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JEE Main 20264 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
4 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Hydrocarbons

JEE Main 2026 · 4 April · Evening Shift · Chemistry · Hydrocarbons

Compound (X) [styrene] is subjected to the sequence of reactions as...

Compound (X) [styrene] is subjected to the sequence of reactions as shown above: (i) Br_2/CHCl_3 (ii) NaNH_2 excess
Compound (X) [styrene] is subjected to the sequence of reactions as shown above: (i) Br2/CHCl3Br_2/CHCl_3 (ii) NaNH2NaNH_2 excess (iii) CH3ICH_3I (iv) H2H_2, Na/NH3Na/NH_3 (l)(l), giving Major Product (Y). Molar mass of the major product (Y) formed is ______ g mol−1^{-1}.
(Given molar mass in g mol−1^{-1} C:1212, H: 11, O: 1616)

Options

  1. A9090
  2. B118118
  3. C160160
  4. D125125

Correct answer

B. 118118

Step-by-step solution

Addition of Br2Br_2 to styrene (X) yields 1,2-dibromoethylbenzene.

C6H5−CH=CH2→Br2/CHCl3C6H5−CH(Br)−CH2(Br)C_6H_5-CH=CH_2 \xrightarrow{Br_2/CHCl_3} C_6H_5-CH(Br)-CH_2(Br)

Reaction with excess NaNH2NaNH_2 causes double dehydrohalogenation followed by deprotonation of the terminal alkyne, forming sodium phenylacetylide.

C6H5−CH(Br)−CH2(Br)→NaNH2 (excess)C6H5−C≡C−Na+C_6H_5-CH(Br)-CH_2(Br) \xrightarrow{NaNH_2 \text{ (excess)}} C_6H_5-C \equiv C^- Na^+

Nucleophilic substitution with CH3ICH_3I yields 1-phenylpropyne.

C6H5−C≡C−Na+→CH3IC6H5−C≡C−CH3C_6H_5-C \equiv C^- Na^+ \xrightarrow{CH_3I} C_6H_5-C \equiv C-CH_3

Reduction with Na/NH3(l)Na/NH_3(l) reduces the internal alkyne to a trans-alkene without affecting the benzene ring.

C6H5−C≡C−CH3→Na/NH3(l)C6H5−CH=CH−CH3C_6H_5-C \equiv C-CH_3 \xrightarrow{Na/NH_3(l)} C_6H_5-CH=CH-CH_3

The major product (Y) is trans-1-phenylpropene, which has the molecular formula C9H10C_9H_{10}.

Molar mass of C9H10=(9×12)+(10×1)=108+10=118 g mol−1C_9H_{10} = (9 \times 12) + (10 \times 1) = 108 + 10 = 118 \text{ g mol}^{-1}.

Answer: 118118
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