QUESTION AND ANSWERS

(i)

SOLUTIONS

O3
+
Me2S
 QI
(i)

SOLUTIONS

NBS
hv

NaOH
 QI
(iii) Provide the necessary reagents, conditions, intermediates and their
nomenclature for the transformation below. (8 marks)

Toluene

SOLUTIONS
(iv) Complete the reaction below. (3 marks)

SOLUTIONS
 QI
(v) Render the possible product below. (5 marks)

SOLUTIONS
Hint ; The above compound is 3-methyl-5-ethyl-1-tert-butylbenzene hence
oxidation of this compound will only affect the methyl and ethyl substituents
of the benzene ring thus there will be no reaction on the tert-butyl substituent
respectively.
NB; lack of diagrammatic illustration of this question is due to lack of time by
the author or editor of this powerpoint never the less all necessary guidance
has been providcd henceforth will have to be endorsed as articulated solutions.
 QI
(vi) Styrene (vinyl benzene) is a deadly carcinogen in humans. It affects the
CNS and causes a disease called styrene-induced neurotoxicity. It is highly
metabolized in the body via the liver by cytochrome P450. However the
toxicity of styrene is minimized by the treatment with peroxy acid to give 2-
phenyloxirane.
Deduce the equation for the production of 2-phenyloxirane in the treatment
above. (8 marks)
SOLUTIONS
END