In the following series of reactions identify the major products A & B respectively:
Electrophilic Aromatic Substitution
Electrophilic Aromatic Substitution

Solution & Explanation

### Related Formula Orienting effects in electrophilic aromatic substitution: - Bromine (-Br) is ortho/para-directing (para-dominated due to steric hindrance). - Sulfonic acid group (-SO_3H) is a strong deactivating, meta-directing group.
Electrophilic Aromatic Substitution
Electrophilic Aromatic Substitution
### Core Logic Analyzing the first step: - Sulfonation of bromobenzene with mathrmSO_3/mathrmH_2mathrmSO_4 yields 4-bromobenzenesulfonic acid as the major product (A) due to steric hindrance at the ortho-position. ### Step 1: Determine orientation for the second step In 4-bromobenzenesulfonic acid, we have two substituents: - -Br (ortho/para director) - -SO_3H (meta director) The positions meta to the deactivating -SO_3H group correspond to the positions ortho to the -Br group. Both directing effects align on the same position (carbon-3/carbon-5). Since -Br is activating relative to -SO_3H, it controls the orientation. ### Step 2: Identify Product B Halogenation with mathrmBr_2/mathrmFe introduces a bromine atom ortho to the existing bromine atom (meta to -SO_3H): textProduct B = text3,4-dibromobenzenesulfonic acid This matches Option (2). ### Pattern Recognition When an activating group (-Br) and a deactivating group (-SO_3H) compete on a benzene ring, the orienting influence of the activating group wins. Position ortho to the bromine atom is favored over meta positions of the sulfonic acid group. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons Class 12 Chemistry: Haloalkanes and Haloarenes

More Hydrocarbons Previous-Year Questions — Page 3

Q50 jee_main_2025_07_april_evening Reaction Mechanisms and Hybridization
Identify the structure of the final product (D) in the following sequence of the reactions:
Reaction Mechanisms scheme diagram for Q50 - JEE Main 2025 Evening
The image maps out a sequential multi-step chemical reaction scheme moving from acetophenone via gem-dichloride to an alkyne, hydroboration, and product D.
Total number of sp^2 hybridised carbon atoms in product D is dots.
Numerical Answer. Answer: 6.5 to 7.5

Solution

### Related Formula textTerminal Alkyne (textR-CequivtextCH) xrightarrow[2.\,textH_2textO_2 / textOH^-]1.\,textB_2textH_6 textR-CH_2text-CHO quad text(Anti-Markovnikov Hydroboration-Oxidation) ### Core Logic Let's track the molecular changes at every intermediate junction: - Step 1: Acetophenone (textPh-CO-CH_3) reacts with textPCl_5 to generate a gem-dichloride intermediate [A]: textPh-CCl_2text-CH_3. - Step 2: Reaction with 3 equivalents of the incredibly strong base textNaNH_2 triggers dual elimination to form a terminal sodium acetylide salt [B]: textPh-CequivtextC^-textNa^+. - Step 3: Acidification yields phenylacetylene [C]: textPh-CequivtextCH. - Step 4: Hydroboration-oxidation of phenylacetylene leads to anti-Markovnikov water addition forming an enol structure, which immediately tautomerizes to [D] phenylacetaldehyde: textPh-CH_2text-CHO. ### Step 1: Counting Hybridized Carbons The step transformations match the sequential tracking map:
Structural analysis product diagram for Q50 - JEE Main 2025 Evening
The image maps out a sequential multi-step chemical reaction scheme moving from acetophenone via gem-dichloride to an alkyne, hydroboration, and product D.
Let's locate all sp^2 hybridised carbon environments in product D (textPh-CH_2text-CHO): 1. The aromatic benzene ring contains 6 sp^2 carbon atoms. 2. The aldehyde carbonyl carbon (-textCHO) is double-bonded to oxygen, adding 1 sp^2 carbon atom. 3. The aliphatic link carbon (-textCH_2-) is entirely sp^3 hybridized. Total sp^2 carbon count = 6 + 1 = 7. ### Pattern Recognition Alkyne oxidation mapping: Hydroboration-oxidation transforms a terminal alkyne into an aldehyde carbonyl group, while oxymercuration-demercuration yields a ketone carbonyl. Both introduce precisely one extra carbonyl sp^2 site on top of the original aromatic framework. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 11 Chemistry: Hydrocarbons
Q27 jee_main_2025_24_jan_morning Electrophilic Addition to Alkenes
Following are the four molecules "P", "Q", "R" and "S":
Electrophilic Addition to Alkenes diagram for Q27 - JEE Main 2025 Morning
The image shows four cyclic and acyclic alkene molecules labelled P, Q, R, and S.
Which one among the four molecules will react with H-Br(aq) at the fastest rate?
  • A. S
  • B. Q
  • C. R
  • D. P

