Given below are two statements : Statement I: Et2N-CH2-CH2-Cl will undergo alkaline hydrolysis at a faster rate than Et2CH-CH2-Cl. Statement II: In Et2N-CH2-CH2-Cl, intramolecular substitution takes place first by involving lone pair of electrons on nitrogen. In the light of the above statements, choose the most appropriate answer from the options given below:

Statement I is correct because the nitrogen atom contains a lone pair situated at the beta-position relative to the chlorine atom, promoting Neighboring Group Participation (NGP). Statement II is correct because the lone pair on nitrogen attacks internally to kick out the chloride ion, forming a cyclic aziridinium ion intermediate. This quick intramolecular cyclization leads to an exceptionally rapid hydrolysis rate compared to standard aliphatic substitution. Sees: Nitrogen with lone pair beta to a leaving group. Shortcut: NGP (Neighboring Group Participation) accelerates substitution dramatically via intramolecular assistance. Class 12 Chemistry: Haloalkanes and Haloarenes

Given below are two statements : Statement I: Et2N-CH2-CH2-Cl will undergo alkaline hydrolysis at a faster rate than Et2CH-CH2-Cl. Statement II: In Et2N-CH2-CH2-Cl, intramolecular substitution takes p

Statement I is correct because the nitrogen atom contains a lone pair situated at the beta-position relative to the chlorine atom, promoting Neighboring Group Participation (NGP). Statement II is correct because the lone pair on nitrogen attacks internally to kick out the chloride ion, forming a cyclic aziridinium ion intermediate. This quick intramolecular cyclization leads to an exceptionally rapid hydrolysis rate compared to standard aliphatic substitution. Sees: Nitrogen with lone pair beta

Given below are two statements : Statement I: Et2N-CH2-CH2-Cl will undergo alkaline hydrolysis at a faster rate than Et2CH-CH2-Cl. Statement II: In Et2N-CH2-CH2-Cl, intramolecular substitution takes place first by involving lone pair of electrons on nitrogen. In the light of the above statements, choose the most appropriate answer from the options given below:

Statement I is correct because the nitrogen atom contains a lone pair situated at the beta-position relative to the chlorine atom, promoting Neighboring Group Participation (NGP). Statement II is correct because the lone pair on nitrogen attacks internally to kick out the chloride ion, forming a cyclic aziridinium ion intermediate. This quick intramolecular cyclization leads to an exceptionally rapid hydrolysis rate compared to standard aliphatic substitution. Sees: Nitrogen with lone pair beta to a leaving group. Shortcut: NGP (Neighboring Group Participation) accelerates substitution dramatically via intramolecular assistance. Class 12 Chemistry: Haloalkanes and Haloarenes

Given below are two statements : Statement I: Et2N-CH2-CH2-Cl will undergo alkaline hydrolysis at a faster rate than Et2CH-CH2-Cl. Statement II: In Et2N-CH2-CH2-Cl, intramolecular substitution takes p

Statement I is correct because the nitrogen atom contains a lone pair situated at the beta-position relative to the chlorine atom, promoting Neighboring Group Participation (NGP). Statement II is correct because the lone pair on nitrogen attacks internally to kick out the chloride ion, forming a cyclic aziridinium ion intermediate. This quick intramolecular cyclization leads to an exceptionally rapid hydrolysis rate compared to standard aliphatic substitution. Sees: Nitrogen with lone pair beta

Given below are two statements : Statement I: Et2N-CH2-CH2-Cl will undergo alkaline hydrolysis at a faster rate than…

Year	2026	2025	2024	Total
Questions	11	15	12	38

Q30 jee_main_2025_29_jan_evening Nucleophilic Substitution Mechanisms

Which among the following halides will generate the most stable carbocation in Nucleophilic substitution reaction?

A. Allylic halide option (1)
B. Secondary halide option (2)
C. Secondary benzylic halide option (3)
D. Triphenylmethyl halide option (4)

Solution

Core Logic

The mechanism of $SN1$ $S_N1$ substitution proceeds via carbocation intermediate formation. Option (4) gives a triphenylmethyl carbocation ( $Ph₃C⁺$ $Ph_{3}C^{+}$), which is exceptionally stable due to extensive delocalization of positive charge across three phenyl rings (resonance stabilization via 9 canonical structures).

