Aromatic Compounds and Electrophilic Substitution - Advanced Concepts

Q. In the nitration of toluene, which position is most likely to be attacked by the electrophile?
  • A. Ortho position
  • B. Meta position
  • C. Para position
  • D. All positions equally
Q. What is the effect of a -CF3 group on the reactivity of an aromatic ring in electrophilic substitution?
  • A. Activating
  • B. Deactivating
  • C. No effect
  • D. Reversible
Q. What is the IUPAC name of the compound with the formula C6H5-CO-CH3?
  • A. Acetophenone
  • B. Benzophenone
  • C. Phenylacetone
  • D. Benzylacetone
Q. What is the IUPAC name of the compound with the structure C6H5-CH2-COOH?
  • A. Benzyl acetic acid
  • B. Phenylacetic acid
  • C. Benzenepropanoic acid
  • D. Benzeneacetic acid
Q. What is the major product when anisole (methoxybenzene) undergoes nitration?
  • A. Nitroanisole (ortho)
  • B. Nitroanisole (para)
  • C. Dinitroanisole
  • D. Anisole
Q. What is the product of the reaction of phenol with acetic anhydride?
  • A. Phenyl acetate
  • B. Acetophenone
  • C. Benzyl acetate
  • D. Phenyl acetic acid
Q. What is the product of the reaction of phenol with excess bromine?
  • A. Bromobenzene
  • B. 2,4,6-Tribromophenol
  • C. Bromophenol
  • D. Benzene
Q. What is the stereochemical outcome of the electrophilic substitution of 1,2-dimethylbenzene (o-xylene) at the 5-position?
  • A. Only one product
  • B. Two diastereomers
  • C. A racemic mixture
  • D. No reaction
Q. Which of the following compounds is a meta-directing group in electrophilic aromatic substitution?
  • A. Amino group (-NH2)
  • B. Methyl group (-CH3)
  • C. Nitro group (-NO2)
  • D. Hydroxyl group (-OH)
Q. Which of the following compounds is a strong activating group for electrophilic aromatic substitution?
  • A. -NO2
  • B. -CN
  • C. -OH
  • D. -COOH
Q. Which of the following compounds is an example of a polycyclic aromatic hydrocarbon?
  • A. Naphthalene
  • B. Benzaldehyde
  • C. Toluene
  • D. Phenol
Q. Which of the following reactions involves a Friedel-Crafts acylation?
  • A. Benzene + CH3Cl
  • B. Benzene + CH3COCl
  • C. Benzene + HNO3
  • D. Benzene + H2SO4
Q. Which of the following reactions is an example of Friedel-Crafts acylation?
  • A. Benzene + CH3Cl in AlCl3
  • B. Benzene + CH3COCl in AlCl3
  • C. Benzene + HNO3 in H2SO4
  • D. Benzene + Br2 in FeBr3
Q. Which of the following statements about electrophilic aromatic substitution is true?
  • A. The aromatic ring acts as a nucleophile.
  • B. The electrophile is generated in situ.
  • C. Both ortho and para products are formed equally.
  • D. The reaction requires a strong base.
Q. Which of the following substituents on a benzene ring is a strong electron-donating group?
  • A. Nitro group (-NO2)
  • B. Hydroxyl group (-OH)
  • C. Carboxyl group (-COOH)
  • D. Methyl group (-CH3)
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