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The product B formed in the following reaction sequence is :
Reaction sequence diagram for Q34 - JEE Main 2025
The image outlines an addition reaction followed by substitution using silver cyanide.

Solution & Explanation

### Related Formula Markovnikov addition of HCl across an alkene: R-CH=CH_2 + HCl rightarrow R-CHCl-CH_3 Nucleophilic substitution with AgCN favors coordinate carbon bonding over nitrogen, yielding covalent isocyanides (R-NC). ### Core Logic Step 1: The starting material contains a double bond. Treating it with HCl leads to addition. According to Markovnikov's rule, the chloride ion attaches to the secondary position, creating chloride intermediate [A]. Step 2: Compound [A] reacts with AgCN. Since AgCN is covalent, the lone pair on nitrogen acts as the attacking nucleophile, leading to substitution with an isocyanide group (-NC) rather than a cyanide group (-CN). ### Step 1: Structural Synthesis The intermediate [A] possesses a chlorine atom at the secondary carbon position. Substituting this chlorine with -NC provides the product corresponding to option (4).
Detailed mechanism step for reaction sequence of Q34
The image outlines an addition reaction followed by substitution using silver cyanide.
### Pattern Recognition Distinguish between ionic vs covalent cyanide sources: - KCN / NaCN implies forms alkyl nitriles (R-CN) - AgCN implies forms alkyl isocyanides (R-NC) ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes

Reference Study Guides

More Haloalkanes and Haloarenes Previous-Year Questions — Page 2

Q29 2025 Alkaline Hydrolysis and NGP
Given below are two statements : Statement I: mathrmEt_2mathrmN-mathrmCH_2-mathrmCH_2-mathrmCl will undergo alkaline hydrolysis at a faster rate than mathrmEt_2mathrmCH-mathrmCH_2-mathrmCl. Statement II: In mathrmEt_2mathrmN-mathrmCH_2-mathrmCH_2-mathrmCl, 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:
  • A. textBoth Statement I and Statement II are incorrect
  • B. textStatement I is incorrect but statement II is correct
  • C. textBoth Statement I and Statement II are correct
  • D. textStatement I is correct but Statement II is incorrect

Solution

### Core Logic 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. ### Pattern Recognition Sees: Nitrogen with lone pair beta to a leaving group. Shortcut: NGP (Neighboring Group Participation) accelerates substitution dramatically via intramolecular assistance. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q39 2025 Ambident Nucleophiles Reactions
The products A and B in the following reactions, respectively are mathrm A xleftarrow mathrm A g - mathrm N O _ 2 mathrm C H _ 3 - mathrm C H _ 2 - mathrm C H _ 2 - mathrm B r xrightarrow mathrm A g C N mathrm B
  • A. mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmONO, mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmNC
  • B. mathrmCH_3mathrm-CH_2mathrm-CH_2mathrm-ONO, mathrmCH_3mathrm-CH_2mathrm-CH_2mathrm-CN
  • C. mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmNO_2, mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmCN
  • D. mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmNO_2, mathrmCH_3 - mathrmCH_2 - mathrmCH_2 - mathrmNC

Solution

### Core Logic Both silver reagents exhibit significantly covalent bond characters: - Reaction with mathrmAgNO_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: mathrmA = mathrmCH_3-mathrmCH_2-mathrmCH_2-mathrmNO_2 - Reaction with mathrmAgCN: The covalent mathrmAg-mathrmC bond directs the nucleophilic attack to proceed through the lone pair on nitrogen, yielding an isocyanide compound: mathrmB = mathrmCH_3-mathrmCH_2-mathrmCH_2-mathrmNC Hence, option (4) represents the correct combination. ### Pattern Recognition Sees: Alkyl halide reacting with covalent silver salts of ambident anions. Shortcut: Silver reagents (mathrmAgCN or mathrmAgNO_2) drive bond formatting via the nitrogen center, producing isocyanides and nitroalkanes respectively. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q31 2025 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 beta-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 textR-Cl + KOH_text(aq) rightarrow textR-OH + KCl quad (S_Ntext Nucleophilic Substitution) textR-CH_2text-CH_2text-Cl + KOH_text(alc) rightarrow textR-CH=textCH_2 + KCl + H_2O quad (E2text Elimination) ### Core Logic - **Statement I is incorrect:** Treatment of alkyl chlorides with aqueous KOH yields alcohols via a **nucleophilic substitution (S_N) reaction**, not an elimination reaction. - **Statement II is correct:** Alcoholic KOH acts as a strong base (R-O^- ions present), which preferentially abstracts a proton from the 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 beta-hydrogens). ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q32 2025 Nucleophilic Aromatic Substitution
Match List-I with List-II.
List-I (Conversion) List-II (Reagents, Conditions used) [cite: 248, 249]
(A) Chlorobenzene ightarrow Phenol(I) textWarm, textH_2textO
(B) p-Nitrochlorobenzene ightarrow p-Nitrophenol(II) (a) textNaOH, 368text K; (b) textH3textO^+ (C) 2,4-Dinitrochlorobenzene ightarrow 2,4-Dinitrophenol(III) (a) textNaOH, 443text K; (b) textH_3textO^+ (D) 2,4,6-Trinitrochlorobenzene ightarrow 2,4,6-Trinitrophenol(IV) (a) textNaOH, 623text K, 300text atm; (b) textH_3textO^+ Choose the correct answer from the options given below:
  • A. text(A)-(II), (B)-(III), (C)-(I), (D)-(IV)
  • B. text(A)-(III), (B)-(IV), (C)-(II), (D)-(I)
  • C. text(A)-(IV), (B)-(III), (C)-(II), (D)-(I)
  • D. text(A)-(IV), (B)-(III), (C)-(I), (D)-(II)

