3787. Ethyl Cyanoacrylate
Nomenclature
CAS number: 7085-85-0
2-Cyano-2-propenoic acid ethyl ester; ECA; ethyl α-cyanoacrylate; ethyl 2-cyanoacrylate; Krazy Glue (Toagosei). C6H7NO2; mol wt 125.13.
C 57.59%, H 5.64%, N 11.19%, O 25.57%.
Description and references
Main constituent of super glue; polymerizes rapidly in various media including water. Preparative methods: A. E. Ardis, US 2467927 (1949 to B. F. Goodrich); C. H. McKeever, US 2912454 (1959 to Rohm & Haas). Prepn, polymerization and degradation: F. Leonard et al., J. Appl. Polym. Sci. 10, 259 (1966). Bioadhesive and histotoxic properties: B. J. Zumpano et al., Surg. Neurol. 18, 452 (1982). Prepn and drug delivery applications of polymer nanoparticles: G. Cavallaro et al., Int. J. Pharm. 111, 31 (1994). In vitro and in vivo studies in sclerotherapy: J.-C. Lin et al., J. Biomed. Mater. Res. 53, 799 (2000). Review of chemistry and toxicology: R. Cary, Concise Int. Chem. Assess. Doc. No. 36 (WHO, Geneva, 2001) 33 pp.
Properties
Clear, colorless liquid; strong, acrid odor; bp 54-56° (0.21-0.40 kPa); mp -20 to -25°. d20 1.040. nD20 1.4391. Surface tension: 34.32 dynes/cm. Vapor pressure at 25°: <0.27 kPa. Sol in methyl ethyl ketone, toluene, acetone, DMF, nitromethane.Derivative
Polymer.Nomenclature
CAS number: 25067-30-5
Poly(ethyl 2-cyanoacrylate); PECA.