Electrophilic aromatic substitutions proceed in two stages.1. Attack of the electrophile on the aromatic ring.2. Regeneration of the stable aromatic system by loss of a positively chargedunit, usually a proton.BrFeBr3Draw the most stable resonance structure for the intermediate that forms byelectrophilic attack on ethylbenzene in the reaction above.

We need to draw the detailed mechanism for the chemical reaction.

Answered: k of the electrophile on the aromatic…

k of the electrophile on the aromatic ring. neration of the stable aromatic system by loss of a p usually a proton. Br FeBr3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 30MP: The carbocation electrophile in a Friede1-Crafts reaction can be generated by an alternate means...

See similar textbooks

Related questions

Q: an SN1 reaction on 2-bromo-3-methylbutane?

Q: Which N in DBU compound acts to accept a proton in an E2 reaction and why?

A: DBU is Diazabicycloundecene. It is a Nucleophilic, bulky base. It is Stable, water-soluble, and…

Q: .CH3 NH3 (a) I or II `NH2 (b) I or II IZ:

A: Concept used here: Rate of EAS is directly proportional to electron donating group (electron rich).…

Q: Which carbon will be the best site for electrophilic aromatic substitution? A

Q: The presence of bromine on a benzene ring - position(s). the ring but directs the electrophile to…

A: ->Electrophilic substitution reaction occur fast when there is maximum electron density in…

Q: 5) Circle the letter code for all reaction types for which the statement is true. Sy1 = SN1…

A: SN1 reactions are shown by alkyl halides, EAS reactions are shown by Aromatic compounds and EA…

Q: (с) I or II CH3 CH3 (d) H3C CH3 I or II :0: :0:

Q: In which position(s) is aniline attacked by electrophiles, E: ortho, meta and para meta only O ortho…

A: Electron loving species are called electrophiles and they are electron deficient. Electron deficient…

Q: How does a protic solvent make strong bases less nucleophilic?

A: How does a protic solvent make strong bases less nucleophilic has to be given.

Q: The powerful electron-withdrawing property of a carbonyl group increases the acidity of a-protons…

A: The electronegativity of the carbonyl group is highest among other functional groups.

Q: Indicate which of the ff. statements regarding nucleophilicity is incorrect. A Second row elements…

A: As we goes down the group nucleophlicity increase and basicity will decrease . This fact can be…

Q: tt. butanamide + methanol with acid 1. React the carbonyl compound: It is (circle one) CONJUGATED…

A: There are many mechanisms in organic chemistry such as nucleophilic substitution, nucleophilic…

Q: In an example Friedel-Crafts acylation, the electrophile is generated from an acid chloride…

A: Friedel Craft acylation :- In this reaction generation of electrophilic acyl group from acyl…

Q: Which halogens are attached to Vinylic carbons? 2. Which of the following is the best electrophile?

A: The formula of vinylic functional group is shown below: -CH=CH2. The group which contains ethylene…

Q: Explain why a methoxy group (CH3O) increases the rate of electrophilic aromatic substitution, but…

A: Methoxy group (CH3O) increases the rate of the rate of electrophilic aromatic substitution reaction,…

Q: Determine the HOMO in the nucleophile and LUMO in the electrophile in the reaction below. NH, Me…

Q: Substitution with a(n) to an aromatic ring would result in reaction? Deactivator group, fast…

A: Activator - electron donating group and para and ortho directing Example - OH, OCH3 Deactivator -…

Q: Q3. Rank the compounds in each of the following groups according to their indicated property )…

A: An electrophilic aromatic substitution is a process where an atom or aromatic ring get replaced by…

Q: For each pair of aromatic compounds, determine which will undergo electrophilic aromatic…

A: Since your question has multiple sub-parts, we will solve first three sub-parts for you. If you want…

Q: In this reaction, which species acts as the electrophile? Click on a letter A through D to answer.…

A: The species which act as an electrophile are the ones that are electron deficient. The species…

Q: Which is the best nucleophile for an SN2? A B Me Me Li Ме 'Li Li В O A

Q: Ph * Ph Bv 014 Br CN Ph. with

A: Applying concept of organic synthesis and reaction mechanism.

Q: When an electrophilic aromatic substitution reaction on naphthalene is reversible, such as in a…

A: The major product of the reaction has to be given,

Q: In electrophilic aromatic substitution, a group attached to the aromatic ring does not affect ring…

A: In electrophilic aromatic substitution, a group attached to the aromatic ring does not affect ring…

Q: When 2-methylnaphthalene undergoes an irreversible electrophilic aromatic substitution, the…

Q: Circle the strongest acid in the following set of molecules. Provide a brief explanation (20 words…

A: "Since you have posted a question with multiple subparts, we will solve first three sub parts for…

Q: a. Strong bases are [ Select ] nucleophiles. b. Electron-withdrawing groups nearby a nucleophilic…

A: Bases try to abstract hydrogen whereas nucleophiles attack electron deficit carbon atoms. The groups…

Q: Rank the following E2 reactions in order of increasing rate. Ph, OTs OTs NaOH NaOH ? NaNH, A Ph.…

A: E2 reaction is bimolecular elimination reaction. Rate = kRXBase, X is the leaving group Rate is…

Q: H H. H 4. 2-bromo-2-methylbenzene 3.

