JEE Main 2023 · 30 January · morning · Single correct · +4 / −1

Which of the following compounds would give the following set of qualitative analysis ?
(i) Fehling's Test : Positive
(ii) Na fusion extract upon treatment with sodium nitroprusside gives a blood red colour but not prussian blue.

  1. (a)
    Option (a)
  2. (b)
    Option (b)
  3. (c)
    Option (c)
  4. (d)
    Option (d)
Answer and solution

Answer (a)

Solution

Chemistry ma’am · 3 steps

Test (ii) asks for N and S together, and Fehling's asks for an aliphatic CHO. Only (a) has both.

  1. Read test (ii). During sodium fusion, a compound with both N and S can give NaSCN instead of NaCN. Thiocyanate gives the blood red colour. Prussian blue needs free CN⁻, so its absence means N never appears alone as cyanide.
  2. Read test (i). Fehling's solution is reduced by aliphatic aldehydes. An aromatic aldehyde, where -CHO sits directly on an aromatic ring, gives a negative Fehling's test.
    OptionN and S both?Where the CHO sitsFehling's
    (a) thiazole with -CH₂CH₂CHOyes, blood redon a CH₂ chain, aliphaticpositive
    (b) oxazole-2-carbaldehydeno, N and O onlyon the aromatic ringnegative
    (c) imidazole-2-carbaldehydeno, N onlyon the aromatic ringnegative
    (d) thiazole-2-carbaldehydeyes, blood redon the aromatic ringnegative
  3. So. Options (a) and (d) both pass test (ii). Only (a) has its -CHO separated from the ring by two CH₂ groups, so only (a) reduces Fehling's solution. The answer is (a).

The idea to keep. Blood red from the fusion extract means N and S are present together as thiocyanate. Fehling's works only for aliphatic aldehydes, so check whether the CHO touches the aromatic ring.

Answer from the NTA final answer key. Solution by PrepWiser.

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Asked about 40 times in JEE Main since 2020. This question is from 2023.