Names | |
---|---|
Preferred IUPAC name
Diethyl (2Z)-but-2-enedioate | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.004.957 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C8H12O4 | |
Molar mass | 172.180 g·mol−1 |
Hazards | |
GHS labelling: | |
Warning | |
H317, H319, H412 | |
P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Diethyl maleate is an organic compound with the CAS Registry number 141-05-9. It is chemically a maleate ester with the formula C8H12O4. It is a colorless liquid at room temperature. It has the IUPAC name of diethyl (Z)-but-2-enedioate. [1]
The material is synthesized by the esterification of maleic acid or maleic anhydride and ethanol. [2] [3] [4]
One of the key uses for the compound is in production of the pesticide Malathion. [5] It has also been used medically as a chemical depletory of glutathione. [6] It has been studied extensively with regard to renal function. [7] Other medical uses include treatment of breast cancer and its monitoring with Positron Emission Tomography. [8] It is also used as a food additive [9] and has Food and Drug Administration clearance for indirect food contact.
In synthetic organic chemistry it is a dienophile and used in the Diels-Alder reaction.
With the invention of polyaspartic technology the material also found another use. With this technology an amine is reacted with a dialkyl maleate - usually diethyl maleate - utilizing the Michael addition reaction. [10] [11] These products are then used in coatings, adhesives, sealants and elastomers. [12]
Names | |
---|---|
Preferred IUPAC name
Diethyl (2Z)-but-2-enedioate | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.004.957 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C8H12O4 | |
Molar mass | 172.180 g·mol−1 |
Hazards | |
GHS labelling: | |
Warning | |
H317, H319, H412 | |
P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Diethyl maleate is an organic compound with the CAS Registry number 141-05-9. It is chemically a maleate ester with the formula C8H12O4. It is a colorless liquid at room temperature. It has the IUPAC name of diethyl (Z)-but-2-enedioate. [1]
The material is synthesized by the esterification of maleic acid or maleic anhydride and ethanol. [2] [3] [4]
One of the key uses for the compound is in production of the pesticide Malathion. [5] It has also been used medically as a chemical depletory of glutathione. [6] It has been studied extensively with regard to renal function. [7] Other medical uses include treatment of breast cancer and its monitoring with Positron Emission Tomography. [8] It is also used as a food additive [9] and has Food and Drug Administration clearance for indirect food contact.
In synthetic organic chemistry it is a dienophile and used in the Diels-Alder reaction.
With the invention of polyaspartic technology the material also found another use. With this technology an amine is reacted with a dialkyl maleate - usually diethyl maleate - utilizing the Michael addition reaction. [10] [11] These products are then used in coatings, adhesives, sealants and elastomers. [12]