A: Here we have to write resonance structures and identify whether the given species are aromatic or…

Q: Indicate which of the ff. statements regarding nucleophilicity is incorrect. 1. F- is more…

A: Nucleophilicity is directly proportional to Polarisability. Order of nucleophilic halide :…

Q: Is a carbon that is donating its proton a Bronsted acid and Lewis acid , does it also make it an…

A: Introduction: Electrophile and nucleophile: Electrophile means electron loving. Electrophiles are…

Q: Pyridine and pyrrole, which is more basic and why? H. pyridine pyrrole A- Pyrrole, protonation would…

Q: Pyridine and pyrrole, which is more basic and why? H. pyridine pyrrole • A - Pyrrole, protonation…

Q: In the E1 reaction, how is the rate affected when the concentration of attacking nucleophile is…

A: Elimination reaction-is type of organic reaction in which two substituents are removed from molecule…

Q: Draw the major organic product of the Bronsted acid-base reaction. Include all lone pairs and…

A: A Bronsted acid donates a proton and a Bronsted base accepts a proton. Hence, in a Bronsted…

Q: 4. Draw at least four resonance contributors of following azo dye (methyl orange).

Q: H;C CH3 HN- -c-CH, A в a) Which of the above molecules (A or B) have a higher rate of reaction…

A: We have two compounds, we have to predict the rate of electrophilic aromatic substitution of the…

Q: d. Hint: the acetylide ion is both a strong base and a strong nucleophile. Br Na+ ECH THF

A: given substrate is a one degree alkyl bromide and it will go elimination and substitution reaction…

Q: = most reactive toward electrophilic aromatic substitution?

A: Compound which is more electron rich is considered to be most reactive towards electrophilic…

Q: An NH2 group_the ring toward electrophilic aromatic substitution by. a. activates, the inductive…

A: An NH2 group activates the ring toward electrophillic aromatic substitution by resonance. Option "c"…

Q: type op or m, to indicate if the group would be an op or meta director in electrophilic aromatic…

A: Displacement of pi or non bonded electrons through conjugation is called mesmeric effect

Q: Arrange in decreasing order according to their reactivity towards an electrophile. H A В

Q: The SN2 reaction shows a reversible mechanism when the basic strength nucleophile and leaving group…

A: Generally SN2 reactions are substitution nucleophilic biomolecular reactions. The mechanism involves…

Q: 5. Tropone (A) is much stronger base (conjugate acid more stabilized) than the open chain,…

Q: Which position will an electophile (E*) most likely add in an Electophilic Aromatic Substitution…

Q: the following heterocides, which is anti-

A: Aromaticity is the important property of cyclic compounds. It is explained by the Huckel rule. It…

Concept explainers

Ionic Equilibrium

Chemical equilibrium and ionic equilibrium are two major concepts in chemistry. Ionic equilibrium deals with the equilibrium involved in an ionization process while chemical equilibrium deals with the equilibrium during a chemical change. Ionic equilibrium is established between the ions and unionized species in a system. Understanding the concept of ionic equilibrium is very important to answer the questions related to certain chemical reactions in chemistry.

Arrhenius Acid

Arrhenius acid act as a good electrolyte as it dissociates to its respective ions in the aqueous solutions. Keeping it similar to the general acid properties, Arrhenius acid also neutralizes bases and turns litmus paper into red.

Bronsted Lowry Base In Inorganic Chemistry

Bronsted-Lowry base in inorganic chemistry is any chemical substance that can accept a proton from the other chemical substance it is reacting with.

Question

Electrophilic aromatic substitutions proceed in two stages.
1. Attack of the electrophile on the aromatic ring.
2. Regeneration of the stable aromatic system by loss of a positively charged
unit, usually a proton.
Br
FeBr3
Draw the most stable resonance structure for the intermediate that forms by
electrophilic attack on ethylbenzene in the reaction above.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

In Image 4 predict the effect the substituent attached to the benzene ring would have on electrophilic aromatic substitution reactions? a.ortho/para director, deactivator b.ortho/para director, activator c.meta director, activator d.meta director, deactivator
Illustrate the resonance effect of the methoxy group -OCH3, on the structure of the benzene ring. Draw all the oissuvke resonance forms of methoxybenzene, including the hybrid Based on the structures, explain how the presence of the -OCH3 group affects: (i) the reactivity of the benzene ring towards electrophilic attack (ii) the orientation or point of attack of an incoming electrophilic reagent on the benzene ring.
1. Which of the following is the strongest nucleophile? Refer to the diagram below with an MeOH, MeSH, etc. 2. Which of the following is true about the stereochemistry of SN1 reaction?a.retention of configuration at the electrophilic centerb.50:50 mixture of retention and inversion of configuration at the electrophilic centerc.inversion of configuration at the electrophilic centerd. slightly more inversion than retention at the electrophilic center
Which rearrangement product will form preferentially during the [1,2]-rearrangementof an R-group? Motivate.
p-Fluoronitrobenzene is more reactive toward hydroxide ion than is p-chloronitrobenzene. What does this tell you about the rate-determining step for nucleophilic aromatic substitution?
From 1 being the slowest and 4 being the fastest rank the aromatic hydrocarbons in terms of increasing raters of nitration via electrophilic aromatic substitution
Fill in the missing reagents a-e in the following scheme: