Understanding the fundamental chemistry of key industrial intermediates is crucial for optimizing their use. Acetoxyacetyl Chloride, identified by its CAS number 13831-31-7, is a prime example of such a compound. As an acyl chloride, it possesses a highly reactive functional group that makes it exceptionally useful in a variety of organic synthesis applications, particularly in the introduction of the acetoxyacetyl moiety.

Physically, Acetoxyacetyl Chloride is typically described as a colorless to pale yellow transparent fuming liquid. This visual characteristic, along with its fuming nature in moist air, indicates its inherent reactivity and sensitivity to moisture. The chemical formula C4H5ClO3 and a molecular weight of 136.53 g/mol provide the foundational data for stoichiometric calculations in synthesis.

The reactivity of Acetoxyacetyl Chloride stems from the polarized carbonyl group and the excellent leaving group ability of the chloride ion. This makes it a potent acylating agent. It readily reacts with nucleophiles such as alcohols, amines, and even water. The reaction with alcohols yields esters, while reactions with amines produce amides. Its hydrolysis, reacting violently with water, produces acetic acid and hydrogen chloride, underscoring the need for careful handling and storage in dry conditions.

The synthesis of Acetoxyacetyl Chloride typically involves the reaction of glycolic acid derivatives with chlorinating agents. For instance, reacting acetoxyacetic acid with reagents like thionyl chloride (SOCl2) or phosphorus pentachloride (PCl5) can yield Acetoxyacetyl Chloride. The efficiency and yield of these synthesis routes are critical for manufacturers aiming to produce high-purity material.

The applications of Acetoxyacetyl Chloride are widespread, primarily serving as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Its role in creating specific molecular architectures makes it invaluable for researchers and industrial chemists alike. The ability to precisely control the introduction of the acetoxyacetyl group allows for the fine-tuning of the properties of target molecules.

For those in the industry looking to purchase this intermediate, understanding its chemical behavior—its reactivity, stability, and compatibility—is as important as knowing its price or availability. A knowledgeable supplier will not only provide the product but also offer insights into its optimal use and safe handling practices. Therefore, when procuring Acetoxyacetyl Chloride, engaging with experienced manufacturers and suppliers who can detail its chemical properties and synthesis pathways ensures a more effective and safer operational integration.