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Sebacoyl chloride

| NFPA-H = 3 | NFPA-F = 0 | NFPA-R = 2 | NFPA-S = W

Sebacoyl chloride (or sebacoyl dichloride) is a di-acyl chloride, with formula (CH2)8(COCl)2. A colorless oily liquid with a pungent odor, it is soluble in hydrocarbons and ethers. Sebacoyl chloride is corrosive; like all acyl chlorides, it hydrolyzes, evolving hydrogen chloride. It is less susceptible to hydrolysis though than shorter chain aliphatic acyl chlorides.

Preparation

Sebacoyl chloride can be prepared by reacting sebacic acid with an excess of thionyl chloride. Residual thionyl chloride can be removed by distillation.

Use

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

References

References

  1. (April 1959). "The nylon rope trick: Demonstration of condensation polymerization". Journal of Chemical Education.
  2. (October 2000). "Synthesis and degradation characteristics of salicylic acid-derived poly(anhydride-esters)". Biomaterials.
  3. (1976-11-01). "Mechanism of interfacial polycondensation and the direct synthesis of stable polyamide membranes". Die Makromolekulare Chemie.
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acyl-chlorides monomers
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