International ASChemistryEdexcelExam Questions2. Energetics, Group Chemistry, Halogenoalkanes & AlcoholsOrganic Chemistry: Halogenoalkanes

Organic Chemistry: Halogenoalkanes (Edexcel International AS Chemistry): Multiple Choice Questions

Exam code: XCH11

59 mins19 questions

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Organic Chemistry: Halogenoalkanes

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1
1 mark

Which structure represents a primary halogenoalkane?

q11-paper-2-june-2021-edexcel-ial-chemistry

    Choose your answer

    2
    1 mark

    1-bromobutane reacts with aqueous potassium hydroxide to form butan-1-ol.

    Which type of mechanism describes this reaction?

    • Electrophilic addition

    • Electrophilic substitution

    • Nucleophilic addition

    • Nucleophilic substitution

    Choose your answer

    3
    1 mark

    1-chlorobutane is warmed with aqueous silver nitrate and ethanol. A white precipitate slowly forms.

    Which species acts as the nucleophile in this reaction?

    • Ag+ ions

    • NO3− ions

    • H2O molecules

    • Cl− ions

    Choose your answer

    4
    1 mark

    Which equation represents a nucleophilic substitution reaction?

    • (CH3)3CBr + KOH → (CH3)2C=CH2 + KBr + H2O

    • CH2=CH2 + HBr → CH3CH2Br

    • CH3CH2Br + KCN → CH3CH2CN + KBr

    • C2H6 + Br2 → C2H5Br + HBr

    Choose your answer

    5
    1 mark

    Halogenoalkanes react with nucleophiles, but alkanes do not.

    Which statement explains this?

    • Carbon is more electronegative than the halogens

    • The C–X bond is polar, so the carbon atom bonded to the halogen is δ+

    • C–Cl, C–Br and C–I bonds are stronger than C–H bonds

    • Halogen atoms have lone pairs of electrons, which attract nucleophiles

    Choose your answer

    6
    1 mark

    1-chlorobutane is heated with excess ammonia in ethanol, under pressure.

    Which statement is correct?

    • The main organic product is a tertiary amine, (CH3CH2CH2CH2)3N

    • Ammonia acts as an electrophile

    • The main organic product is butylamine, CH3CH2CH2CH2NH2

    • The main organic product is butan-1-ol, CH3CH2CH2CH2OH

    Choose your answer

    1a
    1 mark

    Separate samples of some halogenoalkanes were dissolved in ethanol and a few drops of silver nitrate solution added. The faster the reaction of the halogenoalkane, the quicker a precipitate forms.

    Which of these halogenoalkanes reacts the fastest?

    • CH3CHICH3

    • CH3CHBrCH3

    • CH3CHClCH3

    • CH3CHFCH3

    Choose your answer

    1b
    1 mark

    Which of these halogenoalkanes reacts the fastest?

    • CH3CHBrCH(CH3)CH3

    • CH3CH2CBr(CH3)CH3

    • CH3CH(CH2Br)CH2CH3

    • CH3CH2CH2CH2CH2Br

    Choose your answer

    2
    1 mark

    Which reagent and conditions convert 1-bromopropane to propan-1-ol?

    • KCN in ethanol, heat under reflux

    • KOH in ethanol, heat under reflux

    • NaOH in water, heat under reflux

    • NH3 in ethanol, heat under reflux in a sealed tube

    Choose your answer

    3
    1 mark

    2-bromobutane, CH3CH2CHBrCH3, is heated under reflux with potassium cyanide in ethanol.

    What is the organic product?

    • CH3CH2CH(CN)CH3

    • CH3CH2CH2CH2CN

    • CH3CH2CH(OH)CH3

    • CH3CH=CHCH3

    Choose your answer

    4
    1 mark

    Bromoethane reacts with hydroxide ions, OH−, to form ethanol.

    Which describes the two curly arrows in the mechanism?

    • from a lone pair on the oxygen atom of OH− to the carbon atom bonded to Br, and from the C–Br bond to the Br atom

    • from the carbon atom bonded to Br to the oxygen atom of OH−, and from the Br atom to the C–Br bond

    • from a lone pair on the oxygen atom of OH− to the Br atom, and from the C–Br bond to the carbon atom

    • from the H atom of OH− to the carbon atom bonded to Br, and from the C–Br bond to the Br atom

    Choose your answer

    1
    1 mark

    3-bromo-2-methylpentane, CH3CH2CHBrCH(CH3)2, is heated under reflux with potassium hydroxide in ethanol.

    How many different alkenes could form?

    Include any E and Z isomers in your count.

    • 1

    • 2

    • 3

    • 4

    Choose your answer

    2
    1 mark

    Alkene X reacts with hydrogen bromide. The minor product, Y, is heated under reflux with aqueous sodium hydroxide to form 3-methylbutan-2-ol, CH3CH(OH)CH(CH3)2.

    What is X?

    • 2-methylbut-1-ene

    • 2-methylbut-2-ene

    • 3-methylbut-1-ene

    • pent-2-ene

    Choose your answer

    3
    1 mark

    Coniine is a poison found in hemlock.

    Skeletal formula of coniine: a six-membered ring of five carbon atoms and one nitrogen atom, with an H atom on the nitrogen and a CH2CH2CH3 group on the ring carbon next to the nitrogen

    Coniine can be made by heating ammonia with a dibromoalkane, Z, C8H16Br2.

    The nitrogen atom from the ammonia replaces both Br atoms, so in coniine the nitrogen atom is bonded to both carbon atoms that carried a Br atom.

    NH3 + Z → coniine + 2HBr

    What is Z?

    • 1,4-dibromooctane

    • 1,5-dibromooctane

    • 1,6-dibromooctane

    • 2,6-dibromooctane

    Choose your answer

    4
    1 mark

    1-bromopropane is converted into compound R in three steps.

    • Step 1: 1-bromopropane is heated under reflux with potassium hydroxide in ethanol to form P

    • Step 2: P reacts with hydrogen bromide to form Q as the major product

    • Step 3: Q is heated with excess ammonia in ethanol, under pressure, to form R

    What is R?

    • CH3CH2CH2NH2

    • CH3CH(NH2)CH3

    • CH3CH(OH)CH3

    • CH3CH=CH2

    Choose your answer

    5
    1 mark

    Halogenoalkane X has the molecular formula C4H9Br.

    • When X is heated under reflux with potassium hydroxide in ethanol, the only alkene formed does not show E/Z isomerism

    • When X is heated under reflux with potassium cyanide in ethanol, the nitrile formed has a branched carbon chain

    • When X is heated under reflux with aqueous potassium hydroxide, the alcohol formed can be oxidised by acidified potassium dichromate(VI)

    What is X?

    • 1-bromobutane

    • 2-bromobutane

    • 1-bromo-2-methylpropane

    • 2-bromo-2-methylpropane

    Choose your answer