Solution

### Related Formula textRate of Electrophilic Addition propto textStability of Intermediate Carbocation ### Core Logic Addition of H-Br(aq) follows an electrophilic addition pathway where a carbocation intermediate is formed in the rate-determining step. Among the given structures, compound Q forms a resonance-stabilized allylic/benzylic carbocation, rendering it highly stable compared to the others.
Electrophilic Addition to Alkenes solution diagram for Q27 - JEE Main 2025 Morning
The image shows four cyclic and acyclic alkene molecules labelled P, Q, R, and S.
### Pattern Recognition Look for conjugated or allylic systems that stabilize the positive charge dynamically via resonance. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons
Q29 jee_main_2025_28_jan_evening Alkyne Reactions and Ozonolysis
Identify product [A], [B] and [C] in the following reaction sequence : CH_3-Cequiv CHfracPd/CH_2rightarrow[A]frac(i)O_3(ii)Zn,H_2Orightarrow[B]+[C]
  • A. [A]:CH_3-CH=CH_2,\ [B]: CH_3CHO,\ [C]: HCHO
  • B. [A]: CH_2=CH_2,\ [B]: H_3C-CO-CH_3,\ [C]: HCHO
  • C. [A]:CH_3-CH=CH_2,\ [B]: CH_3CHO,\ [C]: CH_3CH_2OH
  • D. [A]: CH_3CH_2CH_3,\ [B]: CH_3CHO,\ [C]: HCHO

Solution

### Related Formula Partial hydrogenation of alkynes using Pd/C yields alkenes: R-Cequiv CH + H_2 xrightarrowPd/C R-CH=CH_2 Ozonolysis cleaves the double bond to form carbonyls: R-CH=CH_2 xrightarrow(i)O_3, (ii)Zn/H_2O R-CHO + HCHO ### Core Logic Step 1: Controlled reduction of propyne gives propene: CH_3-Cequiv CH xrightarrowPd/C, H_2 CH_3-CH=CH_2 quad [A] Step 2: Reductive ozonolysis of propene ([A]) splits the alkene at the C=C bond, creating ethanal ([B]) and methanal ([C]): CH_3-CH=CH_2 xrightarrowO_3, text then Zn/H_2O CH_3CHO\ [B] + HCHO\ [C] ### Step 1: Final Identification Hence, [A] = CH_3-CH=CH_2 [B] = CH_3CHO [C] = HCHO ### Pattern Recognition Whenever an alkyne undergoes partial hydrogenation with regular catalysts, count the carbons to trace the matching alkene framework. Cleaving a terminal alkene like propene always results in formaldehyde (HCHO) as one of the fragment products. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons
Q64 jee_main_2024_29_january_evening Markovnikov Addition Reactions
Which of the following reaction is correct?
  • A. textCH_3textCH_2textCH_2textNH_2 xrightarrow[textH_2textO, textHNO_2, 0^circtextC textCH_3textCH_2textOH + textN_2 + textHCl
  • B. Reaction showing addition of textHI to an alkene yielding a tertiary iodide product via Markovnikov addition.
  • C. Reaction of an alkene with textBr_2 and UV light showing ring addition.
  • D. textC_2textH_5textCONH_2 + textBr_2 + textNaOH rightarrow textC_2textH_5textCH_2textNH_2 + textNa_2textCO_3 + textNaBr + textH_2textO

Solution

### Related Formula textAlkene + textHX rightarrow textAlkyl Halide quad text(Markovnikov's Rule) ### Core Logic The reaction involving the addition of textHI to the double bond follows electrophilic addition mechanism governed by Markovnikov's rule. The proton adds to the less substituted carbon to generate the more stable tertiary carbocation intermediate, which is then attacked by textI^- to yield the corresponding major tertiary alkyl iodide. ### Step 1: Verification of Choices Option (2) perfectly captures the sound execution of Markovnikov addition mechanics whereas the remaining choices present invalid product distributions or faulty reaction stoichiometry templates. ### Pattern Recognition Electrophilic addition cleanly forms the most substituted, most stable carbocation before halide attack takes place. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons
Q71 jee_main_2024_29_jan_morning Addition Reactions of Alkenes
Identify product A and product B :
Addition Reactions of Alkenes diagram for Q71 - JEE Main 2024 Morning
Cyclohexene undergoing chlorination under two different conditions: light (hv) and dark with CCl4 solvent.
  • A. ""
  • B. ""
  • C. ""
  • D. ""

Solution

### Core Logic The substrate is cyclohexene, which can undergo two distinct types of reactions with chlorine (Cl_2) depending on the reaction conditions. **Reaction 1: Condition hv (Product A)** In the presence of light (hnu) or high temperature, halogens undergo homolytic cleavage to generate free radicals. This triggers allylic substitution (a free radical substitution mechanism). The allylic position is targeted because the resulting allylic free radical is resonance stabilized. Thus, substitution occurs at the carbon adjacent to the double bond, yielding 3-chlorocyclohexene as Product A. **Reaction 2: Condition CCl_4 (Product B)** In the presence of a non-polar solvent like CCl_4 and without light/heat, Cl_2 undergoes an electrophilic addition reaction across the carbon-carbon double bond. A cyclic chloronium ion intermediate is formed, leading to anti-addition of two chlorine atoms. This yields 1,2-dichlorocyclohexane as Product B. ### Step 1: Structures of A and B
Addition Reactions of Alkenes diagram for Q71 - JEE Main 2024 Morning
Cyclohexene undergoing chlorination under two different conditions: light (hv) and dark with CCl4 solvent.
Product A preserves the double bond and substitutes a Cl at the allylic position. Product B loses the double bond and adds two Cl atoms adjacently. ### Pattern Recognition X_2 + light (hnu) = Free radical Allylic Substitution. X_2 + dark/solvent (CCl_4) = Electrophilic Addition across double bond. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons Class 12 Chemistry: Haloalkanes and Haloarenes
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