In the process of obtaining benzoic acid from benzene, the Friedel–Crafts reactions emerge as a pivotal set of chemical transformations, introduced by Charles Friedel and James Crafts in 1877, which facilitate the introduction of substituents onto an aromatic ring. These reactions fall into two primary categories: alkylation and acylation reactions, both of which operate through the mechanism of electrophilic aromatic substitution.
The molecular composition of benzene, denoted as C6H6, contrasts with that of benzoic acid, which is represented as C6H5COOH. Employing the Friedel-Crafts reaction, benzoic acid is synthesized through the following sequence:
Benzene reacts with Carbon Dichloride (COCl2) in the presence of anhydrous Aluminum Chloride (AlCl3). This process, referred to as Friedel–Crafts Alkylation, yields Benzoyl Chloride (C6H5COCl).
Subsequently, Benzoyl Chloride interacts with water (derived from the anhydrous aluminum chloride molecule), releasing Hydrochloric acid and undergoing conversion into Benzoic Acid.
Noteworthy chemical properties of Benzoic Acid encompass its conversion into Benzyl Alcohol (C6H5 - CH2 - OH) upon reaction with Lithium Aluminum Hydride (LiAlH4).
Another reaction involves the interaction of Benzoic Acid with thionyl chloride (SOCl2) in the presence of pyridine, resulting in the formation of benzoyl chloride (C6H5 - COCl) along with the release of Sulphur dioxide (SO2) and hydrochloric acid (HCl).
It's vital to highlight that in addressing such inquiries, familiarity with the anticipated outcomes of benzene and benzoic acid's reactions with specific substances is crucial.
Benzene, a hexagonal arrangement of six carbon atoms connected by single bonds and bounded to a hydrogen atom on each vertex, belongs to the hydrocarbon class due to its composition of carbon and hydrogen atoms.
On the other hand, benzoic acid is characterized by a benzene ring bearing a carboxyl group, signifying it as an aromatic carboxylic acid. This compound exists as a colorless crystalline solid under normal conditions.
The correct answer is/are option(s):
(A): (i)Br2/Fe (ii)Mg/dry ether (iii)CO2 (iv)H3O⨁
(C): (i)CH3Cl,Anhydrous AlCl3 (ii)KMnO4|⨁OH,△ (iii)H3O⨁
(D): (i)CH3COCl,Anhydrous AlCl3 (ii)Br2,NaOH (iii)H3O⨁
Ethanal to But-2-enal
Aldehydes, Ketones, and Carboxylic Acids are carbonyl compounds that contain a carbon-oxygen double bond. These organic compounds are very important in the field of organic chemistry and also have many industrial applications.
Aldehydes are organic compounds that have the functional group -CHO.
Preparation of Aldehydes
Acid chlorides are reduced to aldehydes with hydrogen in the presence of palladium catalyst spread on barium sulfate.
Ketones are organic compounds that have the functional group C=O and the structure R-(C=O)-R’.
Preparation of Ketones
Acid chlorides on reaction with dialkyl cadmium produce ketones. Dialkyl cadmium themselves are prepared from Grignard reagents.
Carboxylic acids are organic compounds that contain a (C=O)OH group attached to an R group (where R refers to the remaining part of the molecule).
Preparation of Carboxylic Acids
Primary alcohols are readily oxidized to carboxylic acids with common oxidizing agents such as potassium permanganate in neutral acidic or alkaline media or by potassium dichromate and chromium trioxide in acidic media.