Solution

### Related Formula textRate of S_NtextAr propto textNumber 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 textC-Cl bond. However, the presence of strong electron-withdrawing groups (-textNO_2) at ortho and para positions dramatically increases reactivity by stabilizing the intermediate carbanion: - (A) Chlorobenzene: Needs extreme conditions: textNaOH at 623text K, 300text atm (Dow's Process) ightarrow (IV) - (B) p-Nitrochlorobenzene: One para -textNO_2 group softens required temperature to 443text K ightarrow (III) - (C) 2,4-Dinitrochlorobenzene: Two electron-withdrawing groups lower needed temperature further to 368text K ightarrow (II) - (D) 2,4,6-Trinitrochlorobenzene: Highly activated picryl chloride hydrolyzes smoothly with just warm water ightarrow (I) ### Step 1: Final Match Alignment Matching sequences cleanly yields: (A)-(IV), (B)-(III), (C)-(II), (D)-(I). ### Pattern Recognition The more -textNO_2 groups present on the ring, the less aggressive the reagent/temperature setup required. Count -textNO_2 groups: 0 ightarrow 623textK, 1 ightarrow 443textK, 2 ightarrow 368textK, 3 ightarrow textwarm water. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q42 2025 Physical Properties of Dihalobenzenes
Given below are two statements: Statement (I):
Physical Properties of Dihalobenzenes diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
is more polar than
Physical Properties of Dihalobenzenes diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
. Statement (II): Boiling point of
Physical Properties of Dihalobenzenes diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
is lower than the ortho-isomer, but it is more polar than the meta-isomer. In the light of the above statements, choose the most appropriate answer from the options given below:
  • A. textStatement I is correct but statement II is incorrect
  • B. textStatement I is incorrect but statement II is correct
  • C. textBoth statement I and statement II are incorrect
  • D. textBoth statement I and statement II are correct

Solution

### Related Formula mutextnet = sqrtmu_1^2 + mu_2^2 + 2mu_1mu_2costheta textBoiling point propto textDipole-dipole interactions + textVan der Waals forces ### Core Logic Let's analyze the visual structures alongside their scientific orientations: - Statement (I) compares 1,2-dichlorobenzene and 1,2-dibromobenzene. Chlorine has a higher electronegativity than bromine, creating a larger bond dipole. The vacant d-orbital interactions do not invert this baseline dipole trend. Thus, 1,2-dichlorobenzene is more polar, making Statement I correct. - Statement (II) evaluates dihalobenzene isomers. For the para-isomer, individual bond dipoles are oriented at 180^circ, cancelling out completely: mutextpara = 0 Since mu_textmeta > 0, the para-isomer is *less* polar than the meta-isomer. This directly falsifies Statement II. ### Step 1: Spatial Alignments The geometric configurations map out as follows:
Physical Properties of Isomers vector diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
Physical Properties of Isomers vector diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
Physical Properties of Isomers vector diagram for Q42 - JEE Main 2025 Evening
The structural layouts show ortho and para halobenzene isomers (1,2-dichlorobenzene vs 1,2-dibromobenzene, and para-dibromobenzene).
Hence, Statement I is correct, but Statement II is incorrect. ### Pattern Recognition Dipole tracking rule: Para-substituted benzenes with identical groups possess a structural center of inversion, guaranteeing a net dipole moment of exactly zero (mu = 0). They can never be more polar than any asymmetric ortho or meta structural isomer. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes

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