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To convert a primary alcohol to a carboxylic acid, a strong oxidizing agent is required. The given conversion is from cyclohexylmethanol (a primary alcohol) to cyclohexanecarboxylic acid (a carboxylic

Chemistry

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To convert a primary alcohol to a carboxylic acid, a strong oxidizing agent is required. The given conversion is from cyclohexylmethanol (a primary alcohol) to cyclohexanecarboxylic acid (a carboxylic acid).

The reaction is:

Cyclohexylmethanol→ReagentCyclohexanecarboxylic acid\text{Cyclohexylmethanol} \xrightarrow{\text{Reagent}} \text{Cyclohexanecarboxylic acid}

A common strong oxidizing agent used for this transformation is potassium permanganate (KMnO4\text{KMnO}_4) under acidic or basic conditions, followed by acidification. Another strong oxidizing agent is the Jones reagent (CrO3\text{CrO}_3 in H2SO4\text{H}_2\text{SO}_4 and acetone).

  1. Identify the functional groups.

    The reactant is a primary alcohol: −CH2OH-\text{CH}_2\text{OH}.
    The product is a carboxylic acid: −COOH-\text{COOH}.

  2. Determine the type of reaction.

    The conversion of a primary alcohol to a carboxylic acid involves oxidation.

  3. Select an appropriate strong oxidizing agent.

    For the complete oxidation of a primary alcohol to a carboxylic acid, a strong oxidizing agent is necessary.

    One suitable reagent is:

    KMnO4,H2SO4,Δ\text{KMnO}_4, \text{H}_2\text{SO}_4, \Delta

    (Potassium permanganate in acidic medium with heat)

    Alternatively, other strong oxidizing agents can be used, such as:

    CrO3,H2SO4,acetone(Jones reagent)\text{CrO}_3, \text{H}_2\text{SO}_4, \text{acetone} \quad (\text{Jones reagent})

    or

    Na2Cr2O7,H2SO4,H2O\text{Na}_2\text{Cr}_2\text{O}_7, \text{H}_2\text{SO}_4, \text{H}_2\text{O}

    The reagent for the following conversion is:

    KMnO4,H2SO4,ΔorCrO3,H2SO4,acetone\boxed{\text{KMnO}_4, \text{H}_2\text{SO}_4, \Delta \quad \text{or} \quad \text{CrO}_3, \text{H}_2\text{SO}_4, \text{acetone}}
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