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Q2. When nitrobenzene attacks the bromine cation, the ortho derivative is not formed - Why? To answer this question you need to do the following: > The nitro group (NO2) does not contain the formal charges on nitrogen or oxygen – please assign the formal charges. > As a pair of aromatic electrons come out to attack the bromine cation, draw the structure A that results. > Now begin to move the electrons around the ring like we just did in Q1 to arrive first at B then again to arrive at C. > Now rearomatize the structure, like you did in Q1, to arrive at the ortho isomer. > Now examine your structures A, B and C- and compare them is there a bad structure that would not be favourable and why? Br Br A Nitrobenzene Not Formed Why?

Q2. When nitrobenzene attacks the bromine cation, the ortho derivative is not formed - Why? To answer this question you need to do the following: > The nitro group (NO2) does not contain the formal charges on nitrogen or oxygen – please assign the formal charges. > As a pair of aromatic electrons come out to attack the bromine cation, draw the structure A that results. > Now begin to move the electrons around the ring like we just did in Q1 to arrive first at B then again to arrive at C. > Now rearomatize the structure, like you did in Q1, to arrive at the ortho isomer. > Now examine your structures A, B and C- and compare them is there a bad structure that would not be favourable and why? Br Br A Nitrobenzene Not Formed Why?

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
Section: Chapter Questions
Problem 26CTQ
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Q2. When nitrobenzene attacks the bromine cation, the ortho derivative is not formed – Why? To answer this question you need to do the following: > The nitro group (NO2) does not contain the formal charges on nitrogen or oxygen – please assign the formal charges. > As a pair of aromatic electrons come out to attack the bromine cation, draw the structure A that results. > Now begin to move the electrons around the ring like we just did in Q1 to arrive first at B then again to arrive at C. > Now rearomatize the structure, like you did in Q1, to arrive at the ortho isomer. > Now examine your structures A, B and C- and compare them is there a bad structure that would not be favourable and why? Br Br A Nitrobenzene Not Formed Why?
Transcribed Image Text:Q2. When nitrobenzene attacks the bromine cation, the ortho derivative is not formed – Why? To answer this question you need to do the following: > The nitro group (NO2) does not contain the formal charges on nitrogen or oxygen – please assign the formal charges. > As a pair of aromatic electrons come out to attack the bromine cation, draw the structure A that results. > Now begin to move the electrons around the ring like we just did in Q1 to arrive first at B then again to arrive at C. > Now rearomatize the structure, like you did in Q1, to arrive at the ortho isomer. > Now examine your structures A, B and C- and compare them is there a bad structure that would not be favourable and why? Br Br A Nitrobenzene Not Formed Why?
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