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Ch. 18 - Reactions of Benzene and Substituted Benzenes
Bruice - Organic Chemistry 8th Edition
Bruice8th EditionOrganic ChemistryISBN: 9780135213711당신이 사용하는 게 아니라요?교과서 변경
18장, 문제 70(c)

What are the products of the following reactions?
c. Chemical reaction diagram showing benzene and chloroacetyl chloride reacting with aluminum chloride as a catalyst.

검증된 단계별 안내
1
Step 1: Recognize the reaction type. This is a Friedel-Crafts acylation reaction, where an aromatic compound reacts with an acyl chloride in the presence of a Lewis acid catalyst (AlCl₃).
Step 2: Identify the reactants. The aromatic compound is benzene, and the acyl chloride is benzoyl chloride (C₆H₅COCl). The catalyst is aluminum chloride (AlCl₃).
Step 3: Understand the mechanism. The AlCl₃ catalyst interacts with the acyl chloride to form a highly electrophilic acylium ion (C₆H₅CO⁺), which is the active species in the reaction.
Step 4: Predict the electrophilic aromatic substitution. The acylium ion attacks the benzene ring, leading to the formation of a new carbon-carbon bond. This results in the substitution of a hydrogen atom on the benzene ring with the acyl group (C₆H₅CO).
Step 5: Finalize the product. The product of this reaction is acetophenone (C₆H₅COC₆H₆), where the benzene ring is bonded to the carbonyl group of the acyl chloride. The AlCl₃ catalyst is regenerated at the end of the reaction.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
2m

주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

Friedel-Crafts Acylation

Friedel-Crafts acylation is an electrophilic aromatic substitution reaction where an acyl group is introduced into an aromatic ring. This reaction typically involves the use of an acyl chloride and a Lewis acid catalyst, such as aluminum chloride (AlCl3), which activates the acyl chloride to form a more reactive acylium ion. The acylium ion then reacts with the aromatic compound, resulting in the formation of a ketone substituted on the aromatic ring.
추천 영상:
05:20
Friedel-Crafts Acylation

Electrophilic Aromatic Substitution (EAS)

Electrophilic aromatic substitution is a fundamental reaction mechanism in organic chemistry where an electrophile replaces a hydrogen atom on an aromatic ring. The aromatic system's electron-rich nature allows it to react with electrophiles, leading to the formation of a new carbon-electrophile bond. This mechanism is crucial for understanding various reactions involving aromatic compounds, including Friedel-Crafts reactions.
추천 영상:
03:07
EAS Review

Role of Lewis Acids

Lewis acids are substances that can accept an electron pair from a Lewis base, facilitating various chemical reactions. In the context of Friedel-Crafts acylation, aluminum chloride (AlCl3) acts as a Lewis acid by coordinating with the acyl chloride, enhancing its electrophilicity. This interaction is essential for generating the acylium ion, which is the active electrophile that reacts with the aromatic compound.
추천 영상:
02:49
The Lewis definition of acids and bases.