JEE Main 2025 Jan 29 Shift 1, Chemistry Q9: Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)
JEE Main2025Jan 29, Shift 1Chemistry
Q.
In the following substitution reaction :

Product 'P' formed is :
- A

- B

- C

- D

Solution
The substrate undergoes nucleophilic aromatic substitution () via the addition-elimination (Meisenheimer) pathway. Ethoxide attacks a ring carbon bearing , and the intermediate carbanion is stabilised only if the negative charge can be delocalised onto the group at ortho or para to the leaving Br.
Of the two C-Br positions, only the one para to has this stabilisation, so that Br is displaced. The remaining Br (ortho to in the original numbering, now ortho to the new ) stays intact.
Hence product P is 2-bromo-1-ethoxy-4-nitrobenzene, i.e. option (1).
Concept behind this question
Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)Notes, formulas and examples →More previous year questions on Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)
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