MCQMediumJEE Main 2026 · 22 January, Shift 2Alkynes (Acidic Nature, Reactions)

Chemistry Question from JEE Main 2026 · 22 January, Shift 2

The dibromo compound PP (molecular formula: C9H10Br2C_9H_{10}Br_2) when heated with excess sodamide followed by treatment with dilute HCl gives QQ. On warming QQ with mercuric sulphate and dilute sulphuric acid yields RR, which gives a positive iodoform test but a negative Tollens' test. The compound PP is:

  • A
    Skeletal structure of 1,2-bis(bromomethyl)-4-methylbenzene: a benzene ring with a methyl group, and two $$\mathrm{-CH_2Br}$$ groups on adjacent ring carbons, one drawn above and one below on the right of the ring.
  • B
    Skeletal structure of 1-(1,1-dibromoethyl)-4-methylbenzene: a benzene ring with a methyl group at the para position and, at the other end, a side-chain carbon bearing two bromine atoms and a methyl group — a geminal dibromide, $$\mathrm{CH_3-C_6H_4-C(Br)_2-CH_3}$$.
  • C
    Skeletal structure of a non-aromatic ring: a methyl-substituted cyclohexa-1,4-diene carrying a 1,2-dibromovinyl side chain, with one bromine on the carbon attached to the ring and the other on the terminal alkene carbon.
  • D
    Skeletal structure of (2,3-dibromo-2-methylpropyl)benzene-type compound $$\mathrm{C_6H_5-C(CH_3)(Br)-CH_2Br}$$: a benzene ring attached to a carbon bearing a bromine and a methyl group, which in turn carries a $$\mathrm{-CH_2Br}$$ group.

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