Quiz | Chemistry of Benzene Substituents

1

Which of the following types of reactions corresponds to the reaction between toluene and Br2 under photolytic conditions?

Electrophilic addition

Electrophilic substitution

Radical addition

Radical substitution

2

Which statement about the reactivity of toluene is correct?

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 strong base

All of the above

3

Which of the following types of reactions corresponds to the reaction between bromobenzene and NaNH/ NH3?

Nucleophilic aromatic substitution

Electrophilic aromatic substitution

Addition-Elimination

Radical substitution

4

Which statement about phenol is correct?

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

5

Which statement about aniline is incorrect?

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

6

Which statement about the diazonium cation PhN2+ is correct?

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

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