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Diethyl Maleate

CAT: 0572-TRC-D444535-25GSize: 25 gDry Ice: NoHazardous: No
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CAT#:0572-TRC-D444535-25GSize:25 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
141-05-9
Synonyms
2-Butenedioic acid (2Z)-, diethyl ester (9CI); 2-Butenedioic acid (Z)-, diethyl ester; Maleic acid, diethyl ester (6CI,8CI); (2Z)-2-Butenedioic acid diethyl ester; (Z)-2-Butenedioic acid diethyl ester; Diethyl (Z)-2-butenedioate; Diethyl maleate; Ethyl maleate; Maleinic acid diethyl ester; Staflex DEM; Diethyl Maleate
Hazard Statement
May cause an allergic skin reaction
Smiles
CCOC(=O)\C=C/C(=O)OCC
Molecular Formula
C8 H12 O4
Molecular Weight
172.18
InChI
InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-
Additionnal Information
IUPAC name: diethyl (Z)-but-2-enedioate
Shipping Conditions
Room Temperature
Storage Conditions
+4°C

Chemical Information

Diethyl Maleate

Diethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. A colourless liquid at room temperature (m.p. -10C) with boiling point 220C at 1 atm., it is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. It has a role as a glutathione depleting agent. It is an ethyl ester and a maleate ester. It is functionally related to an ethanol.

CAS Number141-05-9
PubChem CID5271566
IUPAC Namediethyl (Z)-but-2-enedioate
Molecular FormulaC8H12O4
Molecular Weight172.18
XLogP0.9
Topological Polar Surface Area52.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count12
Formal Charge0
Complexity163
SMILES
CCOC(=O)/C=C\C(=O)OCC
InChI
InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-
InChIKey
IEPRKVQEAMIZSS-WAYWQWQTSA-N
Chemical Structure
2D Structure
2D structure of Diethyl Maleate
CAS: 141-05-9
CID: 5271566
Formula: C8H12O4
MW: 172.18
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight172.18
XLogP30.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass172.07355886
Monoisotopic Mass172.07355886
Topological Polar Surface Area52.6 Ų
Heavy Atom Count12
Formal Charge0
Complexity163
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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273533-01Diethyl Maleate
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