| Revision as of 09:58, 10 April 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 477363580 of page Octyl_cyanoacrylate for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 10:47, 18 March 2024 edit JWBE (talk | contribs)Extended confirmed users10,127 edits added Category:Octyl esters using HotCat |
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{{distinguish|2-Octyl cyanoacrylate}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 426563450 |
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| verifiedrevid = 486597500 |
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| ImageFile = Octyl-cyanoacrylate-2D-skeletal.svg |
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| ImageFile = Octyl-cyanoacrylate-2D-skeletal.svg |
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| ImageSize = 200px |
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| ImageSize = 200px |
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| ImageName = Skeletal formula |
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| ImageName = Skeletal formula |
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| ImageFile1 = Octyl-cyanoacrylate-3D-balls.png |
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| ImageFile1 = Octyl cyanoacrylate 3D spacefill.png |
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| ImageSize1 = 220px |
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| ImageSize1 = 220px |
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| ImageAlt1 = Space-filling model of the octyl cyanoacrylate molecule |
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| ImageName1 = Ball-and-stick model |
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| IUPACName = Octyl 2-cyanopropenoate |
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| PIN = Octyl 2-cyanoprop-2-enoate |
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| OtherNames = Ocrylate; Octyl 2-cyanoacrylate |
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| OtherNames = Octyl 2-cyanopropenoate<br />Octyl 2-cyanoacrylate<br />Ocrylate |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo = <!-- blanked - oldvalue: 6701-17-3 --> |
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| CASNo = 6701-17-3 |
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| EINECS = |
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| EINECS = |
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| PubChem = 23167 |
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| PubChem = 23167 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 6C655P1XVG |
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| SMILES = N#CC(C(OCCCCCCCC)=O)=C |
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| SMILES = N#CC(C(OCCCCCCCC)=O)=C |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 21678 |
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| ChemSpiderID = 21678 |
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| InChI = 1/C12H19NO2/c1-3-4-5-6-7-8-9-15-12(14)11(2)10-13/h2-9H2,1H3 |
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| InChI = 1/C12H19NO2/c1-3-4-5-6-7-8-9-15-12(14)11(2)10-13/h2-9H2,1H3 |
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| InChIKey = RPQUGMLCZLGZTG-UHFFFAOYAE |
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| InChIKey = RPQUGMLCZLGZTG-UHFFFAOYAE |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C12H19NO2/c1-3-4-5-6-7-8-9-15-12(14)11(2)10-13/h2-9H2,1H3 |
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| StdInChI = 1S/C12H19NO2/c1-3-4-5-6-7-8-9-15-12(14)11(2)10-13/h2-9H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = RPQUGMLCZLGZTG-UHFFFAOYSA-N |
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| StdInChIKey = RPQUGMLCZLGZTG-UHFFFAOYSA-N |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| Appearance = Colorless liquid |
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| Appearance = Colorless liquid |
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| C=12|H=19|N=1|O=2 |
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| C=12|H=19|N=1|O=2 |
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| MeltingPt = |
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| MeltingPt = |
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| BoilingPt = |
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| BoilingPt = 297.6±23.0 °C |
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| Density = |
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| Density = 1.0±0.1 g/cm3 |
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| Flash point = |
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| Solubility = Reacts |
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| Solubility = Reacts |
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}} |
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}} |
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| Section3 = {{Chembox Hazards |
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| FlashPt = 137.2±9.4 °C |
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}} |
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}} |
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}} |
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'''Octyl cyanoacrylate''' ('''OCA'''), a ] ester, is an ] ] of 2-cyano-]. It is a clear colorless liquid with a sharp, irritating odor. Its chief use is as the main component of medical cyanoacrylate glues. |
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In medical and veterinary applications, OCA, ] (n-BCA) and ] (ICA) are commonly used. They provide rapid wound closure,<ref>{{Cite journal |last=Singer |first=A. J. |last2=McClain |first2=S. A. |last3=Katz |first3=A. |title=A porcine epistaxis model: hemostatic effects of octylcyanoacrylate |journal=Otolaryngology–Head and Neck Surgery |year=2004 |volume=130 |pmid=15138419 |issue=5 |pages=553–557 |doi=10.1016/j.otohns.2003.09.035 }}</ref> are ], and their use is usually painless.{{Citation needed|date = July 2015}} ] 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. |
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It ] rapidly in presence of moisture. |
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Heating to higher temperatures causes ] and ] of the cured glue, producing gaseous products strongly irritating to the lungs and eyes. |
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==References== |
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{{reflist}} |
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==See also== |
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