Acetoxyacetyl chloride, with the CAS number 13831-31-7, is a high - quality chemical product offered at a competitive price. This colorless to slightly yellowish liquid has a molecular formula of C₄H₅ClO₃. Its molecular weight is approximately 136.53 g/mol.
It is sensitive to air and moisture, so it should be stored in a cool, dry place under an inert atmosphere, such as nitrogen. The boiling point of acetoxyacetyl chloride ranges from 66 - 67 °C at 22 mmHg, and its density is about 1.278 g/mL at 25 °C.
Acetoxyacetyl chloride is a versatile chemical reagent with a wide range of applications in the chemical and pharmaceutical industries.
In organic synthesis, it serves as an important acetylating and acylating agent. It can be used to introduce the acetoxyacetyl group into various organic molecules, which is crucial for the synthesis of complex organic compounds. For example, it can react with amines to form amides, with alcohols to form esters, and with thiols to form thioesters.
In the pharmaceutical field, it is often used as a key intermediate in the synthesis of some drugs. It can be involved in the construction of the molecular structure of drugs, thereby affecting the biological activity and pharmacokinetic properties of drugs.
When handling acetoxyacetyl chloride, strict safety procedures should be followed. Operators must wear appropriate personal protective equipment, including safety goggles, chemical - resistant gloves, and a lab coat.
Since it is sensitive to moisture, all operations should be carried out in a dry environment. It is recommended to use a glove box or a Schlenk line to handle this compound. When adding it to a reaction system, it should be added slowly under stirring to ensure uniform mixing and avoid violent reactions.
After use, the container should be tightly sealed to prevent air and moisture from entering. If there are any spills, they should be cleaned up immediately using appropriate absorbents, and the waste should be disposed of in accordance with relevant regulations.
Case 1: Synthesis of a Pharmaceutical Intermediate
In a pharmaceutical research project, the goal was to synthesize a new anti - inflammatory drug intermediate. Acetoxyacetyl chloride was used as an acylating agent. First, a specific amine compound was dissolved in an anhydrous organic solvent (such as dichloromethane) in a round - bottom flask under nitrogen protection. Then, acetoxyacetyl chloride was slowly added drop - wise to the solution at a low temperature (around 0 - 5 °C) while stirring vigorously. After the addition was complete, the reaction mixture was allowed to warm to room temperature and stirred for several hours. Through TLC (thin - layer chromatography) monitoring, the reaction progress was tracked. Finally, after work - up procedures including extraction, washing, and purification by column chromatography, the target amide intermediate was obtained with a good yield of about 80%. This intermediate was further used in the subsequent steps of drug synthesis.
Case 2: Organic Synthesis of a Complex Ester
In an organic synthesis laboratory, researchers aimed to synthesize a complex ester compound. Acetoxyacetyl chloride was reacted with a long - chain alcohol. The alcohol was first dried over a suitable desiccant and then dissolved in an appropriate solvent. Acetoxyacetyl chloride was added, along with a catalytic amount of a base (such as pyridine). The reaction was carried out under reflux conditions for several hours. After the reaction, the product was isolated and purified by distillation. The resulting ester had potential applications in the field of fragrance and flavor due to its unique chemical structure.
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