How can prepared a named aldehyde and ketone use oxidation of alcohol

Chemistry

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Answer

Aldehydes and ketones can be prepared by the oxidation of alcohols. The type of alcohol (primary or secondary) determines whether an aldehyde or a ketone is formed.

Step-by-step solution

6 steps

1. Preparation of a Named Aldehyde (e.g., Ethanal) from a Primary Alcohol

  1. Identify the alcohol.

    Aldehydes are formed by the oxidation of primary alcohols. For ethanal (CH3CHO\text{CH}_3\text{CHO}), the corresponding primary alcohol is ethanol (CH3CH2OH\text{CH}_3\text{CH}_2\text{OH}).

  2. Choose an oxidizing agent and conditions.

    Primary alcohols can be oxidized to aldehydes using mild oxidizing agents or by carefully controlling the reaction conditions with stronger oxidizing agents. A common method uses acidified potassium dichromate(VI) (K2Cr2O7/H+\text{K}_2\text{Cr}_2\text{O}_7/\text{H}^+) or pyridinium chlorochromate (PCC). To obtain the aldehyde and prevent further oxidation to a carboxylic acid, the aldehyde is distilled off as it forms, as it has a lower boiling point than the alcohol and the carboxylic acid.

  3. Write the chemical equation.

    The oxidation of ethanol to ethanal using acidified potassium dichromate(VI) is:

    CH3CH2OH(l)+[O]→Acidified K2Cr2O7, heat, distillCH3CHO(l)+H2O(l)\text{CH}_3\text{CH}_2\text{OH} \text{(l)} + [\text{O}] \xrightarrow{\text{Acidified } \text{K}_2\text{Cr}_2\text{O}_7, \text{ heat, distill}} \text{CH}_3\text{CHO} \text{(l)} + \text{H}_2\text{O} \text{(l)}

    The named aldehyde prepared is Ethanal.

    2. Preparation of a Named Ketone (e.g., Propanone) from a Secondary Alcohol

  4. Identify the alcohol.

    Ketones are formed by the oxidation of secondary alcohols. For propanone (CH3COCH3\text{CH}_3\text{COCH}_3), the corresponding secondary alcohol is propan-2-ol (CH3CH(OH)CH3\text{CH}_3\text{CH}(\text{OH})\text{CH}_3).

  5. Choose an oxidizing agent and conditions.

    Secondary alcohols are oxidized to ketones using strong oxidizing agents like acidified potassium dichromate(VI) (K2Cr2O7/H+\text{K}_2\text{Cr}_2\text{O}_7/\text{H}^+) or acidified potassium permanganate (KMnO4/H+\text{KMnO}_4/\text{H}^+). Ketones are generally resistant to further oxidation under these conditions, so vigorous heating is often used.

  6. Write the chemical equation.

    The oxidation of propan-2-ol to propanone using acidified potassium dichromate(VI) is:

    CH3CH(OH)CH3(l)+[O]→Acidified K2Cr2O7, heatCH3COCH3(l)+H2O(l)\text{CH}_3\text{CH}(\text{OH})\text{CH}_3 \text{(l)} + [\text{O}] \xrightarrow{\text{Acidified } \text{K}_2\text{Cr}_2\text{O}_7, \text{ heat}} \text{CH}_3\text{COCH}_3 \text{(l)} + \text{H}_2\text{O} \text{(l)}

    The named ketone prepared is Propanone.

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