Understanding the fundamental chemical properties of a compound is the first step towards unlocking its full potential in industrial applications. Oleoyl Chloride (CAS: 112-77-6), also known as Oleic Acid Chloride, is a compound of significant interest due to its reactive nature and its role as a versatile intermediate. As a prominent manufacturer and supplier of fine chemicals from China, we provide insights into the chemistry of Oleoyl Chloride and its extensive applications.

Chemical Structure and Properties

Oleoyl Chloride is an acyl chloride derived from oleic acid. Its molecular formula is C18H33ClO, and it has a molecular weight of approximately 300.91 g/mol. The defining feature of this molecule is the presence of the acyl chloride (-COCl) functional group. This group is highly polar and electrophilic, making it susceptible to nucleophilic attack. This inherent reactivity is the basis for its extensive use in various chemical transformations.

Physically, Oleoyl Chloride typically presents as a yellow to amber oily liquid. Its appearance is an important indicator of its quality, with higher purity generally correlating with a lighter color. The compound is sensitive to moisture, readily undergoing hydrolysis in the presence of water to form oleic acid and hydrochloric acid. Therefore, handling and storage under anhydrous conditions are crucial to maintain its integrity and reactivity.

Synthesis and Reactivity

The synthesis of Oleoyl Chloride commonly involves the reaction of oleic acid with chlorinating agents such as thionyl chloride (SOCl2), phosphorus trichloride (PCl3), or oxalyl chloride ((COCl)2). These reactions effectively convert the carboxylic acid group of oleic acid into the more reactive acyl chloride group. The choice of chlorinating agent and reaction conditions can influence the yield and purity of the final product.

The reactivity of Oleoyl Chloride is dominated by its acyl chloride group. It readily reacts with nucleophiles like alcohols, phenols, amines, and thiols to form esters, amides, and thioesters, respectively. These reactions are exothermic and are fundamental to its application as an intermediate in the synthesis of a wide range of downstream products.

Key Applications Driven by Reactivity

The versatile reactivity of Oleoyl Chloride underpins its widespread use in several key industries:

  • Surfactant and Emulsifier Production: The synthesis of numerous ester and amide-based surfactants and emulsifiers relies heavily on Oleoyl Chloride. These compounds are essential in detergents, cleaning agents, cosmetics, and industrial formulations.
  • Pharmaceutical Synthesis: As a key intermediate, Oleoyl Chloride is used to introduce lipophilic chains into drug molecules, enhancing solubility, bioavailability, and enabling targeted drug delivery systems.
  • Cosmetic Formulations: Derivatives of Oleoyl Chloride act as emulsifiers and emollients in skincare and haircare products, improving texture, stability, and skin feel.
  • Organic Synthesis: Beyond these specific areas, Oleoyl Chloride serves as a general acylating agent in various organic synthesis pathways, allowing for the creation of complex molecules with tailored properties.

As a dedicated supplier of Oleoyl Chloride, we emphasize the importance of understanding these chemical principles for effective utilization. Our commitment is to provide high-purity Oleoyl Chloride that meets stringent industry standards, supporting innovation and efficient production processes for our clients worldwide. If you are seeking a reliable source for this vital chemical, we invite you to connect with us.