Sebacoyl chloride explained

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.[1]

Preparation

Sebacoyl chloride can be prepared by reacting sebacic acid with an excess of thionyl chloride. Residual thionyl chloride can be removed by distillation.[2]

Use

Sebacoyl chloride can be polymerized with hexamethylenediamine yielding nylon-6,10.[3]

See also

Notes and References

  1. Morgan. Paul W.. Kwolek. Stephanie L.. The nylon rope trick: Demonstration of condensation polymerization. Journal of Chemical Education. April 1959. 36. 4. 182. 10.1021/ed036p182. 1959JChEd..36..182M.
  2. Erdmann. L.. Uhrich. K.E.. Synthesis and degradation characteristics of salicylic acid-derived poly(anhydride-esters). Biomaterials. October 2000. 21. 19. 1941–1946. 10.1016/S0142-9612(00)00073-9. 10941915.
  3. Enkelmann. Volker. Wegner. Gerhard. 1976-11-01. Mechanism of interfacial polycondensation and the direct synthesis of stable polyamide membranes. Die Makromolekulare Chemie. en. 177. 11. 3177–3189. 10.1002/macp.1976.021771106. 0025-116X.

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Sebacoyl chloride".

Except where otherwise indicated, Everything.Explained.Today is © Copyright 2009-2024, A B Cryer, All Rights Reserved. Cookie policy.