Nucleophilic Substitution Mechanisms diagram for Q30 - JEE Main 2025 Evening

Step 1: Stability Comparison

Stability sequence:

Ph₃C⁺ > benzylic > allylic > alkyl carbocations

Pattern Recognition

Look for maximum phenyl groups attached directly to the carbon bearing the leaving group to maximize resonance contribution.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Q39 jee_main_2025_28_jan_morning Ambident Nucleophiles Reactions

The products A and B in the following reactions, respectively are

A A g - N O _ 2 C H _ 3 - C H _ 2 - C H _ 2 - B r A g C N B

A. $CH₃ - CH₂ - CH₂ - ONO, CH₃ - CH₂ - CH₂ - NC$
B. $CH₃-CH₂-CH₂-ONO, CH₃-CH₂-CH₂-CN$
C. $CH₃ - CH₂ - CH₂ - NO₂, CH₃ - CH₂ - CH₂ - CN$
D. $CH₃ - CH₂ - CH₂ - NO₂, CH₃ - CH₂ - CH₂ - NC$

Solution

Core Logic

Both silver reagents exhibit significantly covalent bond characters:

Reaction with $AgNO₂$ $\mathrm{AgNO}_2$: The bond between silver and oxygen is covalent, making the lone pair on the nitrogen atom the primary nucleophilic site. Attack via nitrogen yields a nitroalkane product:

A = CH₃-CH₂-CH₂-NO₂

Reaction with $AgCN$ $\mathrm{AgCN}$: The covalent $Ag-C$ $\mathrm{Ag}-\mathrm{C}$ bond directs the nucleophilic attack to proceed through the lone pair on nitrogen, yielding an isocyanide compound:

B = CH₃-CH₂-CH₂-NC

Hence, option (4) represents the correct combination.

Pattern Recognition

Sees: Alkyl halide reacting with covalent silver salts of ambident anions. Shortcut: Silver reagents ( $AgCN$ $\mathrm{AgCN}$ or $AgNO₂$ $\mathrm{AgNO}_2$) drive bond formatting via the nitrogen center, producing isocyanides and nitroalkanes respectively.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Q jee_main_2025_04_april_evening Substitution versus Elimination

Given below are two statements : Statement (I): Alcohols are formed when alkyl chlorides are treated with aqueous potassium hydroxide by elimination reaction. Statement (II) : In alcoholic potassium hydroxide, alkyl chlorides form alkenes by abstracting the hydrogen from the

β

-carbon. In the light of the above statements, choose the most appropriate answer from the options given below:

A. Both Statement I and Statement II are incorrect
B. Statement I is incorrect but Statement II is correct
C. Statement I is correct but Statement II is incorrect
D. Both Statement I and Statement II are correct.

Solution

Related Formula

R-Cl + KOH(aq) arrow R-OH + KCl (SN Nucleophilic Substitution)

R-CH₂-CH₂-Cl + KOH(alc) arrow R-CH=CH₂ + KCl + H₂O (E2 Elimination)

Core Logic

Statement I is incorrect: Treatment of alkyl chlorides with aqueous $KOH$ $KOH$ yields alcohols via a nucleophilic substitution ( $SN$ $S_N$) reaction, not an elimination reaction.
Statement II is correct: Alcoholic $KOH$ $KOH$ acts as a strong base ( $R-O^-$ $R-O^-$ ions present), which preferentially abstracts a proton from the $β$ $\beta$-carbon atom, leading to dehydrohalogenation to form an alkene via an elimination pathway.

Pattern Recognition

Remember: Aqueous medium = substitution (nucleophilic attack dominates due to highly hydrated, less basic hydroxide ions). Alcoholic medium = elimination (alkoxide acts as a bulky strong base to capture $β$ $\beta$-hydrogens).

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Q32 jee_main_2025_07_april_evening Nucleophilic Aromatic Substitution

Match List-I with List-II.

