Tin(II) 2-ethylhexanoate

Tin(II) 2-ethylhexanoate or tin(II) octoate or stannous octoate (Sn(Oct)2)[1] is a compound of tin. Produced by the reaction of tin(II) oxide and 2-ethylhexanoic acid, it is a clear colorless liquid at room temperature, though often appears yellow due to impurities, likely resulting from oxidation of Sn(II) to Sn(IV).[2]

Tin(II) 2-ethylhexanoate
Names
IUPAC name
Tin(2+) bis(2-ethylhexanoate)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.554
UNII
  • InChI=1S/2C8H16O2.Sn/c2*1-3-5-6-7(4-2)8(9)10;/h2*7H,3-6H2,1-2H3,(H,9,10);/q;;+2/p-2
  • CCCCC(CC)C(=O)[O-].CCCCC(CC)C(=O)[O-].[Sn+2]
Properties
C16H30O4Sn
Molar mass 405.122 g·mol−1
Appearance Yellow liquid
Density 1.251 g/cm3
Melting point < 0 °C (32 °F; 273 K)
Boiling point ~ 130 to 150 °C (266 to 302 °F; 403 to 423 K) at 30 mTorr
Degrades in water to form Sn(IV)
Hazards
Flash point 113 °C (235 °F; 386 K) closed cup
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is sometimes used as a catalyst for ring-opening polymerization, such as for the production of polylactic acid.[3]

References
  1. Sometimes misleadingly tin(II) octanoate.
  2. Kumar Suri, Ashok; Banerjee, Srikuman (2006). "Tin". Materials Science and Technology. doi:10.1002/9783527603978.mst0079. ISBN 9783527603978.
  3. Schwach, G.; Coudane, J.; Engel, R.; Vert, M. (1997). "More about the polymerization of lactides in the presence of stannous octoate". Journal of Polymer Science Part A: Polymer Chemistry. 35 (16): 3431–3440. Bibcode:1997JPoSA..35.3431S. doi:10.1002/(SICI)1099-0518(19971130)35:16<3431::AID-POLA10>3.0.CO;2-G.
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