The nitrogen group is electron withdrawing and therefore deactivates the ring. So, friedel crafts reaction will not take place.
The Friedel-Crafts reaction may not work effectively when the reactants are highly deactivated or when the reaction conditions lead to unwanted side reactions.
The Friedel-Crafts alkylation rearrangement affects the reaction mechanism by leading to the migration of alkyl groups, resulting in the formation of different products. This rearrangement can impact the overall yield and selectivity of the reaction.
Aniline doesnt undergo friedel craft rxn because the reagent AlCl3,(the lewis acid which is used as a catalyst in friedel crafts reaction).being e- deficient acts as lewis base and attacks on the lone pair of nitrogen present in aniline & aniline forms a salt with Aluminium chloride. Due to this nitrogen atom of aniline acquires a positive charge and hence acts as a strong deactivating group and thus doesn 't allow the reaction to take place.In other cases ther is no such reaction.
Only monosubstitution products are obtained in the Friedel-Crafts acylation reaction because once an acyl group is attached to the substrate compound, it becomes a deactivating group, making further substitutions less favorable. This prevents the formation of disubstituted or polysubstituted products.
1) it has high dielectric constant 2) Also AlCl3 can interact with the nitrobenzne to form complex C6H5NO2.AlCl3 which is soluble in excess nitrobenzene hence a good solvent....
C. M. Jephcott has written: 'Friedel and Crafts' reaction in the pyridine series'
Quinoline does not undergo Friedel-Crafts reactions primarily due to the presence of the nitrogen atom in its structure, which is a strong electron-withdrawing group. This nitrogen decreases the electron density on the aromatic ring, making it less reactive towards electrophilic substitution. Additionally, the nitrogen can coordinate with the Lewis acid catalysts used in Friedel-Crafts reactions, further inhibiting the reaction. As a result, quinoline is typically unreactive under the conditions of Friedel-Crafts acylation or alkylation.
The Friedel-Crafts reaction may not work effectively when the reactants are highly deactivated or when the reaction conditions lead to unwanted side reactions.
The Friedel-Crafts alkylation rearrangement affects the reaction mechanism by leading to the migration of alkyl groups, resulting in the formation of different products. This rearrangement can impact the overall yield and selectivity of the reaction.
Friedel–Crafts reaction
Aniline doesnt undergo friedel craft rxn because the reagent AlCl3,(the lewis acid which is used as a catalyst in friedel crafts reaction).being e- deficient acts as lewis base and attacks on the lone pair of nitrogen present in aniline & aniline forms a salt with Aluminium chloride. Due to this nitrogen atom of aniline acquires a positive charge and hence acts as a strong deactivating group and thus doesn 't allow the reaction to take place.In other cases ther is no such reaction.
The reaction of cumene with acetyl chloride in the presence of aluminum chloride (AlCl3) is a Friedel-Crafts acylation reaction. This reaction results in the formation of acetophenone as the main product. Aluminum chloride acts as a catalyst in this reaction by facilitating the acylation of cumene.
To ensure there's enough of it to allow the reaction to go to completion.
Pyridine will add to carbon 3 in electrophilic reactions, such as Bromine addition. However in a nucleophilic reaction, such as seen in the Chichibabin reaction, carbon #2 and #4 are substituted such as if NH2 - attacked. Draw out the resonance forms and you will see this, or consult any Organic text under heterocyclic Chemistry.In a C3 attack, the electrophile will destabilize the C2 and C4 position, to a great extent since N lacks an octet in one of these resonance forms.In a nucleophilic addition, addition at C2 or C4 allows the negative charge to be shared by Nitrogen thus is preferred to the C3 attack. Hope that helps. Dr Jim Romano CEO Romano Scientific CEO Orgoman.com Class of 1991 NYU
Yes, the Friedel-Crafts acylation of naphthalene can depend on the type of solvent used. Non-polar solvents like dichloromethane or chlorobenzene are typically preferred as they help maintain the reactivity of the acyl chloride reactant. Polar solvents may interfere with the reaction by complexing with the Lewis acid catalyst or the acyl chloride.
Jacob Meyer Zeavin has written: 'Preparation of some monoderivatives of benzoic anhydride and their reaction with Friedel-Crafts' synthesis'
aluminum chloride