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In the given conversion the compound A is: [Starting compound: o-bromophenol] (CH3)3CLi → [A] (i) CO2 (ii) H3O+ → product: o-hydroxybenzoic acid
- o-hydroxyphenyllithium (lithium derivative with Li replacing Br and OH unchanged)
- A dilithiated intermediate with Li at the former Br position and OLi at the former OH position
- o-bromophenyl tert-butyl ether
- o-tert-butylphenol
Correct answer: A dilithiated intermediate with Li at the former Br position and OLi at the former OH position
Solution
The correct option describes a dilithiated intermediate formed when the lithium reagent replaces the bromine atom and the hydroxyl group is converted to an alkoxide, allowing for further reactions with CO2 and H3O+ to yield the final product.
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