Haloalkane complete the reactions JEE/NEET-SET 1

Final Answers (with JEE/NEET Hints)

Q.Major ProductHint
12-Methylpropene (\mathbf{CH_2=C(CH_3)_2})3° alkyl halide + strong base (CH₃O⁻) ⇒ E2 elimination (SN2 impossible).
2tert-Butyl methyl ether (\mathbf{(CH_3)_3COCH_3})Williamson ether synthesis: keep the bulky group as alkoxide and use methyl halide for SN2.
32-Chloro-2-methylbutaneHCl + 2° alcohol → carbocation → 1,2-hydride shift → 3° carbocation → Cl⁻ attack.
42-(Chloromethyl)tetrahydrofuran (THF–CH₂Cl)SOCl₂ replaces only –OH by –Cl. Ether ring remains unchanged.
5BromocyclohexaneCyclopentylmethyl carbocation undergoes ring expansion (5 → 6 membered) before Br⁻ attack.
62-Chloro-2-methylbutaneSame as Q3: hydride shift gives a more stable 3° carbocation.
72-Bromo-2,3-dimethylbutane2° carbocation → 1,2-methyl shift → 3° carbocation → Br⁻ attack.
81-Chloro-1-phenylethane (\mathbf{C_6H_5CH(Cl)CH_3})Benzylic rearrangement forms a stable benzylic carbocation, then Cl⁻ attacks.

One-line Revision Tricks

  • 3° RX + strong base → Elimination (E2).
  • Williamson Ether: RO⁻ + CH₃X/1° RX → Ether (SN2).
  • HX + alcohol → Always check for carbocation rearrangement (hydride/methyl shift).
  • Cyclobutylmethyl & Cyclopentylmethyl carbocations → Think ring expansion.
  • SOCl₂ converts only –OH to –Cl; ethers are unaffected.

Final Answers

Please upload a clearer image of Questions 7 and 9 (or type the reagents), and I’ll draw the exact products.

Final Answers

Q.Product
1R–Br + CO₂ + AgBr
2No reaction
31-Chloro-1-methylcyclohexane
41-Chloro-1-methylcyclohexane
5trans-1,2-Dibromide (anti addition)
62-Bromo-2-methylpentane
7Need reagent (not visible)
8tert-Butylbenzene
9Intramolecular Friedel–Crafts cyclization (exact structure unclear)

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