
Which of the following statements are correct about Friedel-Crafts reaction?
(A) It is an aromatic electrophilic substitution
(B) The reaction intermediate is an electron deficient species
(C) The reaction involves alkylation and acylation
(D) A Lewis acid is used as a catalyst
Answer
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Hint: Friedel-Crafts reaction is used to introduce alkyl or acyl moiety in the compound in the presence of Lewis acids like\[{\text{AlC}}{{\text{l}}_{\text{3}}}\]through the formation of carbocation intermediate.
Complete step by step answer:
Friedel-Crafts reaction is an electrophilic aromatic substitution since an electrophile, namely carbocation, attacks the aromatic ring. It involves primarily two types of reactions that are alkylation and acylation.
The Friedel crafts alkylation can be depicted as follows:

The Friedel crafts acylation can be depicted as follows:


We can see in the mechanism that both of these reactions are electrophilic aromatic substitution reactions. Lewis acids are electron acceptors thus accepting the electron to form negatively charged species and leads to a carbocation intermediate. The intermediate carbocation is an electron deficient species. Lewis acid is obtained in its original form by giving up its electrons to halide ion thus Lewis acid acts as catalyst.
According to the question’s options, all statements are true.
So, the correct options are A, B, C, and D.
Additional Information: There are few limitations of Friedel-crafts alkylation reactions.
The carbocation formed from the alkyl halide can undergo rearrangement to form a very stable carbocation. Thus, in some cases desired products may not be formed.
The presence of deactivating groups in the aromatic system can deactivate the catalyst due to complex formation.
There are also few limitations in Friedel-crafts acylation reactions.
These reactions yield only ketones.
When formyl chloride is used, they may get decomposed to carbon dioxide and HCl when exposed to these conditions.
The aromatic ring must be more reactive than mono-halo benzenes.
Note: The carbocation formed will undergo rearrangement thus careful choice of alkyl halide is necessary to obtain desired product in Friedel-crafts alkylation reactions. The acylation reaction conditions can be followed only when we need to obtain ketones.
Complete step by step answer:
Friedel-Crafts reaction is an electrophilic aromatic substitution since an electrophile, namely carbocation, attacks the aromatic ring. It involves primarily two types of reactions that are alkylation and acylation.
The Friedel crafts alkylation can be depicted as follows:

The Friedel crafts acylation can be depicted as follows:


We can see in the mechanism that both of these reactions are electrophilic aromatic substitution reactions. Lewis acids are electron acceptors thus accepting the electron to form negatively charged species and leads to a carbocation intermediate. The intermediate carbocation is an electron deficient species. Lewis acid is obtained in its original form by giving up its electrons to halide ion thus Lewis acid acts as catalyst.
According to the question’s options, all statements are true.
So, the correct options are A, B, C, and D.
Additional Information: There are few limitations of Friedel-crafts alkylation reactions.
The carbocation formed from the alkyl halide can undergo rearrangement to form a very stable carbocation. Thus, in some cases desired products may not be formed.
The presence of deactivating groups in the aromatic system can deactivate the catalyst due to complex formation.
There are also few limitations in Friedel-crafts acylation reactions.
These reactions yield only ketones.
When formyl chloride is used, they may get decomposed to carbon dioxide and HCl when exposed to these conditions.
The aromatic ring must be more reactive than mono-halo benzenes.
Note: The carbocation formed will undergo rearrangement thus careful choice of alkyl halide is necessary to obtain desired product in Friedel-crafts alkylation reactions. The acylation reaction conditions can be followed only when we need to obtain ketones.
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