Chemistry:Bis(2-ethylhexyl) maleate

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Bis(2-ethylhexyl) maleate
Bis(2-ethylhexyl) maleate.svg
Names
IUPAC name
Bis(2-ethylhexyl) (Z)-but-2-enedioate
Other names
Bis(2-ethylhexyl) maleate; Di-2-ethylhexyl maleate; Diethylhexyl maleate; DOM
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 205-524-5
UNII
Properties
C20H36O4
Molar mass 340.504 g·mol−1
Appearance Colorless liquid[1]
Density 0.94 g/cm3[1]
Melting point −60 °C (−76 °F; 213 K)[1]
Boiling point 156 °C (313 °F; 429 K)[1]
0.036 mg/L (20 °C)[1]
Hazards
GHS pictograms GHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Warning
H315, H319, H373, H410
P260, P264, P273, P280, P302+352, P305+351+338, P314, P321, P332+313, P337+313, P362, P391, P501
Flash point 185 °C (365 °F; 458 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Bis(2-ethylhexyl) maleate is the chemical compound with the structural formula (H
3
C(–CH
2
)
3
–CH(–CH
2
–CH
3
)–CH
2
–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.[2][3][4].

References

External links