This is the current revision of this page, as edited by JWBE (talk | contribs) at 10:47, 18 March 2024 (added Category:Octyl esters using HotCat). The present address (URL) is a permanent link to this version.
Revision as of 10:47, 18 March 2024 by JWBE (talk | contribs) (added Category:Octyl esters using HotCat)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Not to be confused with 2-Octyl cyanoacrylate.
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| Names | |
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| Preferred IUPAC name Octyl 2-cyanoprop-2-enoate | |
| Other names
Octyl 2-cyanopropenoate Octyl 2-cyanoacrylate Ocrylate | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.027.045 
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| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C12H19NO2 |
| Molar mass | 209.289 g·mol |
| Appearance | Colorless liquid |
| Density | 1.0±0.1 g/cm3 |
| Boiling point | 297.6±23.0 °C |
| Solubility in water | Reacts |
| Hazards | |
| Flash point | 137.2±9.4 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 N verify (what is ?)
Infobox references
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Octyl cyanoacrylate (OCA), a cyanoacrylate ester, is an octyl ester of 2-cyano-2-propenoic acid. It is a clear colorless liquid with a sharp, irritating odor. Its chief use is as the main component of medical cyanoacrylate glues.
In medical and veterinary applications, OCA, n-butyl cyanoacrylate (n-BCA) and isobutyl cyanoacrylate (ICA) are commonly used. They provide rapid wound closure, are bacteriostatic, and their use is usually painless. Butyl esters provide a stronger bond, but the glue is rigid. The octyl ester, while providing weaker bond, is more flexible. Blends of OCA and n-BCA are available which offer both flexibility and a strong bond.
It polymerizes rapidly in presence of moisture.
Heating to higher temperatures causes pyrolysis and depolymerization of the cured glue, producing gaseous products strongly irritating to the lungs and eyes.
References
- Singer, A. J.; McClain, S. A.; Katz, A. (2004). "A porcine epistaxis model: hemostatic effects of octylcyanoacrylate". Otolaryngology–Head and Neck Surgery. 130 (5): 553–557. doi:10.1016/j.otohns.2003.09.035. PMID 15138419.