Lesson 6.1.1

6.1.1 Aromatic compounds Quiz: OCR Chemistry, Unit 5

20 questions

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Lesson 6.1.1, Aromatic compounds: 20 multiple choice questions for the OCR Chemistry (H432), Unit 5: Organic chemistry and analysis, written with Revision Ninja.

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The 20 questions

  1. In benzene, what type of molecular orbital system forms above and below the ring plane?

    • Localised pi bond
    • Delocalised pi system
    • Localised sigma bond
    • Ionic lattice
  2. How do the carbon-carbon bond lengths in benzene compare to single and double bonds?

    • Intermediate length
    • Alternating lengths
    • Equal to single
    • Equal to double
  3. The experimental enthalpy change of hydrogenation of benzene is -208 kJ mol^-1. A Kekule structure with three isolated C=C bonds would be expected to give -360 kJ mol^-1. What is the stabilisation energy of benzene?

    • 208 kJ mol^-1
    • 152 kJ mol^-1
    • 568 kJ mol^-1
    • 360 kJ mol^-1
  4. What type of substitution reaction does benzene typically undergo instead of addition?

    • Electrophilic addition
    • Nucleophilic substitution
    • Free-radical substitution
    • Electrophilic substitution
  5. What is the electrophile formed from concentrated nitric and sulfuric acids in nitration of benzene?

    • NO3-
    • NO2+
    • NO2-
    • HNO2
  6. Which halogen carrier catalyst is used for the bromination of benzene?

    • Iron(III) chloride
    • Aluminium chloride
    • Nickel catalyst
    • Iron(III) bromide
  7. Which reagent pair is required for the Friedel-Crafts alkylation of benzene?

    • Halogen and FeBr3
    • Alkene and H2SO4
    • Haloalkane and AlCl3
    • Alcohol and concentrated HCl
  8. Phenol reacts with bromine water to form which product?

    • 2,4,6-tribromophenol
    • Bromobenzene with HBr
    • 4-bromophenol only
    • 2-bromophenol only
  9. To which ring positions do electron-donating groups direct incoming electrophiles on benzene?

    • 3- and 5-positions
    • 1- and 3-positions
    • 3-position only
    • 2- and 4-positions
  10. Which position on the ring does a nitro group direct further electrophilic substitution?

    • 2-position
    • 3-position
    • 4-position
    • 1-position
  11. Which position on the ring does a methyl group direct incoming electrophiles?

    • 3- and 5-positions
    • 2- and 4-positions
    • 1- and 3-positions
    • 3-position only
  12. Which species acts as the nucleophile in the first step of electrophilic substitution of benzene?

    • Sigma bond electrons
    • Electrophilic catalyst
    • Hydrogen ion
    • Benzene pi system
  13. Which species is lost from the intermediate to restore benzene's aromatic pi system?

    • An electrophile
    • A hydride ion
    • A hydroxide ion
    • A proton
  14. What organic product forms when benzene reacts with ethanoyl chloride and aluminium chloride catalyst?

    • Phenylmethanone
    • Phenylethanone
    • Phenylethanol
    • Ethylbenzene
  15. Why does Friedel-Crafts acylation produce a monosubstituted product rather than undergoing polysubstitution?

    • Steric hindrance prevents
    • Acyl deactivates ring
    • Acyl activates ring
    • Catalyst is consumed
  16. Which reagent reacts with sodium hydroxide but not with sodium carbonate?

    • Benzoic acid
    • Ethanoic acid
    • Ethanol
    • Phenol
  17. Why is phenol more reactive towards electrophiles than benzene?

    • Smaller molecular mass
    • Inductive electron withdrawal
    • Presence of a hydroxyl group
    • Oxygen lone pair donation
  18. Which mixture forms when phenol reacts with dilute nitric acid at room temperature?

    • 3-nitrophenol only
    • 3- and 5-nitrophenol
    • 2,4,6-trinitrophenol
    • 2- and 4-nitrophenol
  19. What is the systematic IUPAC name of C6H5CH3?

    • Phenylmethanol
    • Benzylbenzene
    • Methylbenzene
    • Ethylbenzene
  20. What is the name of the compound C6H4(NO2)2 with nitro groups on the 1 and 3 positions of the ring?

    • 1,3-dinitrobenzene
    • 1,2-dinitrobenzene
    • 1,4-dinitrobenzene
    • 2,4-dinitrobenzene only

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