Nitriles & Hydroxynitriles (Cambridge (CIE) A Level Chemistry): Exam Questions

Exam code: 9701

1 hour22 questions
1
1 mark

Hydrolysis of CH3CH2CN with dilute HCl produces which compound?

  • CH3CH2CH2NH2

  • CH3CH2CHO

  • CH3CH2COOH

  • CH3COOH

2
1 mark

The equation shows a chemical reaction

CH3CH2CHClCH3 + CN → CH3CH2CH(CH3)CN + Cl

What is the name for this type of reaction?

  • Electrophilic substitution

  • Free radical substitution

  • Nucleophilic addition

  • Nucleophilic substitution

3
1 mark

What are the reagents needed in the reaction of 1-bromopropane to butanenitrile?

  • Ethanol and heat

  • KCN

  • KCN and ethanol

  • KCN, ethanol and heat

4
1 mark

What are the products when ethanenitrile is heated under reflux with dilute hydrochloric acid?

  • Ethanoic acid and ammonia

  • Ethanoic acid and ammonium chloride

  • Propanoic acid and ammonia

  • Propanoic acid and ammonium chloride

5
1 mark

What are the products in the reaction of ethanenitrile and sodium hydroxide?

  • Sodium ethanoate and ammonia

  • Sodium ethanoate and ammonium chloride

  • Sodium propanoate and ammonia

  • Sodium propanoate and ammonium chloride

6
1 mark

Which one of the following reactants would not produce a nitrile in a one-step reaction?

  • Aldehydes

  • Alkanes

  • Amides

  • Halogenoalkanes

1
1 mark

Which of the following reactions would produce 2-hydroxy-2-methylpropanenitrile?

  • Ethanal + ammonia

  • Ethanal + sulfuric acid

  • Propanone + ammonia

  • Propanone + hydrogen cyanide

2
1 mark

Which row does not identify a correct combination of reactant and reagent to produce a nitrile?

Reactant

Reagent

A

Halogenoalkane

Potassium cyanide and ethanol

B

Amide

Phosphorus(V) oxide

C

Aldehyde

Hydrogen cyanide

D

Ketone

Ammonia

    3
    1 mark

    The following equations show reactions with nitrogen compounds. Which one correctly shows the hydrolysis of nitriles with dilute acid?

    • CH3CN + HCl + 2H2O → CH3COOH + NH3Cl

    • CH3CN + HCl + 2H2O → CH3COOH + NH4Cl

    • CH3CN + HCl + 2H2O → CH3COOHCl + NH3

    • CH3CN + HCl + H2O → CH3COOH + NH4Cl

    4
    1 mark

    The following equations show reactions with nitrogen compounds. Which one correctly shows the hydrolysis of nitriles with dilute sodium hydroxide?

    • CH3CN + NaOH + 2H2O → CH3COONa + NH3

    • CH3CN + NaOH + 2H2O → CH3COONa + NH4

    • CH3CN + NaOH + H2O → CH3COONa + NH3

    • CH3CN + NaOH + H2O → CH3COONa + NH4

    5
    1 mark

    The reaction scheme shows a two-step synthesis starting from butanenitrile.

    CH3CH2CH2CN \overset{\text{step 1}}{\rightarrow} X \overset{\text{step 2}}{\rightarrow} CH3CH2CH2COOH

    Which row identifies the reagents and conditions for step 1 and step 2?

    Step 1

    Step 2

    A

    Heat with dilute HCl under reflux

    Neutralisation with NaOH

    B

    Heat with aqueous NaOH under reflux

    Acidification with dilute HCl

    C

    Heat with LiAlH4 in dry ether

    Oxidation with acidified K2Cr2O7

    D

    Heat with dilute H2SO4 under reflux

    Distillation

      1
      1 mark

      The reaction sequence shows the two-step synthesis for the production of 2-hydroxybutanenitrile from propan-1-ol.

      CH3CH2CH2OH \overset{\text{step 1}}{\rightarrow} X \overset{\text{step 2}}{\rightarrow} CH3CH2CHOHCN

      Which set of reagents and conditions correctly completes Step 1 and Step 2?

      Step 1

      Step 2

      A

      K2Cr2O7 / H2SO4 under distillation

      NaCN (aq) / H+ (aq)

      B

      NaCl / H2SO4

      NaCN / Ethanol

      C

      NaCN (aq) / H+ (aq)

      K2Cr2O7 / H2SO4 under distillation

      D

      NaCN / Ethanol

      NaCl / H2SO4

        2
        1 mark

        Butanone can undergo addition when mixed with NaCN (aq) / H+ (aq), forming product Z. Product Z can then undergo hydrolysis when heated with dilute HCl, forming product Y.

        Which compound is product Y?

        • 2-ethyl-2-hydroxypropylamine

        • 2-hydroxybutylamine

        • 2-hydroxypentanoic acid

        • 2-methyl-2-hydroxybutanoic acid

        3
        1 mark

        Which row in the table gives the correct type of reaction, reactants and reagents to produce a hydroxynitrile?

        Type of reaction

        Reactants

        Reagents

        A

        Addition

        Aldehyde

        HCN

        B

        Hydrolysis

        Halogenoalkane

        Ethanolic NH3

        C

        Substitution

        Ketone

        HCN

        D

        Addition

        Halogenoalkane

        KCN, ethanol

          4
          1 mark

          What would X, Y and Z be in the following reaction sequence?

          CH3CH2CH2Br \overset{\text{KCN + ethanol + heat}}{\rightarrow} X + KBr \overset{\text{NaOH + H}_2\text{O + heat}}{\rightarrow} Y + NH3 \overset{\text{dil HCl}}{\rightarrow} Z

          X

          Y

          Z

          A

          CH3CH2CH2K

          CH3CH2CH2COONa

          CH3CH2CH2COOH

          B

          CH3CH2CH2CN

          CH3CH2CH2COONa

          CH3CH2CH2COOH

          C

          CH3CH2CH2K

          CH3CH2CH2COOH

          CH3CH2CH2COONa

          D

          CH3CH2CH2CN

          CH3CH2CH2COOH

          CH3CH2CH2COONa