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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:

Solution & Explanation

### 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

Reference Study Guides

More Haloalkanes and Haloarenes Previous-Year Questions

Q 2025 Chemical Reactions and Named Rules
Match List-I with List-II: beginarray|l|l| hline beginarrayc textbfList-I \\ textbf(Reaction) endarray & beginarrayc textbfList-II \\ textbf(Name of reaction) endarray \\ hline text(A) quad text2Ar-X + text2Na xrightarrowtextDry Ether textAr-Ar + text2NaX & text(I) quad textLucas reaction \\ hline text(B) quad mathrmArN_2^+X^- xrightarrowmathrmCu / HCl mathrmArCl + mathrmN_2 uparrow + mathrmCuX & text(II) quad textFinkelstein reaction \\ hline text(C) quad mathrmC_2H_5Br + mathrmNaI xrightarrowtextDry Acetone mathrmC_2H_5I + mathrmNaBr & text(III) quad textFittig reaction \\ hline text(D) quad mathrmCH_3C(OH)(CH_3)CH_3 xrightarrowmathrmHCl / ZnCl_2 mathrmCH_3C(Cl)(CH_3)CH_3 & text(IV) quad textGatterman reaction \\ hline endarray Choose the correct answer from the options given below:
  • A. text(A)-(III), (B)-(II), (C)-(IV), (D)-(I)
  • B. text(A)-(III), (B)-(IV), (C)-(II), (D)-(I)
  • C. text(A)-(IV), (B)-(III), (C)-(I), (D)-(II)
  • D. text(A)-(IV), (B)-(I), (C)-(II), (D)-(III)

Solution

### Related Formula textNamed Organic Transformations ### Core Logic Let us systematically match each reaction in List-I to its standardized organic reaction name in List-II: - **Reaction (A)**: Coupling of two aryl halides with sodium metal in dry ether to form biaryl is the classic **Fittig reaction** rightarrow **(III)**. - **Reaction (B)**: Conversion of benzene diazonium chloride to aryl halide using copper powder (mathrmCu) in halogen acids like mathrmHCl is the **Gatterman reaction** rightarrow **(IV)**. - **Reaction (C)**: Substitution of halogen in an alkyl halide with sodium iodide (mathrmNaI) in dry acetone solvent is the classic halogen exchange method called the **Finkelstein reaction** rightarrow **(II)**. - **Reaction (D)**: Replacement of the hydroxyl group in tertiary butyl alcohol with chlorine using conc. mathrmHCl in the presence of anhydrous mathrmZnCl_2 catalyst is the **Lucas reaction** rightarrow **(I)**. ### Step 1: Selection Combining the selections, the correct sequence is: **(A)-(III), (B)-(IV), (C)-(II), (D)-(I)** This maps directly to option (2). ### Pattern Recognition Named reaction matching questions are very straightforward. Keep a clear distinction between the Sandmeyer reaction (which uses cuprous halide, e.g. mathrmCu_2Cl_2) and the Gatterman reaction (which uses copper powder, mathrmCu). ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q48 2025 Elimination and Addition Reaction Sequences
Consider the following sequence of reactions: mathrmCH_3-CH_2-CH_2-CH(Br)-CH_3 xrightarrowtextalcoholic KOH mathrmP text (Major Product) xrightarrowmathrmBr_2 mathrmQ Consider the above sequence of reactions. 151~mathrmg of 2-bromopentane is made to react. Yield of major product mathrmP is 80\% whereas mathrmQ is 100\%. Mass of product mathrmQ obtained is _______ g. Given molar mass in mathrmg~mol^-1 H: 1, C: 12, O: 16, Br: 80
Numerical Answer. Answer: 184 to 184

Solution

### Related Formula textActual Yield = textTheoretical Yield times \% text Yield ### Core Logic Let us break down each chemical reaction step: - **Step 1**: 2-bromopentane undergoes dehydrohalogenation via an E2 mechanism using alcoholic mathrmKOH. According to Saytzeff's rule, the more substituted alkene is the major product. Thus, **pent-2-ene** is the major product mathrmP.
Chemical reaction showing elimination of 2-bromopentane to form pent-2-ene
Chemical reaction showing elimination of 2-bromopentane to form pent-2-ene
- **Step 2**: Pent-2-ene undergoes electrophilic bromination with liquid bromine (mathrmBr_2) to give **2,3-dibromopentane** (product mathrmQ):
Chemical reaction showing elimination of 2-bromopentane to form pent-2-ene
Chemical reaction showing elimination of 2-bromopentane to form pent-2-ene
### Step 1: Calculate Initial Moles of Reactant Calculate the molar mass of 2-bromopentane (mathrmC_5H_11Br): textMolar mass = 5(12) + 11(1) + 80 = 60 + 11 + 80 = 151~mathrmg~mol^-1 textInitial moles = frac151~mathrmg151~mathrmg~mol^-1 = 1~mathrmmol ### Step 2: Calculate Moles of Intermediate P and Q Since the yield of mathrmP is 80\%: textMoles of P formed = 1 times 0.80 = 0.8~mathrmmol Since the conversion of mathrmP rightarrow mathrmQ has a yield of 100\%, the mole count remains stoichiometric: textMoles of Q formed = 0.8 times 1.00 = 0.8~mathrmmol ### Step 3: Calculate Mass of Q Product mathrmQ is 2,3-dibromopentane (mathrmC_5H_10Br_2). Calculate its molar mass: textMolar mass of Q = 5(12) + 10(1) + 2(80) = 60 + 10 + 160 = 230~mathrmg~mol^-1 textMass of Q = 0.8 times 230 = 184~mathrmg ### Pattern Recognition Saytzeff vs Hofmann: Alcoholic mathrmKOH is a small, non-bulky base, which selectively targets the internal secondary proton to yield the thermodynamic trans-alkene (pent-2-ene) as the major product rather than the terminal 1-alkene. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q 2025 Reactions of Alkyl Halides and Alkyne Hydration
An optically active alkyl halide mathrmC_4H_9Br [A] reacts with hot KOH dissolved in ethanol and forms alkene [B] as major product which reacts with bromine to give dibromide [C]. The compound [C] is converted into a gas [D] upon reacting with alcoholic mathrmNaNH_2. During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333mathrmK to form compound [E]. The IUPAC name of compound [E] is :
  • A. (1)\ textBut-2-yne
  • B. (2)\ textButan-2-ol
  • C. (3)\ textButan-2-one
  • D. (4)\ textButan-1-al