List-I (Conversion)	List-II (Reagents, Conditions used) [cite: 248, 249]
(A) Chlorobenzene $arrow$ $\rightarrow$ Phenol	(I) $Warm, H₂O$ $\text{Warm, } \text{H}_2\text{O}$
(B) p-Nitrochlorobenzene $arrow$ $\rightarrow$ p-Nitrophenol	(II) (a) $NaOH, 368 K$ $\text{NaOH, } 368\text{ K}$; (b) $H3O^+$ $\text{H}3\text{O}^+$	(C) 2,4-Dinitrochlorobenzene $arrow$ $\rightarrow$ 2,4-Dinitrophenol	(III) (a) $NaOH, 443 K$ $\text{NaOH, } 443\text{ K}$; (b) $H₃O^+$ $\text{H}_3\text{O}^+$	(D) 2,4,6-Trinitrochlorobenzene $arrow$ $\rightarrow$ 2,4,6-Trinitrophenol	(IV) (a) $NaOH, 623 K, 300 atm$ ; (b) $H₃O^+$ $\text{H}_3\text{O}^+$ Choose the correct answer from the options given below: A. $(A)-(II), (B)-(III), (C)-(I), (D)-(IV)$ B. $(A)-(III), (B)-(IV), (C)-(II), (D)-(I)$ C. $(A)-(IV), (B)-(III), (C)-(II), (D)-(I)$ D. $(A)-(IV), (B)-(III), (C)-(I), (D)-(II)$ Solution Related Formula $Rate of SNAr \propto Number of electron-withdrawing groups (-I, -M) at ortho/para positions$ Core Logic Aryl halides are generally unreactive towards nucleophilic substitution due to resonance stabilization of the $C-Cl$ $\text{C-Cl}$ bond. However, the presence of strong electron-withdrawing groups ( $-NO₂$ $-\text{NO}_2$) at ortho and para positions dramatically increases reactivity by stabilizing the intermediate carbanion: - (A) Chlorobenzene: Needs extreme conditions: $NaOH at 623 K, 300 atm$ (Dow's Process) $arrow$ $\rightarrow$ (IV) - (B) p-Nitrochlorobenzene: One para $-NO₂$ $-\text{NO}_2$ group softens required temperature to $443 K$ $443\text{ K}$ $arrow$ $\rightarrow$ (III) - (C) 2,4-Dinitrochlorobenzene: Two electron-withdrawing groups lower needed temperature further to $368 K$ $368\text{ K}$ $arrow$ $\rightarrow$ (II) - (D) 2,4,6-Trinitrochlorobenzene: Highly activated picryl chloride hydrolyzes smoothly with just warm water $arrow$ $\rightarrow$ (I) Step 1: Final Match Alignment Matching sequences cleanly yields: (A)-(IV), (B)-(III), (C)-(II), (D)-(I). Pattern Recognition The more $-NO₂$ $-\text{NO}_2$ groups present on the ring, the less aggressive the reagent/temperature setup required. Count $-NO₂$ $-\text{NO}_2$ groups: $0 arrow 623K$ $0 \rightarrow 623\text{K}$, $1 arrow 443K$ $1 \rightarrow 443\text{K}$, $2 arrow 368K$ $2 \rightarrow 368\text{K}$, $3 arrow warm water$ $3 \rightarrow \text{warm water}$. Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes ← Previous Page 4 of 8 Next → More Haloalkanes and Haloarenes Questions — jee_main_2025_28_jan_morning Practice all Haloalkanes and Haloarenes previous-year questions → The major product of the following reaction is: Which among the following halides will generate the most stable Match List-I with List-II. <div style="overflow-x: auto; margin: 1rem 0;"><table The product B formed in the following reaction sequence is The products A and B in the following reactions, respectively Given below are two statements: Statement (I): is more polar The structure of the major product formed in the following Given below are two statements : Statement-I: The conversion proceeds Consider the following sequence of reactions: Consider the above sequence The number of chlorine atoms present in the organic products A hydrocarbon ‘P’ ( ) on reaction with HCl gives Which of the following reaction is NOT correctly represented ? The correct order of reactivity of the following benzyl halides The correct order of reactivity of in methanol with the Match the List-I with List-II <div style="overflow-x: auto; margin: 1rem Given below are two statements: Statement I: High concentration of Given below are four compounds: (a) n-propyl chloride (b) iso-propyl The correct order of the rate of reaction of the Given below are two statements: Statement I : bond is As compared with chlorocyclohexane, which of the following statements correctly The dibromo compound [P] (molecular formula: ) when heated with Given below are two statement one is labeled as Assertion Consider all the structural isomers with molecular formula are separately The correct statement regarding nucleophilic substitution reaction in a chiral The total number of hydrogen atoms in product A and SYSTEM Syllabus Analysis & Trend Mapping Dashboard Chapter Trends Formula Recognition Questions Feed Weightage Rankbit System Rankbit Dashboard Chapter Trends Formula Recognition Questions Feed Weightage JEE Physics: Waves (+15.5%) \| Electrostatics: Concentric Shells (-29.7%) \| Modern Physics: Photoelectric Clones (+34.2%) \| Mathematics: Definite Integrals (+18.1%) \| Chemistry: Coordination Splitting (-11.4%) \| JEE Physics: Waves (+15.5%) \| Electrostatics: Concentric Shells (-29.7%) \| Modern Physics: Photoelectric Clones (+34.2%) \| Mathematics: Definite Integrals (+18.1%) \| Chemistry: Coordination Splitting (-11.4%) Rankbit The ultimate ecosystem for IIT JEE and COMEDK. 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List-I (Conversion)

