, B-IV, C-I, D-II

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