Solution

### Related Formula Dehydrohalogenation via alcoholic KOH follows E2 elimination mechanism: mathrmR-CH_2-CH(Br)-R' xrightarrowtextalc. KOH R-CH=CH-R' Hydration of alkynes using mathrmHgSO_4/H_2SO_4 yields ketones via keto-enol tautomerism. ### Core Logic Let's trace the full sequence line-by-row: 1. **[A]** is an optically active halide with formula mathrmC_4H_9Br rightarrow mathrmCH_3-CH(Br)-CH_2-CH_3 (2-Bromobutane). 2. Reaction of [A] with hot ethanolic KOH produces **[B]** as the major product: mathrmCH_3-CH=CH-CH_3 (But-2-ene). 3. Treatment of [B] with mathrmBr_2 yields a vicinal dibromide **[C]**: mathrmCH_3-CH(Br)-CH(Br)-CH_3 (2,3-Dibromobutane). 4. Reaction of [C] with alcoholic mathrmNaNH_2 converts it via double dehydrohalogenation into gas **[D]**: mathrmCH_3-Cequiv C-CH_3 (But-2-yne). 5. Hydration of 1 mole of [D] with mathrmH_2O in the presence of mathrmHg^2+/H^+ forms an enol intermediate that rapidly tautomerizes to compound **[E]**: mathrmCH_3-CO-CH_2-CH_3 (Butan-2-one). ### Step 1: Visualization
Reaction roadmap step verification for Q27
Reaction roadmap step verification for Q27
### Pattern Recognition Whenever you see a 4-carbon chain undergoing terminal/internal dehydrohalogenation followed by hydration of the resulting alkyne, look closely at the configuration: symmetric or unsymmetric alkyne hydration both systematically lead to Butan-2-one because a stable ketone cannot form on position 1 via standard Kucherov hydration of an internal chain. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Physics: Haloalkanes and Haloarenes Class 11 Chemistry: Hydrocarbons Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q29 2025 Preparation and Reactions of Styrene derivatives
Choose the correct set of reagents for the following conversion: textEthyl benzene longrightarrow text4-bromostyrene {{Q_IMG1}}
Conversion scheme of ethylbenzene to 4-bromostyrene for Q29
The figure illustrates the multi-step conversion starting from ethylbenzene to yield a brominated styrene derivative.
Conversion scheme of ethylbenzene to 4-bromostyrene for Q29
The figure illustrates the multi-step conversion starting from ethylbenzene to yield a brominated styrene derivative.
  • A. textBr_2/textFe; textCl_2, Delta; textalc. KOH
  • B. textCl_2/textFe; textBr_2/textanhy. AlCl_3; textaq. KOH
  • C. textBr_2/textanhy. AlCl_3; textCl_2, Delta; textaq. KOH
  • D. textCl_2/textanhy. AlCl_3; textBr_2/textFe; textalc. KOH

Solution

### Core Logic To synthesize 4-bromostyrene starting from ethyl benzene, we must carry out ring functionalization prior to developing the side-chain double bond: 1. **Ring Bromination**: Treatment of ethylbenzene with textBr_2 in the presence of textFe (or textFeBr_3) acts via electrophilic aromatic substitution. The ethyl group is an ortho/para director, yielding 1-bromo-4-ethylbenzene as the major product owing to steric mitigation. 2. **Side-Chain Halogenation**: Free radical substitution with textCl_2 under thermal conditions (Delta) or UV light specifically chlorinates the benzylic position because the benzylic radical is exceptionally stable via resonance. 3. **Elimination**: Heating with alcoholic textKOH drives an E2 elimination of the benzylic chloride, cleanly synthesizing the terminal alkene linkage of the styrene system.
Detailed mechanism of 4-bromostyrene synthesis from ethylbenzene
The figure illustrates the multi-step conversion starting from ethylbenzene to yield a brominated styrene derivative.
### Pattern Recognition If you perform side-chain halogenation/alkene generation first, the ring substitution later would lack para-selectivity control and risk reacting across the alkene path. Hence, ring substitution MUST precede double bond creation. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes Class 11 Chemistry: Hydrocarbons
Q30 2025 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 S_N1 substitution proceeds via carbocation intermediate formation. Option (4) gives a triphenylmethyl carbocation (Ph_3C^+), 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
Nucleophilic Substitution Mechanisms diagram for Q30 - JEE Main 2025 Evening
### Step 1: Stability Comparison Stability sequence: Ph_3C^+ > textbenzylic > textallylic > textalkyl carbocations ### Pattern Recognition Look for maximum phenyl groups attached directly to the carbon bearing the leaving group to maximize resonance contribution. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes

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