JEE Main 20266 AprilMorning Shift
- Exam
- JEE Main
- Year
- 2026
- Date
- 6 April
- Shift
- Morning Shift
- Subject
- Chemistry
- Chapter
- Hydrocarbons
JEE Main 2026 · 6 April · Morning Shift · Chemistry · Hydrocarbons
Given below are two statements: Statement I: 3 -phenylpropene...
Given below are two statements:
Statement I: -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
Statement I: -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
Options
- ABoth Statement I and Statement II are true
- BBoth Statement I and Statement II are false
- CStatement I is true but Statement II is false
- DStatement I is false but Statement II is true
Correct answer
C. Statement I is true but Statement II is false
Step-by-step solution
Statement I:
When -phenylpropene reacts with , protonation of the alkene occurs to form a secondary carbocation.
This secondary carbocation undergoes a -hydride shift to form a more stable, resonance-stabilized benzylic carbocation.
The bromide ion then attacks this benzylic carbocation to form the major product, -bromo--phenylpropane.
The carbon atom bonded to the bromine is attached to four different groups: a phenyl group (), an ethyl group (), a hydrogen atom (), and a bromine atom (). Thus, it is a chiral carbon. The product is a secondary alkyl bromide. Therefore, Statement I is true.
Statement II:
The Sandmeyer reaction involves treating a diazonium salt with salts (, , ) to prepare aryl chlorides, aryl bromides, and aryl cyanides, respectively.
The Gattermann reaction involves treating a diazonium salt with copper powder () and halogen acids (, ) to prepare aryl chlorides and aryl bromides. Aryl cyanides are not prepared using the Gattermann reaction. Therefore, Statement II is false.
Conclusion: Statement I is true but Statement II is false.
Answer: Statement I is true but Statement II is false
When -phenylpropene reacts with , protonation of the alkene occurs to form a secondary carbocation.
This secondary carbocation undergoes a -hydride shift to form a more stable, resonance-stabilized benzylic carbocation.
The bromide ion then attacks this benzylic carbocation to form the major product, -bromo--phenylpropane.
The carbon atom bonded to the bromine is attached to four different groups: a phenyl group (), an ethyl group (), a hydrogen atom (), and a bromine atom (). Thus, it is a chiral carbon. The product is a secondary alkyl bromide. Therefore, Statement I is true.
Statement II:
The Sandmeyer reaction involves treating a diazonium salt with salts (, , ) to prepare aryl chlorides, aryl bromides, and aryl cyanides, respectively.
The Gattermann reaction involves treating a diazonium salt with copper powder () and halogen acids (, ) to prepare aryl chlorides and aryl bromides. Aryl cyanides are not prepared using the Gattermann reaction. Therefore, Statement II is false.
Conclusion: Statement I is true but Statement II is false.
Answer: Statement I is true but Statement II is false