Diethyl Maleate

Title: Diethyl Maleate
CAS Registry Number: 141-05-9
CAS Name: (2Z)-2-Butenedioic acid, diethyl ester
Additional Names: maleic acid, diethyl ester; ethyl maleate
Molecular Formula: C8H12O4
Molecular Weight: 172.18
Percent Composition: C 55.81%, H 7.02%, O 37.17%
Literature References: Prepn from maleic acid and ethanol: V. M. Mitchovitch, Bull. Soc. Chim. Fr. 4, 1667 (1937). Physical properties: G. H. Jeffrey, A. I. Vogel, J. Chem. Soc. 1948, 658. Copolymerization with styrene: F. M. Lewis et al., J. Am. Chem. Soc. 70, 1519, 1529 (1948). In Diels-Alder reactions: N. L. Bauld et al., Tetrahedron Lett. 1972, 2443. In Michael additions: G. Arsenault et al., Chem. Commun. 1983, 437. Conjugation with glutathione, q.v.: E. Boyland, L. F. Chasseaud, Biochem. J. 104, 95 (1967); eidem, ibid. 109, 651 (1968). Toxicity: H. F. Smyth et al., J. Ind. Hyg. Toxicol. 31, 60 (1949).
Properties: Oil, bp758 219.5°. d420 1.0674. nD20 1.4402. Insol in water. Soluble in ethanol, ether. LD50 orally in rats: 0.30 g/kg (Smyth).
Boiling point: bp758 219.5°
Index of refraction: nD20 1.4402
Density: d420 1.0674
Toxicity data: LD50 orally in rats: 0.30 g/kg (Smyth)
Use: In organic synthesis.
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