Isomerism: Structural Isomerism & Stereoisomerism (Cambridge (CIE) A Level Chemistry): Exam Questions

Exam code: 9701

1 hour18 questions
1
1 mark

Which compound exhibits both optical and geometrical isomerism?

  • CH3CBr=CBrCH3

  • CH3CH=CHCH2CH3

  • CH3CH2CHBrCH=CHBr

  • CH3CHBrCH=CH2

2
1 mark

Which labelled carbon atom is a chiral centre?

Skeletal structure of an organic compound with four carbon atoms labelled A, B, C and D
    3
    1 mark

    Pentane and 2,2-dimethylpropane are isomers.

    Which type of isomerism exists between these two molecules?

    • Chain

    • Functional group

    • Position

    • Stereoisomerism

    4
    1 mark

    Which statement defines structural isomers?

    • A compound that contains a different molecular formula and the atoms are arranged differently in space

    • A compound that contains the same molecular formula but the atoms are arranged differently in space

    • A compound with the same empirical formula but different structural formula

    • A compound with the same molecular formula but different structural formula

    1
    1 mark

    Gamma-linolenic acid is an active compound found in evening primrose oil.

    CH3(CH2)4CH=CHCH2CH=CHCH2CH=CH(CH2)4COOH

    What is the maximum number of stereoisomers of gamma-linolenic acid?

    • 3

    • 4

    • 6

    • 8

    2
    1 mark

    How many structural isomers have the molecular formula C3H5Br3?

    • 4

    • 5

    • 6

    • 7

    3
    1 mark

    How many structural isomers with the molecular formula C5H10O2 are esters?

    • 4

    • 5

    • 7

    • 9

    4
    1 mark

    11-cis retinal, C20H28O, is found in the retina of animal eyes and is required for vision. The molecule contains an aldehyde group, a cyclohexene ring and an aliphatic side chain. Within the side chain, there is a double bond between carbons 11 and 12.

    Which row shows the correct information for 11-cis retinal?

     

    Arrangement of atoms around the adjacent carbons 11 and 12 

    Total number of carbon-carbon double bonds

    A

    Structural diagram showing a trans arrangement of substituents around the C11=C12 double bond

    5

    B

    Structural diagram showing a trans arrangement of substituents around the C11=C12 double bond

    6

    C

    Structural diagram showing the cis arrangement of substituents around the C11=C12 double bond

    5

    D

    Structural diagram showing the cis arrangement of substituents around the C11=C12 double bond

    6

      1
      1 mark

      Which compound is both chiral and acidic?

      • Skeletal structure of 1-methylcyclohexanol showing a hydroxyl group and methyl group on a cyclohexane ring
      • Skeletal structure of an organic compound with a carboxylic acid group and a C=C double bond
      • Skeletal structure of a chiral organic compound without an acidic functional group
      • Skeletal structure of an organic compound containing both a carboxylic acid group and a chiral carbon atom
      2
      1 mark

      Cholesterol is a biological molecule used in the production of steroid hormones.

      Skeletal structure of cholesterol (C27H46O) showing the fused four-ring steroid system with a hydroxyl group at C3 and an aliphatic side chain

      How many chiral centres are there in one molecule of cholesterol?

      • 5

      • 7

      • 8

      • 10

      3
      1 mark

      How many isomeric alkenes, including stereoisomers, are produced when 2-bromobutane is heated with ethanolic NaOH?

      • 1

      • 2

      • 3

      • 4

      4
      1 mark

      How many isomers, including structural and stereoisomers, with the molecular formula C5H10 contain a π bond?

      • 3

      • 4

      • 5

      • 6