Title:  Ethyl Cyanoacrylate 
CAS Registry Number:  7085-85-0 
CAS Name:  2-Cyano-2-propenoic acid ethyl ester 
Additional Names:  ECA;  ethyl a-cyanoacrylate;  ethyl 2-cyanoacrylate 
Trademarks:  Krazy Glue (Toagosei) 
Molecular Formula:  C6H7NO2 
Molecular Weight:  125.13 
Percent Composition:  C 57.59%, H 5.64%, N 11.19%, O 25.57% 
Literature 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. 
Melting point:  mp -20 to -25° 
Boiling point:  bp 54-56° (0.21-0.40 kPa) 
Index of refraction:  nD20 1.4391 
Density:  d20 1.040 
  
Derivative Type:  Polymer  
CAS Registry Number:  25067-30-5 
Additional Names:  Poly(ethyl 2-cyanoacrylate);  PECA 
  
Use:  In adhesives; in mfr of plastics, electronics, scientific instruments, jewelry, sports equip; in cable joining, manicuring, dentistry, mortuaries, fingerprint development.  Polymer nanoparticles as pharmaceutic aid for controlled release drug delivery.   |