|Preferred IUPAC name
Bis(2-ethylhexyl) maleate; Di-2-ethylhexyl maleate; Diethylhexyl maleate; DOM
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||340.504 g·mol−1|
|Melting point||−60 °C (−76 °F; 213 K)|
|Boiling point||156 °C (313 °F; 429 K)|
|0.036 mg/L (20 °C)|
|H315, H319, H373, H410|
|P260, P264, P273, P280, P302+P352, P305+P351+P338, P314, P321, P332+P313, P337+P313, P362, P391, P501|
|Flash point||185 °C (365 °F; 458 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Bis(2-ethylhexyl) maleate is the chemical compound with the structural formula (H3C(−CH2)3−CH(−CH2−CH3)−CH2−O−C(=O)−CH=)2, where the two carboxylate groups are mutually cis. It can be described as the double ester of maleic acid with the alcohol 2-ethylhexanol. It is commonly called dioctyl maleate (DOM), reflecting the older usage of "octane" to refer to any 8-carbon alkane, straight-chained or branched.
The compound is manufactured by treating 2-ethylhexanol with maleic anhydride and an esterification catalyst. It is a key intermediate raw material in the production of dioctyl sulfosuccinate (DOSS, docusate) salts, used medically as laxatives and stool softeners, and in many other applications as versatile surfactants.
- Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- Engelhorn, Robert; Seeger, Ernst; Zwaving, Jan H.; Eberlin, Marion (2014). "Laxatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 1–10. doi:10.1002/14356007.a15_183.pub2.
- "Dioctyl Sulfosuccinate - DOSS Surfactants - Emulsion Polymerization". JLK Industries. Retrieved 2019-07-18.
- "DOM product data" (PDF). esim-chemicals.com.