JEE Main 2026 Apr 6 Shift 1, Chemistry Q16: Mechanism of Some Important Reactions of Alkenes
Given below are two statements:
Statement-I: 3-phenylpropene reacts with HBr and gives secondary alkyl bromide having a chiral carbon atom as the major product.
Statement-II: Aryl chlorides and aryl cyanides can be prepared by Sandmeyer reaction as well as Gattermann reaction.
In the light of the above statements, choose the correct answer from the options given below.
- A
Both Statement-I and Statement-II are true.
- B
Both Statement-I and Statement-II are false.
- C
Statement-I is true but Statement-II is false.
- D
Statement-I is false but Statement-II is true.
Statement-I: 
(3-phenylpropene) on protonation initially gives a secondary carbocation that rearranges via hydride shift to a more stable benzylic secondary cation. Br attack gives (1-bromo-1-phenylpropane), which has a chiral C bearing Ph, Br, H and ethyl. True.
Statement-II: Sandmeyer reaction (Cu(I)X salts) prepares aryl chlorides, bromides and cyanides from diazonium salts. The Gattermann variant uses Cu/HX powder and works for aryl chlorides and bromides only — not for aryl cyanides. False.
Statement-I is true, Statement-II is false.
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