AQA · A-Level · Chemistry

    Course version: 7405 · Version from Sept 2016

    Alkenes can be formed from alcohols by acid-catalysed elimination reactions.

    Full specification wording

    Elimination: Alkenes can be formed from alcohols by acid-catalysed elimination reactions.

    Heating an alcohol with an acid catalyst removes water across two adjacent carbons and leaves a double bond: ethanol gives ethene, CH₃CH₂OH → CH₂=CH₂ + H₂O. Concentrated sulfuric or phosphoric…

    Checked against the AQA 7405 specification (opens in a new tab) on .

    • Point 2 of 5
    • 3 key terms

    Study notes

    From the checked teaching notes for this specification point.

    The idea

    Heating an alcohol with an acid catalyst removes water across two adjacent carbons and leaves a double bond: ethanol gives ethene, CH₃CH₂OH → CH₂=CH₂ + H₂O. Concentrated sulfuric or phosphoric acid is used, or the vapour is passed over hot aluminium oxide. The acid is a catalyst, regenerated at the end, so it does not belong on either side of the overall equation. Because the hydrogen can be taken from either neighbouring carbon, an unsymmetrical alcohol gives more than one alkene: butan-2-ol gives but-1-ene and both E and Z forms of but-2-ene. The reaction is classed as elimination, and specifically as dehydration, because the fragment lost is a whole water molecule.

    What earns the marks

    • Naming concentrated sulfuric or phosphoric acid as catalyst, with heating.
    • The balanced equation showing the alkene and water.
    • Naming the reaction type as elimination, or dehydration.
    • Identifying all the possible alkenes from an unsymmetrical alcohol, including E and Z isomers.

    Common mistakes and how to put them right

    • Writing the acid as a reactant that is consumed in the overall equation.

    • Leaving water out of the products.

    • Giving only one alkene from butan-2-ol, missing but-1-ene or one of the E-Z pair.

    • Calling the reaction substitution because the hydroxyl group has gone.

    Exam tips

    • Before answering, mark every carbon next to the hydroxyl carbon that carries a hydrogen; each gives a product.
    • Check for E-Z isomerism in each alkene you produce, since it is often worth a separate mark.
    • Say the acid is a catalyst if asked why it does not appear in the equation.

    Try the lesson

    The start of the Elimination: Alkenes can be formed from alcohols by acid-catalysed elimination reactions. lesson, made from checked teaching notes for this specification point.

    Have a go first

    Which reagent is used to convert ethanol into ethene by acid-catalysed elimination?

    Listen

    Heating an alcohol with an acid catalyst removes water across two adjacent carbons and leaves a double bond: ethanol gives ethene, CH₃CH₂OH → CH₂=CH₂ + H₂O. Concentrated sulfuric or phosphoric acid is used, or the vapour is passed over hot aluminium oxide. The acid is a catalyst, regenerated at the end, so it does not belong on either side of the overall equation. Because the hydrogen can be taken from either neighbouring carbon, an unsymmetrical alcohol gives more than one alkene: butan-2-ol gives but-1-ene and both E and Z forms of but-2-ene. The reaction is classed as elimination, and specifically as dehydration, because the fragment lost is a whole water molecule. A strong answer earns marks for these points. naming concentrated sulfuric or phosphoric acid as catalyst, with heating. the balanced equation showing the alkene and water. naming the reaction type as elimination, or dehydration. identifying all the possible alkenes from an unsymmetrical alcohol, including E and Z isomers. Exam tip: Before answering, mark every carbon next to the hydroxyl carbon that carries a hydrogen; each gives a product.

    See it

    A top-down flowchart. The first box reads 'Alcohol + acid catalyst, heated' and points to a box reading 'Elimination (dehydration): water removed across two adjacent carbons'. That box points to 'Double bond formed'. From there one branch goes to 'Ethanol gives ethene + water'. Another branch goes to 'Unsymmetrical alcohol: hydrogen taken from either neighbouring carbon', which splits into 'Butan-2-ol gives but-1-ene' and 'Butan-2-ol gives E and Z forms of but-2-ene'. The elimination box also points to a final box reading 'Acid is a catalyst, regenerated at the end, so not in the overall equation'.
    It shows how heating an alcohol with an acid catalyst gives an elimination (dehydration) to an alkene and water, and how an unsymmetrical alcohol gives more than one alkene.

    Key words

    Say what each word means before you turn the card.

    dehydration of alcohols

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    elimination of water

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    more than one alkene

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    See every definition
    dehydration of alcohols
    A reaction in which an alcohol is heated with an acid catalyst so that a whole water molecule is lost and a double bond is left.
    elimination of water
    The reaction type in which water is removed across two adjacent carbons, leaving a double bond, and which is classed as elimination.
    more than one alkene
    The result when an unsymmetrical alcohol reacts, because the hydrogen can be taken from either neighbouring carbon, giving products such as but-1-ene and both E and Z forms of but-2-ene.

    Label the diagram

    Some boxes have lost their names. Pick the right name for each number.

    The diagram again, with 3 boxes numbered instead of named. A top-down flowchart. The first box reads 'Alcohol + acid catalyst, heated' and points to a box reading 'Elimination (dehydration): water removed across two adjacent carbons'. That box points to 'Double bond formed'. From there one branch goes to 'Ethanol gives ethene + water'. Another branch goes to 'Unsymmetrical alcohol: hydrogen taken from either neighbouring carbon', which splits into 'Butan-2-ol gives but-1-ene' and 'Butan-2-ol gives E and Z forms of but-2-ene'. The elimination box also points to a final box reading 'Acid is a catalyst, regenerated at the end, so not in the overall equation'.
    • 1Box 1

    • 2Box 2

    • 3Box 3

    0 of 3 labelled

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