Quiz - Benzylic and Aromatic Reactions - 1 | Benzylic and Aromatic Reactions of Substituted Benzene

Increases, due to higher electron density at the benzylic position

Decreases, because electron-donating groups destabilize the carbocation intermediate

No effect, since oxidation does not involve the benzene ring

Increases, as electron-withdrawing groups withdraw electron density

Electrophilic addition

Electrophilic substitution

Radical addition

Radical substitution

Oxidation of toluene with aqueous KMnO₄ gives benzoic acid

Reaction of toluene with Br₂ in the presence of FeBr₃ gives 2- and 4-bromotoluene

The methyl substituent is relatively acidic (pKa ~ 41) and can be deprotonated with a strong base

All of the above

Nucleophilic aromatic substitution

Electrophilic aromatic substitution

Addition-elimination

Radical substitution

PhOH behaves as a typical alcohol

PhOH reacts with NaOH to give sodium phenoxide

A keto-enol equilibrium exists with PhOH and the keto form is favored

All of the above

Aniline is a primary amine

Reaction of PhNH₂ with MeCOCl gives the amide PhNHCOMe

Treatment of PhNH₂ with NaNO₂ and aqueous HCl gives the diazonium cation PhN₂⁺

None of the above

Coupling of PhN₂⁺ with phenol occurs with loss of N₂

During the Sandmeyer reaction, PhN₂⁺ reacts with NaCN to give cyanobenzene

PhN₂⁺ is hydrolysed in water to phenol

All of the above

They involve the addition of an electrophile to an aromatic ring

They result in the formation of a carbocation intermediate

They involve the substitution of a leaving group with a nucleophile on an aromatic ring

They primarily occur under acidic conditions

Hydroxide ion (OH^-)

Alkoxide ion (RO^-)

Halide ion (X^-)

Ammonium ion (NH₄⁺)

Formation of carbon-carbon double bonds

Production of azo compounds

Generation of alkyl halides

Introduction of carbonyl groups