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ChemistryNEET 2019Alkenes and alkynes: addition reactions, Markovnikov

Hydrocarbons

An alkene A, on ozonolysis (reaction with O3\mathrm{O_3} followed by Zn/H2O\mathrm{H_2O}), gives propanone and ethanal in equimolar amounts (A is 2-methylbut-2-ene). Addition of HCl to A gives B as the major product (Markovnikov addition). The structure of B is:

  1. A.Cl-CH2-CH2-CH(CH3)2\mathrm{Cl\text{-}CH_2\text{-}CH_2\text{-}CH(CH_3)_2}
  2. B.H3C-CH2-CH(CH2Cl)-CH3\mathrm{H_3C\text{-}CH_2\text{-}CH(CH_2Cl)\text{-}CH_3}
  3. C.H3C-CH2-C(Cl)(CH3)-CH3\mathrm{H_3C\text{-}CH_2\text{-}C(Cl)(CH_3)\text{-}CH_3}✓
  4. D.H3C-CH(Cl)-CH(CH3)2\mathrm{H_3C\text{-}CH(Cl)\text{-}CH(CH_3)_2}

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