A mixture of nitric and sulfuric acids generates the nitroniium ion, +NO₂ (mechanism provided), which can react with benzene to form nitrobenzene via electrophilic aromatic substitution. Using the provided mechanism that forms the nitronium ion, give a full curved-arrow pushing mechanism for the reaction shown below, indicate the Lewis and Bronsted acids/bases at each step as appropriate (LA, LB, BA, BB) and include all important resonance contributors at any ionic intermediates. To preview the image click here : OH O-N+ S-OH HNO3 H₂SO4 OH ₂ NO₂ .. O=N=O + HSO4 nitronium ion electrophile

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.21P: Answer true or false to the following statements about the mechanism of acid-base reactions. (a) The...
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A mixture of nitric and sulfuric acids generates the nitroniium ion,
+NO₂ (mechanism provided), which can react with benzene to
form nitrobenzene via electrophilic aromatic substitution. Using
the provided mechanism that forms the nitronium ion, give a full
curved-arrow pushing mechanism for the reaction shown below,
indicate the Lewis and Bronsted acids/bases at each step as
appropriate (LA, LB, BA, BB) and include all important resonance
contributors at any ionic intermediates.
To preview the image click here
: OH
O-N+
S-OH
HNO3
H₂SO4
OH₂
NO₂
O=N=O + HSO4
nitronium ion
electrophile
Transcribed Image Text:A mixture of nitric and sulfuric acids generates the nitroniium ion, +NO₂ (mechanism provided), which can react with benzene to form nitrobenzene via electrophilic aromatic substitution. Using the provided mechanism that forms the nitronium ion, give a full curved-arrow pushing mechanism for the reaction shown below, indicate the Lewis and Bronsted acids/bases at each step as appropriate (LA, LB, BA, BB) and include all important resonance contributors at any ionic intermediates. To preview the image click here : OH O-N+ S-OH HNO3 H₂SO4 OH₂ NO₂ O=N=O + HSO4 nitronium ion electrophile
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