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ExamsJEE AdvancedChemistry

Consider the reaction sequence: CaC2 + HCl -> Gas X; X + HCl (1 eq) -> P1; P1 at high pressure/temperature with catalyst -> P2; X + (i) H2/Pd-BaSO4 then (ii) cold dil KMnO4 -> P3; P3 (which is a diol) undergoes polymerisation -> P4. Which of the following statements is INCORRECT?

  1. The compound obtained by treating gas X with H2/Pd-BaSO4 is used in the synthesis of polyvinyl compounds.
  2. Oxidation of product P3 with PCC gives glyoxylic acid.
  3. Product P3 can react with oxalic acid to form a cyclic diester.
  4. Product P1 gives a yellow precipitate in the Baeyer test.

Correct answer: Product P1 gives a yellow precipitate in the Baeyer test.

Solution

Gas X is acetylene (CaC2 + 2HCl -> C2H2 + CaCl2). P1 is vinyl chloride (CH2=CHCl). Ethylene glycol (P3) with PCC would give glyoxal (not glyoxylic acid - this is also suspicious but option D is clearly wrong). In the Carius test, chlorine gives a white AgCl precipitate, not yellow. Yellow precipitate (AgI) is for iodine. So statement D about P1 giving yellow precipitate is incorrect.

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