Dibutyltin dilaurate

Dibutyltin dilaurate (abbreviated DBTDL), also called dibutyltindilaurate or butynorate, is an organotin compound that is used as a catalyst. It is a colourless oily liquid. In terms of its structure, the molecule consists of two laurate groups attached to a dibutyltin(IV) center.

Dibutyltin dilaurate
Names
Other names
Dibutyltindilaurate and butynorate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.946
EC Number
  • 201-039-8
RTECS number
  • WH7000000
UNII
UN number 3146
Properties
C32H64O4Sn
Molar mass 631.56 g/mol
Appearance Colourless liquid
Density 1.066 g/mL
Melting point 22 to 24 °C (72 to 75 °F; 295 to 297 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The molecular geometry at tin is tetrahedral. Based on the crystal structure of the related bis(bromobenzoate), the carbonyl oxygen centers are weakly bonded to tin.[1]

Together with dibutyltin dioctanoate, dibutyltin dilaurateis used as a catalyst for polyurethane production from isocyanates and diols. It is also useful as a catalyst for transesterification and for the room temperature vulcanization of silicones. It is also used as a stabilizer in polyvinyl chloride.[2] It is also added to animal feed to remove cecal worms, roundworms, and tapeworms in turkeys to prevent hexamitosis and coccidiosis.[3]

  • Dibutyltin dioctanoate: CAS#4731-77-5
  • Dibutyltin diacetate: CAS #1067-33-0

References

  1. Weng Ng, S., Das, V. G. K., Yip, W.-H., Wang, R.-J., Mak, T. C. W., "Di-n-butyltin(IV) di-o-bromobenzoate, a weakly-bridged dimer", Journal of Organometallic Chemistry 1990, volume 393, 201-204. doi:10.1016/0022-328X(90)80199-A
  2. Applications, Environmental Issues, and Analysis in Organotin Chemistry, Second Edition. Alwyn G. Davies 2004 Wiley-VCH Verlag GmbH & Co. KGaA. ISBN 3-527-31023-1
  3. PubChem. "Butynorate". pubchem.ncbi.nlm.nih.gov. Retrieved 2019-08-23.
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