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JEE Main20264 April 2026Evening ShiftChemistryHydrocarbonsActual

Compound (X) [styrene] is subjected to the sequence of reactions as shown above: (i) Br₂/CHCl₃ (ii) NaNH₂ excess (iii) CH₃I (iv) H₂ , Na/NH₃(l) , giving Major Product (Y). Molar mass of the major product (Y) formed is ______ g mol ⁻¹ . (Given molar mass in g mol ⁻¹ C: 12 , H: 1 , O: 16 )

Options

  1. A90
  2. B118
  3. C160
  4. D125

Correct answer

B. 118

Step-by-step solution

Addition of Br₂ to styrene (X) yields 1,2-dibromoethylbenzene. C₆H₅-CH=CH₂ Br₂/CHCl₃ C₆H₅-CH(Br)-CH₂(Br) Reaction with excess NaNH₂ causes double dehydrohalogenation followed by deprotonation of the terminal alkyne, forming sodium phenylacetylide. C₆H₅-CH(Br)-CH₂(Br) NaNH₂ (excess) C₆H₅-C C^- Na^+ Nucleophilic substitution with CH₃I yields 1-phenylpropyne. C₆H₅-C C^- Na^+ CH₃I C₆H₅-C C-CH₃ Reduction with Na/NH₃(l) reduces the internal alkyne to a trans-alkene without affecting the benzene ring. C₆H₅-C C-CH₃ Na/NH₃(

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