Chemistry - ALCOHOL & ETHER Question with Solution | TestHub

ChemistryALCOHOL & ETHEROXIDATION OF ORGANIC COPMOUNDSMedium2 minQB
ChemistryMediumsingle choice

Hex-4-ene-2-ol on treatment with PCC gives ' A '. ' A ' on reaction with sodium hypoiodite gives ' B ', which on further heating with soda lime gives ' C '. The compound ' C ' is

Options:

Answer:
C
Solution:

Question Explanation:

The question involves stepwise transformations of Hex-4-ene-2-ol through oxidation, haloform reaction, and decarboxylation to identify the final hydrocarbon product.

Concept: This question is based on

1. Oxidation of alcohols

2. Haloform reaction

3. Decarboxylation (Soda lime reaction)

Solution:

Hex-4-ene-2-ol is a secondary alcohol. On oxidation with PCC, it forms the corresponding ketone, hex- 4-en-2-one (A).

Compound A contains the CH −CO− group, so with sodium hypoiodite it undergoes the haloform

reaction to give sodium pent-3-enoate (B).

On heating B with soda lime, decarboxylation occurs, removing one carbon atom to form 2-butene.

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Stream:JEESubject:ChemistryTopic:ALCOHOL & ETHERSubtopic:OXIDATION OF ORGANIC COPMOUNDS
2mℹ️ Source: QB

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