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Question: Answered & Verified by Expert
Consider the following sequence of reactions:
C 6 H 5 CH 3 Cl 2 p ClC 6 H 4 CH 3 NBS (X) Mg (Y) (i)ethyleneoxide (Z)
Final product (Z) is
ChemistryHaloalkanes and HaloarenesNEET
Options:
  • A p-ClC6H4CH2CH2OH
  • B p-ClC6H4CH2CH2CH2OH
  • C p-(HOCH2CH2)-C6H4CH2Br
  • D p-(HOCH2CH2)-C6H4CH3
Solution:
2694 Upvotes Verified Answer
The correct answer is: p-ClC6H4CH2CH2CH2OH
N-bromosuccinimide (NBS) is used for brominating alkene at allylic position (H atom attached to a carbon atom next to a double bond). Grignard formation occurs preferntially with the more reactive benzylic halide
C 6 H 5 CH 3 Cl 2 p ClC 6 H 4 CH 3 NBS p ClC 6 H 4 CH 2 Br Mg p ClC 6 H 4 CH 2 MgBr
(i)ethyleneoxide p ClC 6 H 4 CH 2 CH 2 CH 2 OH

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