Self Assessment

Chapter 12 : Reactions of Arenes. Electrophilic Aromatic Substitution

Reactions of Arenes. Electrophilic Aromatic Substitution Questions

Qu 1: What are the major products of the following reactions ?

(a)

(b)

(c)

Qu 2: (a) Arrange the following in according to their relative rate of reaction with bromine / Fe. Justify the order.

Qu 3: Arrange the following products according to the % yield obtained from the nitration of t-butylbenzene. Justify the order.

Qu 4: Draw in all of the curved arrows and any required charges to complete the step-by-step mechanisms for each of the following reaction schemes.

All the required bonds have been shown.

(a)

(b)

Qu 5: Arrange the following according to their relative rate of reaction with ethanoyl chloride / AlCl₃. Justify the order.

Qu 6: What are the major products from the reactions of phenyl ethanoate and ethyl benzoate with HNO₃ / H₂SO₄ / heat ?

Qu 7: Based on the resonance energies of polycyclic aromatics like naphthalene and phenanthrene, suggest why they are more reactive then benzene.

Answers ?

Qu 1:	What are the major products of the following reactions ?
	(a)

	(b)

	(c)

Qu 2:	(a) Arrange the following in according to their relative rate of reaction with bromine / Fe. Justify the order.


Qu 3:	Arrange the following products according to the % yield obtained from the nitration of t-butylbenzene. Justify the order.


Qu 4:	Draw in all of the curved arrows and any required charges to complete the step-by-step mechanisms for each of the following reaction schemes.
	All the required bonds have been shown.
	(a)

	(b)

Qu 5:	Arrange the following according to their relative rate of reaction with ethanoyl chloride / AlCl₃. Justify the order.


Qu 6:	What are the major products from the reactions of phenyl ethanoate and ethyl benzoate with HNO₃ / H₂SO₄ / heat ?

Qu 7:	Based on the resonance energies of polycyclic aromatics like naphthalene and phenanthrene, suggest why they are more reactive then benzene.