AQA · A-Level · Chemistry

    Course version: 7405 · Version from Sept 2016

    Isomerism: Stereoisomerism.

    Stereoisomers have the same structural formula, the same atoms joined to the same atoms, but a different arrangement in space.

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

    • Point 2 of 5
    • 4 key terms

    Study notes

    From the checked teaching notes for this specification point.

    The idea

    Stereoisomers have the same structural formula, the same atoms joined to the same atoms, but a different arrangement in space. Two kinds appear on this course. E-Z isomerism arises where rotation is restricted, most often about a C=C double bond, so two groups fixed on the same side differ from two fixed on opposite sides. Optical isomerism arises where a carbon atom carries four different groups, making the molecule and its mirror image non-superimposable. The distinction from structural isomerism is worth being precise about: in structural isomers the connectivity changes, in stereoisomers only the geometry does. Square planar and octahedral transition metal complexes show the same phenomenon as cis-trans isomerism.

    What earns the marks

    • Defining stereoisomers as having the same structural formula but a different arrangement of atoms in space.
    • Naming the sub-type, E-Z or optical, that the example shows.
    • Identifying the structural feature responsible, a restricted C=C or a carbon with four different groups.
    • A drawing that makes the spatial difference unambiguous.

    Common mistakes and how to put them right

    • Defining stereoisomers as having the same molecular formula only, which also describes structural isomers.

    • Claiming any alkene shows E-Z isomerism, when two identical groups on one carbon prevent it.

    • Drawing two supposed stereoisomers that are in fact the same molecule rotated.

    • Identifying a chiral centre on a carbon atom that carries two identical groups.

    Exam tips

    • Say same structural formula in the definition, because same molecular formula is not enough.
    • Check that each doubly bonded carbon carries two different groups before claiming E-Z isomerism.
    • Use clear wedge and dashed bonds when drawing optical isomers.

    Try the lesson

    The start of the Isomerism: Stereoisomerism. lesson, made from checked teaching notes for this specification point.

    Have a go first

    Which statement describes stereoisomers?

    Listen

    Stereoisomers have the same structural formula, the same atoms joined to the same atoms, but a different arrangement in space. Two kinds appear on this course. E-Z isomerism arises where rotation is restricted, most often about a C=C double bond, so two groups fixed on the same side differ from two fixed on opposite sides. Optical isomerism arises where a carbon atom carries four different groups, making the molecule and its mirror image non-superimposable. The distinction from structural isomerism is worth being precise about: in structural isomers the connectivity changes, in stereoisomers only the geometry does. Square planar and octahedral transition metal complexes show the same phenomenon as cis-trans isomerism. A strong answer earns marks for these points. defining stereoisomers as having the same structural formula but a different arrangement of atoms in space. naming the sub-type, E-Z or optical, that the example shows. identifying the structural feature responsible, a restricted C=C or a carbon with four different groups. a drawing that makes the spatial difference unambiguous. Exam tip: Say same structural formula in the definition, because same molecular formula is not enough.

    Key words

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    stereoisomers

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    E-Z isomerism

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    optical isomerism

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    structural isomers

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    See every definition
    stereoisomers
    Molecules with the same structural formula, the same atoms joined to the same atoms, but a different arrangement in space.
    E-Z isomerism
    Arises where rotation is restricted, most often about a C=C double bond, so two groups fixed on the same side differ from two fixed on opposite sides.
    optical isomerism
    Arises where a carbon atom carries four different groups, making the molecule and its mirror image non-superimposable.
    structural isomers
    Isomers in which the connectivity changes, unlike stereoisomers where only the geometry does.

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