List-II (Reagents, Conditions used) [cite: 248, 249]

(A) Chlorobenzene

arrow

Phenol

(I)

Warm, H₂O

(B) p-Nitrochlorobenzene

arrow

p-Nitrophenol

(II) (a)

NaOH, 368 K

; (b)

H3O^+

(C) 2,4-Dinitrochlorobenzene

arrow

2,4-Dinitrophenol

(III) (a)

NaOH, 443 K

; (b)

H₃O^+

(D) 2,4,6-Trinitrochlorobenzene

arrow

2,4,6-Trinitrophenol

(IV) (a)

NaOH, 623 K, 300 atm

; (b)

H₃O^+

Choose the correct answer from the options given below:

A. $(A)-(II), (B)-(III), (C)-(I), (D)-(IV)$
B. $(A)-(III), (B)-(IV), (C)-(II), (D)-(I)$
C. $(A)-(IV), (B)-(III), (C)-(II), (D)-(I)$
D. $(A)-(IV), (B)-(III), (C)-(I), (D)-(II)$

Solution

Related Formula

Rate of SNAr \propto Number of electron-withdrawing groups (-I, -M) at ortho/para positions

Core Logic

Aryl halides are generally unreactive towards nucleophilic substitution due to resonance stabilization of the $C-Cl$ $\text{C-Cl}$ bond. However, the presence of strong electron-withdrawing groups ( $-NO₂$ $-\text{NO}_2$) at ortho and para positions dramatically increases reactivity by stabilizing the intermediate carbanion:

- (A) Chlorobenzene: Needs extreme conditions: $NaOH at 623 K, 300 atm$ (Dow's Process) $arrow$ $\rightarrow$ (IV) - (B) p-Nitrochlorobenzene: One para $-NO₂$ $-\text{NO}_2$ group softens required temperature to $443 K$ $443\text{ K}$ $arrow$ $\rightarrow$ (III) - (C) 2,4-Dinitrochlorobenzene: Two electron-withdrawing groups lower needed temperature further to $368 K$ $368\text{ K}$ $arrow$ $\rightarrow$ (II) - (D) 2,4,6-Trinitrochlorobenzene: Highly activated picryl chloride hydrolyzes smoothly with just warm water $arrow$ $\rightarrow$ (I)

Step 1: Final Match Alignment

Matching sequences cleanly yields: (A)-(IV), (B)-(III), (C)-(II), (D)-(I).

Pattern Recognition

The more $-NO₂$ $-\text{NO}_2$ groups present on the ring, the less aggressive the reagent/temperature setup required. Count $-NO₂$ $-\text{NO}_2$ groups: $0 arrow 623K$ $0 \rightarrow 623\text{K}$, $1 arrow 443K$ $1 \rightarrow 443\text{K}$, $2 arrow 368K$ $2 \rightarrow 368\text{K}$, $3 arrow warm water$ $3 \rightarrow \text{warm water}$.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Solution & Explanation

Core Logic

Pattern Recognition

Chapter Mix

Reference Study Guides

More Haloalkanes and Haloarenes Previous-Year Questions — Page 4

Solution

Core Logic

Step 1: Stability Comparison

Pattern Recognition

Chapter Mix

Solution

Core Logic

Pattern Recognition

Chapter Mix

Solution

Related Formula

Core Logic

Pattern Recognition

Chapter Mix

Solution

Related Formula

Core Logic

Step 1: Final Match Alignment

Pattern Recognition

Chapter Mix

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More Haloalkanes and Haloarenes Previous-Year Questions — Page 4

Solution

Core Logic

Step 1: Stability Comparison

Pattern Recognition

Chapter Mix

Solution

Core Logic

Pattern Recognition

Chapter Mix

Solution

Related Formula

Core Logic

Pattern Recognition

Chapter Mix

Solution

Related Formula

Core Logic

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Pattern Recognition

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