2. Draw resonance structures to show how the amide group (in acetanilide) activates the aromatic ring at the ortho and para positions with respect to electrophilic substitution. 4 During the reaction performed in this lab, why is the "para isomer" the major product? Why is the "ortho isomer" not produced in more than trace amounts?

2. Draw resonance structures to show how the amide group (in acetanilide) activates the aromatic ring at the ortho and para positions with respect to electrophilic substitution. 4 During the reaction performed in this lab, why is the "para isomer" the major product? Why is the "ortho isomer" not produced in more than trace amounts?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 21E

See similar textbooks

Similar questions

What is the slow (rate-determining) step in any electrophilic aromatic substitution reaction? Please provide a detailed explanation.
Organometallic compounds act as nucleophiles under very specific conditions, and can generate alcohols, alkanes, among others. Describe in detail what these reaction conditions are so that organometallics can perform the addition reaction to carbonyl.
Draw the sigma complex for the formation of the bromonium electrophile with proper resonance forms for the meta bromination of toluene and for the para bromination of toluene. Which resonance structure places the (+) next to the methyl group? Will either one (i.e. para and meta sigma complex) yield a fourth resonance structure? Given that alkyl groups such as CH3 are electron rich (i.e. no attached electronegative atoms), which sigma complex in part (A) would be more stable?
Why does the carbomethoxy group directs the reaction to positions that are meta to it ?b) Why the formation of dinitrobenzaote is substantially disfavored ?c) Would you expect small amounts of the ortho and para substituted product ? How would you remove them if they are formed ?d) Why does water have a retarding effect on the nitration ?e) Explain why Benzene has lower reactivity in electrophilic addition reactions than cyclohexene?
Chemistry Please help explain this textbook question: Although N, N -dimethylaniline is extremely reactive toward electrophilic aromatic substitution and is readily substituted by weak electrophiles, such as diazonium and nitronium ions, this reactivity is greatly diminished by the introduction of an alkyl substituent in an ortho position.
Part IIB Draw the structure of the synthesized product (do not include side or by products) from experiments performed in Chem 272L. How can IR spectroscopy be used to monitor the progress of each of the following reactions (if reaction went to completion and/or check the purity of the final product)? What absorptions would be observed in the IR spectrum? And if IR spectroscopy could not have been used, briefly explain why.
Which sequence ranks the following aromatic rings of this compound in order of increasing reactivity in an electrophilic aromatic substitutionreaction (slowest to fastest reacting)?
1. Consider the electrophilic aromatic substitution reaction below. Provide the major product and complete curved arrow mechanism (including activation of the electrophile). CH3 NO₂ FeBr3 Br₂ Draw three resonance structures of the arenium intermediate (provide curved arrows between resonance forms). Of these three, indicate one which would be the relatively most stable resonance contributor. Provide a brief explanation on how/why the arenium ion intermediate resonance supports the formation of your product.
You have learned two ways to make an alkyl benzene: Friedel–Craftsalkylation, and Friedel–Crafts acylation followed by reduction. Although some alkyl benzenes can be prepared by both methods, it is often true that only one method can be used to prepare a given alkyl benzene. Which method(s) can be used to prepare attached compound from benzene? Show the steps that would be used.
a. What reagent(s) are needed to synthesize the enamine below. Also, draw the resonance structure(s) for the enamine. b. Predict the product of the reaction between the enamine from part a and ethyl iodide. Also explain why it forms, including any selectivities. Hint: Consider the type of reaction alkyl halides take part in and the resonance structure(s) in part a. Etl
Give the reaction mechanism for ETHYNE and bromine solution. Draw and explain the steps of the reaction mechanism.
With the use of resonance structures, explain why OH group of phenol is an ortho/para director. Provide illustration as needed and explain in depth (5 sentences min.)