Dioctyl sebacate

Dioctyl sebacate (also di(2-ethylhexyl) sebacate, commonly abbreviated as DOS, DEHS, and BEHS) is an organic compound which is the diester of sebacic acid and 2-ethylhexanol. It is an oily colorless liquid and is used as a plasticizer, including in the explosive C4.[3] It has also found use in Dot 5 brake fluid, in ester-based engine oils and additives, as seed particle for Particle Image Velocimetry (PIV) and as a model compound that forms stable aerosols.

Dioctyl sebacate
Names
IUPAC name
Bis(2-ethylhexyl) decanedioate
Systematic IUPAC name
[Heptane-3-yl-(-3-methane-1,1-diyl)-] decanedioate
Other names
Di(2-ethylhexyl) sebacate, Proviplast 1988, dioctyl sebacate (archaic)[1]
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.145
UNII
  • InChI=1S/C26H50O4/c1-5-9-17-23(7-3)21-29-25(27)19-15-13-11-12-14-16-20-26(28)30-22-24(8-4)18-10-6-2/h23-24H,5-22H2,1-4H3 checkY
    Key: VJHINFRRDQUWOJ-UHFFFAOYSA-N checkY
  • InChI=1/C26H50O4/c1-5-9-17-23(7-3)21-29-25(27)19-15-13-11-12-14-16-20-26(28)30-22-24(8-4)18-10-6-2/h23-24H,5-22H2,1-4H3
    Key: VJHINFRRDQUWOJ-UHFFFAOYAA
  • CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC
Properties
C26H50O4
Molar mass 426.682 g·mol−1
Density 0.9 of water
Melting point −48 °C (−54 °F; 225 K)
Boiling point 256 °C (493 °F; 529 K) at 0.7 kPa
none
Vapor pressure 0.000024 Pa at 37 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 reacts with oxidants
Flash point 210 °C (410 °F; 483 K) open cup
Lethal dose or concentration (LD, LC):
5 g/kg (rat, orally)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Dioctyl sebacate: trade names
  2. DOS: toxicity for rats
  3. Handbook of Thermal Analysis and Calorimetry. Elsevier. 2018.


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