Answer ONE question only from this section 11. Answer ALL parts of this question: (b) (a) Consider the following aromatic electrophilic substitution reaction (Scheme Q11a): CH HNO/H₂SOA CH3 (Scheme Q11a) 0 What are the possible products? (ii) (2 marks) Is the ispo product possible in this case? Explain your answer. (2 marks) (!!!) Write down the resonance structures (Wheland intermediates) that form during electrophilic attack of NO₂+ on the benzene ring, in the above reaction (Scheme Q11a). (3 marks) Both phenol and toluene (Scheme Q11b) can react with nitric acid to form tri-nitrated products. However, the reaction conditions leading to these products are very different. OH HNO3 (aq) conditions CH3 HNO/H2SO4 conditions (Scheme Q11b) Question 11 is continued overleaf... 11

Biochemistry
9th Edition
ISBN:9781319114671
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Chapter1: Biochemistry: An Evolving Science
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Answer ONE question only from this section
11.
Answer ALL parts of this question:
(b)
(a) Consider the following aromatic electrophilic substitution reaction (Scheme
Q11a):
CH
HNO/H₂SOA
CH3
(Scheme Q11a)
0
What are the possible products?
(ii)
(2 marks)
Is the ispo product possible in this case? Explain your answer.
(2 marks)
(!!!)
Write down the resonance structures (Wheland intermediates) that
form during electrophilic attack of NO₂+ on the benzene ring, in the
above reaction (Scheme Q11a).
(3 marks)
Both phenol and toluene (Scheme Q11b) can react with nitric acid to form
tri-nitrated products. However, the reaction conditions leading to these
products are very different.
OH
HNO3 (aq)
conditions
CH3
HNO/H2SO4
conditions
(Scheme Q11b)
Question 11 is continued overleaf...
11
Transcribed Image Text:Answer ONE question only from this section 11. Answer ALL parts of this question: (b) (a) Consider the following aromatic electrophilic substitution reaction (Scheme Q11a): CH HNO/H₂SOA CH3 (Scheme Q11a) 0 What are the possible products? (ii) (2 marks) Is the ispo product possible in this case? Explain your answer. (2 marks) (!!!) Write down the resonance structures (Wheland intermediates) that form during electrophilic attack of NO₂+ on the benzene ring, in the above reaction (Scheme Q11a). (3 marks) Both phenol and toluene (Scheme Q11b) can react with nitric acid to form tri-nitrated products. However, the reaction conditions leading to these products are very different. OH HNO3 (aq) conditions CH3 HNO/H2SO4 conditions (Scheme Q11b) Question 11 is continued overleaf... 11
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