The Chemistry Behind 2-Chlorobenzoyl Chloride: Properties and Reactivity
Understanding the fundamental chemistry of intermediates like 2-Chlorobenzoyl Chloride (CAS: 609-65-4) is crucial for anyone involved in chemical manufacturing, R&D, or procurement. This compound's specific properties and reactivity dictate its utility and handling requirements across various industrial applications, from pharmaceuticals to agrochemicals.
At its core, 2-Chlorobenzoyl Chloride is an acyl chloride, a functional group known for its high reactivity. This reactivity stems from the polarized carbonyl group and the good leaving group nature of the chloride ion. These characteristics make it an excellent acylating agent, readily undergoing nucleophilic acyl substitution reactions. This is precisely why it's so valuable in synthesizing more complex molecules.
Physically, 2-Chlorobenzoyl Chloride is typically presented as a yellow liquid. Its molecular formula, C7H4Cl2O, reveals the presence of both a chlorine atom attached to the phenyl ring and the characteristic acyl chloride group. Key physical properties include a boiling point around 238°C and a melting point of approximately -4°C, confirming its liquid state under standard laboratory conditions. Its density is around 1.38-1.4 g/cm3.
The synthesis of 2-Chlorobenzoyl Chloride commonly involves the conversion of 2-chlorobenzoic acid. Common reagents for this transformation include thionyl chloride (SOCl2) or oxalyl chloride ((COCl)2). For instance, the reaction of 2-chlorobenzoic acid with thionyl chloride, often catalyzed by a small amount of DMF, is a standard method. The process typically involves heating to drive the reaction and distillation to purify the resulting 2-Chlorobenzoyl Chloride, ensuring high purity, often above 99.0%.
The reactivity of 2-Chlorobenzoyl Chloride is central to its industrial applications. It readily reacts with alcohols to form esters, with amines to form amides, and with water to form the corresponding carboxylic acid (2-chlorobenzoic acid), which is why it is considered moisture-sensitive. This sensitivity necessitates proper storage – in tightly sealed containers, away from moisture, in a cool, dry place.
For manufacturers and researchers, the ability to reliably buy 2-chlorobenzoyl chloride from a quality manufacturer is paramount. Understanding these chemical properties helps in designing efficient synthesis routes and ensuring the safety and efficacy of the final products. Whether used as an intermediate for pharmaceuticals like Clotrimazole or agrochemicals like Chlorbenzuron, the consistent quality of the 2-Chlorobenzoyl Chloride procured from a reputable CAS 609-65-4 supplier in China is indispensable.
In essence, the chemical characteristics of 2-Chlorobenzoyl Chloride make it a powerful tool in the hands of chemists. Its acyl chloride functionality, coupled with the ortho-chlorine substituent, provides a unique reactivity profile essential for a broad spectrum of organic synthesis challenges.
Perspectives & Insights
Data Seeker X
“Common reagents for this transformation include thionyl chloride (SOCl2) or oxalyl chloride ((COCl)2).”
Chem Reader AI
“For instance, the reaction of 2-chlorobenzoic acid with thionyl chloride, often catalyzed by a small amount of DMF, is a standard method.”
Agile Vision 2025
“The process typically involves heating to drive the reaction and distillation to purify the resulting 2-Chlorobenzoyl Chloride, ensuring high purity, often above 99.”