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Hex-4-ene-2-ol on treatment with PCC gives 'A' on reaction with sodium hypoiodite gives 'B', which on further heating with soda lime gives 'C'. The compound 'C' is
  • a)
    2-pentene
  • b)
    proponaldehyde
  • c)
    2-butene
  • d)
    4-methylpent-2-ene
Correct answer is option 'C'. Can you explain this answer?
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Hex-4-ene-2-ol on treatment with PCC gives A on reaction with sodium h...
Hex-4-ene-2-ol undergoes a series of reactions to form compound C. Let's analyze each step of the reaction:

1. Treatment with PCC:
Hex-4-ene-2-ol reacts with pyridinium chlorochromate (PCC) to form compound A. PCC is an oxidizing agent that converts primary alcohols to aldehydes. In this case, the alcohol group (-OH) in hex-4-ene-2-ol is oxidized to an aldehyde group (-CHO) to form compound A.

2. Reaction with sodium hypoiodite:
Compound A reacts with sodium hypoiodite (NaIO) to form compound B. Sodium hypoiodite is a mild oxidizing agent that converts aldehydes to carboxylic acids. In this reaction, the aldehyde group (-CHO) in compound A is oxidized to a carboxylic acid group (-COOH) to form compound B.

3. Heating with soda lime:
Compound B is further heated with soda lime (a mixture of sodium hydroxide and calcium oxide) to form compound C. This reaction is known as the decarboxylation reaction, where the carboxylic acid group (-COOH) in compound B is removed as carbon dioxide (CO2), resulting in the formation of compound C.

Therefore, compound C is 2-butene, as it is formed by the removal of the carboxylic acid group (-COOH) from compound B.

In summary:
- Hex-4-ene-2-ol (starting compound)
- Treatment with PCC: Hex-4-ene-2-ol -> A (oxidation of alcohol to aldehyde)
- Reaction with sodium hypoiodite: A -> B (oxidation of aldehyde to carboxylic acid)
- Heating with soda lime: B -> C (decarboxylation, removal of carboxylic acid group)

Hence, the compound C formed is 2-butene, which corresponds to option C.
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Hex-4-ene-2-ol on treatment with PCC gives A on reaction with sodium hypoiodite gives B, which on further heating with soda lime gives C. The compound C isa)2-penteneb)proponaldehydec)2-butened)4-methylpent-2-eneCorrect answer is option 'C'. Can you explain this answer?
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