How can you prepare a named aldehyde/ and named ketone use oxidation of alcohol

Chemistry

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Answer

Propanal\mathbf{Propanal}

Propanone\mathbf{Propanone}

Step-by-step solution

6 steps

Here's how you can prepare a named aldehyde and a named ketone using the oxidation of alcohols:

1. Preparation of a named aldehyde (e.g., Propanal)

Aldehydes are prepared by the mild oxidation of a primary alcohol. It's crucial to use a mild oxidizing agent to prevent further oxidation of the aldehyde to a carboxylic acid.

  1. Choose a primary alcohol.

    Let's use propan-1-ol.

    CH3CH2CH2OH(Propan-1-ol)\text{CH}_3\text{CH}_2\text{CH}_2\text{OH} \quad (\text{Propan-1-ol})
  2. Choose a mild oxidizing agent.

    Pyridinium chlorochromate (PCC) is a common reagent for this transformation.

  3. Perform the oxidation.

    When propan-1-ol is oxidized with PCC in dichloromethane (CH2Cl2\text{CH}_2\text{Cl}_2), it yields propanal.

    CH3CH2CH2OH→PCC, CH2Cl2CH3CH2CHO\text{CH}_3\text{CH}_2\text{CH}_2\text{OH} \xrightarrow{\text{PCC, CH}_2\text{Cl}_2} \text{CH}_3\text{CH}_2\text{CHO}

    The named aldehyde prepared is Propanal\boxed{\mathbf{Propanal}}.

    2. Preparation of a named ketone (e.g., Propanone)

    Ketones are prepared by the oxidation of a secondary alcohol. Stronger oxidizing agents can be used here because ketones are generally resistant to further oxidation under these conditions.

  4. Choose a secondary alcohol.

    Let's use propan-2-ol.

    CH3CH(OH)CH3(Propan-2-ol)\text{CH}_3\text{CH(OH)}\text{CH}_3 \quad (\text{Propan-2-ol})
  5. Choose an oxidizing agent.

    Chromic acid (H2CrO4\text{H}_2\text{CrO}_4, often formed in situ from Na2Cr2O7\text{Na}_2\text{Cr}_2\text{O}_7 or K2Cr2O7\text{K}_2\text{Cr}_2\text{O}_7 in H2SO4\text{H}_2\text{SO}_4) is a common reagent. PCC can also be used.

  6. Perform the oxidation.

    When propan-2-ol is oxidized with chromic acid, it yields propanone.

    CH3CH(OH)CH3→H2CrO4CH3COCH3\text{CH}_3\text{CH(OH)}\text{CH}_3 \xrightarrow{\text{H}_2\text{CrO}_4} \text{CH}_3\text{COCH}_3

    The named ketone prepared is Propanone\boxed{\mathbf{Propanone}}.

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