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Give name of the reagent to bring about the transformation cyclohexanol to cyclohexanone.
Question

Give name of the reagent to bring about the transformation cyclohexanol to cyclohexanone.

A.

Anhydrous CrO₃

B.

PCC

C.

Diisobutyl

D.

O₃/H₂O – Zn dust

Correct option is B


The correct answer is (b) PCC.
To convert cyclohexanol (an alcohol) to cyclohexanone (a ketone), we need a mild oxidizing agent that can selectively oxidize alcohols to ketones without further oxidizing them to carboxylic acids. Pyridinium chlorochromate (PCC) is commonly used for this purpose as it is effective in oxidizing primary alcohols to aldehydes and secondary alcohols to ketones without over-oxidation.
Explanation of Options:
1. Anhydrous CrO₃: Although chromium trioxide (CrO₃) is an oxidizing agent, it is often too strong for selective oxidation and may lead to over-oxidation beyond the ketone stage.
2. PCC: Pyridinium chlorochromate (PCC) is an ideal reagent for oxidizing secondary alcohols like cyclohexanol to ketones like cyclohexanone without further oxidation, making it the correct choice.
3. Diisobutyl (DIBAL-H): Diisobutylaluminum hydride (DIBAL-H) is a reducing agent rather than an oxidizing agent, so it would not convert an alcohol to a ketone.
4. O₃/H₂O – Zn dust: This combination is used in ozonolysis reactions for breaking double bonds in alkenes rather than for oxidizing alcohols to ketones.
Information Booster: ● PCC is widely used in organic chemistry to selectively oxidize alcohols to aldehydes or ketones. ● Cyclohexanol is a secondary alcohol, and PCC is ideal for converting secondary alcohols to ketones. ● PCC is advantageous as it prevents over-oxidation, which is crucial for selective oxidation. ● Other reagents like Jones reagent (CrO₃ in acidic solution) could lead to over-oxidation, which PCC avoids.

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