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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

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
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
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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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