Diethyl maleate

• CAS: 141-05-9
• Catalog Number: ACM141059-2
• Category: Other Products
• Molecular Weight: 172.18
• Molecular Formula: C8H12O4
• Description: Liquid;Liquid
• Synonyms: Maleic acid diethyl ester
• IUPAC Name: Diethyl (Z)-but-2-enedioate
• Canonical SMILES: CCOC(=O)C=CC(=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-
• InChI Key: IEPRKVQEAMIZSS-WAYWQWQTSA-N
• Boiling Point: 225 °C
• Melting Point: -10 °C
• Flash Point: 200 °F
• Density: 1.064 g/mL
• Solubility: 0.08 M
• Application: Diethyl maleate serves a crucial role in the synthesis of various organic compounds, particularly as a reagent in the development of polyaspartic acid ester-based polyurea coatings. Its chemical properties make it a valuable dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. Beyond its involvement in organic chemistry, diethyl maleate is recognized for its ability to deplete glutathione, which has implications in modulating pathways associated with cancer and cell growth. Although it has a distinct fruity odor, it is not used in fragrances due to regulatory prohibitions concerning sensitization risks.
• Complexity: 164
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• EC Number: 205-451-9;615-281-0
• Exact Mass: 172.07355886
• Formal Charge: 0
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 0
• Isomeric SMILES: CCOC(=O)/C=C\C(=O)OCC
• Isotope Atom Count: 0
• Monoisotopic Mass: 172.07355886
• NSC Number: 8394
• Physical State: Liquid
• Rotatable Bond Count: 6
• Topological Polar Surface Area: 52.6 Ų
• Undefined Atom Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• UNII: G81WQB56OL
• Vapor Pressure: 0.11 mmHg
• XLogP3: 0.9