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Question: CH3 0 CI-S-OH Ö H+ 1) (P) (ortho product) NH3 (P) (R) (i) ΚΜΠΟ4/ΟΗ,Δ (S) (ii) mild H+ conc.H+ Δ (T) ...

CH3 0 CI-S-OH Ö H+ 1) (P) (ortho product) NH3 (P) (R) (i) ΚΜΠΟ4/ΟΗ,Δ (S) (ii) mild H+ conc.H+ Δ (T)

  • (Q)

Given: (P) and (Q) are isomers Identify the CORRECT statement(s)

A

Sodium fusion extract of 'T' gives blood red solution with neutral FeCl3FeCl_3 solution

B

Then, 'U' is a meso product

C

'T' can be used for masking the bitter taste of some medicines in pharmaceutical industry

D

Sodium salt of 'T' is used in many foods as non-nutritive sweetener

Answer

All options (A), (B), (C) and (D).

Explanation

Solution

The reaction scheme is essentially the classical synthesis of saccharin. In this synthesis, toluene is sulfonated and the ortho‐isomer (P) is separated from (Q) (the para–isomer). (P) is then converted via its amide (R) to the corresponding benzoic acid derivative (S) which, upon cyclization with conc. H⁺/Δ, gives saccharin (T). (T) shows the following properties:

  • Its sodium fusion extract reacts with neutral FeCl₃ to produce a blood‐red solution – a known qualitative test for saccharin.
  • Treatment of (Q) with pyridine followed by (CH₃)₂CuLi in ether gives a diol (U) that, because the two added groups end up on adjacent carbons in opposite configurations, is meso.
  • In the pharmaceutical industry, saccharin (T) is used to mask bitter tastes, and its sodium salt is widely employed as a non‐nutritive sweetener in foods.

Thus, all the listed statements (A), (B), (C) and (D) are correct.