Aromatic Compounds and Electrophilic Substitution - Case Studies

Q. In the nitration of toluene, what is the major product formed?
  • A. Ortho-nitrotoluene
  • B. Para-nitrotoluene
  • C. Meta-nitrotoluene
  • D. Toluene
Q. What is the expected product when anisole undergoes bromination?
  • A. Bromobenzene
  • B. Ortho-bromoanisole
  • C. Para-bromoanisole
  • D. No reaction
Q. What is the IUPAC name of the compound formed when phenol is treated with acetic anhydride?
  • A. Acetophenone
  • B. Phenyl acetate
  • C. Benzyl acetate
  • D. Phenyl acetic acid
Q. What is the IUPAC name of the compound with the structure of a benzene ring with a nitro group and a methyl group at the 1 and 2 positions respectively?
  • A. 2-Nitrotoluene
  • B. 1-Nitrotoluene
  • C. 2-Methyl-1-nitrobenzene
  • D. 1-Methyl-2-nitrobenzene
Q. What is the product of the Friedel-Crafts acylation of benzene with acetyl chloride in the presence of AlCl3?
  • A. Acetophenone
  • B. Benzophenone
  • C. Benzyl acetate
  • D. Phenyl acetate
Q. What is the product of the Friedel-Crafts alkylation of benzene with 1-bromopropane in the presence of AlCl3?
  • A. Propylbenzene
  • B. Isopropylbenzene
  • C. Benzyl bromide
  • D. Benzene
Q. What is the product of the sulfonation of benzene using sulfur trioxide (SO3)?
  • A. Benzene sulfonic acid
  • B. Benzene thiol
  • C. Benzene sulfonate
  • D. Benzene disulfonic acid
Q. What is the role of sulfuric acid in the nitration of benzene?
  • A. Electrophile
  • B. Nucleophile
  • C. Catalyst
  • D. Solvent
Q. What is the stereochemical outcome of the electrophilic substitution of a chiral benzene derivative?
  • A. Racemic mixture
  • B. Enantiomerically pure product
  • C. Diastereomers
  • D. No stereochemical change
Q. Which of the following compounds is an example of a phenolic compound?
  • A. Benzene
  • B. Phenol
  • C. Toluene
  • D. Aniline
Q. Which of the following compounds undergoes electrophilic substitution more readily?
  • A. Toluene
  • B. Benzene
  • C. Chlorobenzene
  • D. Nitrobenzene
Q. Which of the following compounds will undergo electrophilic substitution more readily than benzene?
  • A. Phenol
  • B. Benzaldehyde
  • C. Benzonitrile
  • D. Benzyl alcohol
Q. Which substituent on a benzene ring is a strong deactivator and meta-director in electrophilic substitution?
  • A. Hydroxyl group (-OH)
  • B. Methyl group (-CH3)
  • C. Nitro group (-NO2)
  • D. Ethyl group (-C2H5)
Q. Which substituent on a benzene ring is a strong deactivator and meta-director?
  • A. Methyl
  • B. Nitro
  • C. Hydroxyl
  • D. Ethyl
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