3 marksFunctional Group Analysis, Reactions and Mechanisms

CAPE Chemistry Unit 2 · 2008 (T&T) · Paper 2 · Question 1(d)

List benzene, methylbenzene, and nitrobenzene in order of increasing ease of reactivity with chlorine (least reactive first), and explain your answer.

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Other parts of this question

1(a)Suggest reagents to be used in EACH of the transformations (i), (ii), (iii), (iv), and (v).[5 marks]
1(b)(i)Draw the structure for the monosubstituted product formed from the reaction of chlorine with benzene.[1.33 marks]
1(b)(ii)Draw the structure(s) for the monosubstituted product(s) formed from the reaction of chlorine with methylbenzene.[1.33 marks]
1(b)(iii)Draw the structure for the monosubstituted product formed from the reaction of chlorine with nitrobenzene.[1.34 marks]
1(c)(i)Suggest a reason for the position of the chlorine on the benzene ring in the product of benzene.[1 mark]
1(c)(ii)Suggest a reason for the position of the chlorine on the benzene ring in the product(s) of methylbenzene.[1 mark]
1(c)(iii)Suggest a reason for the position of the chlorine on the benzene ring in the product of nitrobenzene.[1 mark]

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