ASChemistryCambridge (CIE)Exam Questions13. An Introduction to AS Level Organic ChemistryCharacteristic Organic Reactions

Characteristic Organic Reactions (Cambridge (CIE) AS Chemistry): Exam Questions

Exam code: 9701

1 hour15 questions

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Characteristic Organic Reactions

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1
1 mark

Which pair of homologous series does not have the same C:H ratio in their general formulae?

  • Aldehydes and ketones

  • Alkanes and alkenes

  • Aldehydes and alkenes

  • Carboxylic acids and esters

Choose your answer

2
1 mark

The following mechanism shows hydrogen cyanide reacting with propanone.

Two-step nucleophilic addition mechanism showing CN- attacking the carbonyl carbon of propanone to form a tetrahedral intermediate, followed by proton transfer from HCN to give 2-hydroxy-2-methylpropanenitrile and regenerate CN-

Which statement is not correct?

  • CN- is an electrophile.

  • Heterolytic bond breaking is involved.

  • Propanone is a ketone.

  • This is an addition reaction.

Choose your answer

3
1 mark

Which statement describes an electrophilic addition reaction?

  • The organic molecule acts as an electrophile and becomes less saturated.

  • The organic molecule acts as an electrophile and becomes more saturated.

  • The organic molecule acts as a nucleophile and becomes less saturated.

  • The organic molecule acts as a nucleophile and becomes more saturated.

Choose your answer

4
1 mark

Which species acts as a nucleophile?

  • C2H6

  • Cl•

  • H+

  • OH-

Choose your answer

1
1 mark

What type of reaction occurs when 1-chloroethane reacts with aqueous sodium hydroxide?

  • Electrophilic addition

  • Electrophilic substitution

  • Nucleophilic addition

  • Nucleophilic substitution

Choose your answer

2
1 mark

Which statements about a homologous series are correct?

same general formula

similar chemical properties

gradual change in physical properties

A

✓

✓

✓

B

✓

⨯

✓

C

⨯

✓

✓

D

✓

✓

⨯

    Choose your answer

    3
    1 mark

    Which diagram correctly shows the heterolytic fission of the C–Cl bond in 1-chloropropane?

    • 1-chloropropane with a double-headed curly arrow from the C–Cl bond pointing towards the carbon atom, giving a carbanion and Cl+
    • 1-chloropropane with a double-headed curly arrow from the C–Cl bond pointing towards the chlorine atom, correctly showing heterolytic fission to give a carbocation and Cl-
    • 1-chloropropane with two double-headed curly arrows on the C–Cl bond, incorrectly implying four electrons move from a two-electron bond
    • 1-chloropropane with two single-headed fish-hook curly arrows, one towards C and one towards Cl, showing homolytic fission to give two radicals

    Choose your answer

    1
    1 mark

    The reaction sequence below shows a pair of reaction types.

    CH3CH=CHCH3 rightwards arrow with HI space in space CH subscript 3 COOH on top CH3CH2CHICH3 rightwards arrow with NaOH space open parentheses aq close parentheses on top CH3CH2CH(OH)CH3

    Which row in the table identifies reaction 1 and reaction 2?

    Reaction 1

    Reaction 2

    A

    Nucleophilic addition

    Nucleophilic substitution

    B

    Electrophilic addition

    Electrophilic substitution

    C

    Nucleophilic addition

    Electrophilic substitution

    D

    Electrophilic addition

    Nucleophilic substitution

      Choose your answer

      2
      1 mark

      The methyl group, CH3, can exist as an anion, a cation or a free radical. The CH3 species can act as a nucleophile, an electrophile or a free radical depending on the number of outer shell electrons on the methyl carbon atom.

      How many outer shell electrons must be present for CH3 to act in these different ways?

      nucleophile

      electrophile

      free radical

      A

      6

      8

      7

      B

      8

      6

      7

      C

      6

      7

      8

      D

      8

      7

      6

        Choose your answer

        3
        1 mark

        Which row correctly describes a nucleophile and an electrophile?

        nucleophile

        electrophile

        A

        Has a lone pair of electrons

        Accepts a pair of electrons

        B

        Is a negative ion

        Is a positive ion

        C

        Attacks double bonds

        Is only involved in substitution reactions

        D

        Accepts a pair of electrons

        Has a lone pair of electrons

          Choose your answer