The Chemical Profile of 2,4,6-Trimethylbenzoyl Chloride: Properties and Synthesis Insights
For chemists and R&D professionals engaged in organic synthesis, a deep understanding of the chemical profile of intermediates is foundational to successful experimentation and product development. 2,4,6-Trimethylbenzoyl chloride (CAS 938-18-1) is one such compound, offering a unique combination of structure and reactivity that makes it a valuable tool in the synthetic chemist's arsenal. As a leading provider of fine chemicals, NINGBO INNO PHARMCHEM CO.,LTD. is committed to supplying high-quality materials backed by thorough technical information.
Chemical Structure and Key Properties
2,4,6-Trimethylbenzoyl chloride, with the molecular formula C10H11ClO and a molecular weight of 182.65 g/mol, is characterized by a benzoyl chloride structure substituted with three methyl groups at the 2, 4, and 6 positions of the aromatic ring. This steric bulk from the methyl groups influences its reactivity and stability. Typically appearing as a clear to light yellow liquid, it possesses a boiling point of approximately 143-146 °C at 60 mmHg and a density of 1.095 g/mL at 25 °C. Its sensitive nature to moisture requires careful handling and storage, often at 2-8°C, to maintain its integrity. The presence of the acyl chloride functional group (-COCl) makes it highly reactive towards nucleophiles, facilitating esterification and amidation reactions, critical steps in many synthetic routes.
Insights into Synthesis and Reactivity
The synthesis of 2,4,6-Trimethylbenzoyl chloride commonly involves the conversion of its corresponding carboxylic acid, 2,4,6-trimethylbenzoic acid, using chlorinating agents such as thionyl chloride (SOCl2) or phosphorus pentachloride (PCl5). This established method ensures a reliable pathway for its production. In application, its reactivity as an acyl chloride is its defining characteristic. For instance, it is used to protect hydroxyl (-OH) groups by forming mesitoate esters. This protecting group strategy is widely employed in complex multi-step syntheses where selective functionalization is required. Understanding these synthetic routes and reactive behaviors is crucial for anyone looking to buy 2,4,6-Trimethylbenzoyl chloride for laboratory or industrial use.
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