Aromatic Compounds: Reaction

21 Questions
Aromatic Compounds: Reaction

Review the different reactions that are encountered when adding groups to aromatic rings when you can no longer force yourself to do more practice problems!

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Questions and Answers
  • 1. 
    • A. 

      EAS is electron aromatics sequestering. It occurs because regular addition would destroy the aromaticity of a ring.

    • B. 

      EAS is electrophilic aromatic substitution. It occurs because addition to pi bonds will always substitute, preserving the pi bond.

    • C. 

      EAS is electrophilic aromatic substitution. It occurs because regular addition would destroy the aromaticity of a ring.

  • 2. 
    The first step of the EAS reaction mechanism sees an _________ (electrophile/nucleophile) add to the ring in the addition step, which is the ______ step of the reaction. The ________ ion intermediate that is formed reacts _______ (slowly/quickly) with a __________(electrophile/nucleophile), which is a base,  in the _________ (RDS/ elimination) step. Separate answers with a comma.
  • 3. 
    True or false: An arenium ion is not stabilized by any conjugation.
    • A. 

      True

    • B. 

      False

  • 4. 
    Halogenation of benzene cannot occur with only the instantaneous dipole of the helogen gas- it requires a catalyst. Which of the following reagents-catalyst combination would be typically used in halogenation of benzene?
    • A. 

      Cl2 and FeCl3.

    • B. 

      Br2 and AlBr3

    • C. 

      F2 and FeF3

  • 5. 
    If I2 was used, what catalyst would allow for the best addition to benzene in a halogenation reaction? (Subscripts and superscripts are not supported on some computers for these quizzes- if they are needed type as regular number)A: __________
  • 6. 
    Freidel Crafts reactions can be useful to add what functional groups to aromatic rings?
    • A. 

      -R and -OR

    • B. 

      -R and -C(O)R,

    • C. 

      -R and -OH

  • 7. 
    What catalyst should be used to add ClCH2CH3 to benzene?
    • A. 

      FeCl3

    • B. 

      Na2Cr2O7 and water

    • C. 

      AlCl3

    • D. 

      HCl

  • 8. 
    At its core, a Friedel-Crafts reaction requires a ______ to be produced to allow the addition of an alkly group.
  • 9. 
    If a long chain alkyl group is to be added to a aromatic ring , a variation of Friedel-Crafts alkylation can be used, called Friedel Crafts _______. This produces an _________ ion intermediate, which stops the problem of ___________, because of _________ in the intermediate.Separate answers with commas.
  • 10. 
    Match the following Friedel Crafts related reactions and reagents:1. R-C(O)-Cl and AlCl32. CO and HCl and ZnCl23. FC acylation product and HCl and Zn(Hg)4. Aldehyde formation5. Clemenson Reduction6. Friedel Crafts Acylation
    • A. 

      1-4, 2-6, 3-5

    • B. 

      1-5, 2-4, 3-6

    • C. 

      1-5, 2-6, 3-4

    • D. 

      1-6, 2-4, 3-5

    • E. 

      1-6, 2-5, 3-4

  • 11. 
    Nitrate and sulfate both add to benzene to produce ____ directors. Which requires the other in a catalytic role?
    • A. 

      Meta. Nitration requires H2SO4 as a catalyst.

    • B. 

      Ortho-para. Nitration requires H2SO4 as a catalyst

    • C. 

      Meta. Sulfonation requires HNO3 as a catalyst

    • D. 

      Ortho-para. Sulfonation requires HNO3 as a catalyst

  • 12. 
  • 13. 
    Which of the following are ortho-para directors?
    • A. 

      -NH2

    • B. 

      -NO2

    • C. 

      -C(O)OH

    • D. 

      --OH

    • E. 

      -CH3

  • 14. 
    Which of the following are meta directors?
    • A. 

      -NH-R

    • B. 

      -C(O)R

    • C. 

      -O-C(O)R

    • D. 

      -C(O)-NH2

    • E. 

      -CF3

  • 15. 
    A halide substituent is:
    • A. 

      A meta directing activator.

    • B. 

      An ortho-para directing activator

    • C. 

      A meta direction deactivator.

    • D. 

      An ortho-para directing deactivator.

  • 16. 
    What group, located para on a phenol, would make the least acidic compound?
    • A. 

      -CH3

    • B. 

      -O-CH3

    • C. 

      -C(O)OH

    • D. 

      -NH2

    • E. 

      -NO2

  • 17. 
    True or false: A better electron donating group makes a better acid.
    • A. 

      True

    • B. 

      False

  • 18. 
    Diazonium Salts aer very useful in multistep synthesis. Which of the following groups are only/best added by first making a diazonium salt?
    • A. 

      -Cl

    • B. 

      -F

    • C. 

      -CH2CH3

    • D. 

      -CN

    • E. 

      -C(O)R

  • 19. 
    What reagents are needed to get a diazonium salt from a aniline?Check all that are required.
    • A. 

      H2SO4

    • B. 

      HNO3

    • C. 

      NaNO2,

    • D. 

      Cu2O and Cu(NO3)2

    • E. 

      HCl, 0 degrees C

  • 20. 
    What is the name of the following compound?
    • A. 

      Phenol

    • B. 

      Styrene

    • C. 

      Anisole

    • D. 

      Benzonitrile

  • 21. 
    What substituent is on anisole?
    • A. 

      -NH2

    • B. 

      -CH3

    • C. 

      -NO2

    • D. 

      -OCH3

    • E. 

      -CN