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← JEE Advanced 2022 · Paper 1
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JEE Advanced 2022 · Paper 1, Chemistry question 6

Consider the following reaction.

On estimation of bromine in 1.00 g of R using Carius method, the amount of AgBr formed (in g) is _____.

[Given: Atomic mass of H = 1, C = 12, O = 16, P = 31, Br = 80, Ag = 108]

(4-Bromophenyl)methanol → [red phosphorous, Br2] → R (major product).
Answer and worked solution

Official answer: 1.49

R. Red P and BrX2\ce{Br2} form PBrX3\ce{PBr3}, which converts the alcohol to 4-bromobenzyl bromide, BrCX6HX4CHX2Br\ce{BrC6H4CH2Br} (M=250M=250). The aryl Br is not affected.

Carius estimation. 1.00 g of R is 0.004 mol and contains 0.008 mol Br. AgBr has M=188M=188:
0.008×188=1.50 g.0.008\times188=1.50\ \text{g}.