Sebacoyl chloride

A colorless oily liquid with a pungent odor, it is soluble in hydrocarbons and ethers.

It is less susceptible to hydrolysis though than shorter chain aliphatic acyl chlorides.

[1] Sebacoyl chloride can be prepared by reacting sebacic acid with an excess of thionyl chloride.

Residual thionyl chloride can be removed by distillation.

[2] Sebacoyl chloride can be polymerized with hexamethylenediamine yielding nylon-6,10.

Skeletal formula of sebacoyl chloride
Skeletal formula of sebacoyl chloride
Ball-and-stick model
Ball-and-stick model
NFPA 704 four-colored diamond Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas Flammability 0: Will not burn. E.g. water Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus Special hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid