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IIT JEE Advanced 2007 Paper 2

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Paragraph for Questions 39–41:

Reimer–Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below.

Section: Chemistry

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Question : 39 of 66

Marks: +1, -0

Which one of the following reagents is used in the above reaction?

[JEE Adv 2007 P2]

aq. NaOH + $CH_3Cl$
aq. NaOH + $CH_2Cl_2$
aq. NaOH + $CHCl_3$
aq. NaOH + $CCl_4$

Solution:

The reactive intermediate (reagent) for the reaction is generated by the following reaction

OH^{-}

(aq.) +

CHCl_3

⇌

CCl_3^{-}+H_2O

CCl_3^{-}

→

Cl^{-}: CCl_4

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