| Octyl cyanoacrylate | |
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Octyl 2-cyanopropenoate |
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Other names
Ocrylate; Octyl 2-cyanoacrylate |
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| Identifiers | |
| CAS number | 6701-17-3 |
| PubChem | 23167 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C12H19NO2 |
| Molar mass | 209.28 g mol−1 |
| Appearance | Colorless liquid |
| Solubility in water | Reacts |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
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. It can be encountered under various trade names including GluStitch, derma+flex QS, SurgiSeal, FloraSeal, Octylseal, Dermabond, Nexaband, and others.
In medical and veterinary applications, octyl cyanoacrylate, n-butyl cyanoacrylate and isobutyl cyanoacrylate are commonly used. They 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.
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 lungs and eyes.