| Revision as of 16:40, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 469519765 of page 1-Hydroxy-7-azabenzotriazole for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 17:36, 6 July 2023 edit 23.140.48.13 (talk)No edit summary |
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{{redirect|HOAt}} |
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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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| verifiedrevid = 457642967 |
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| verifiedrevid = 477207891 |
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|ImageFile=1-hydroxy-7-aza-benzotriazole.svg |
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| ImageFile=1-hydroxy-7-aza-benzotriazole.svg |
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|ImageSize=150px |
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| ImageSize=150px |
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| ImageAlt = Skeletal formula of HOAt |
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|IUPACName= |
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| ImageFile1 = 1-Hydroxy-7-azabenzotriazole molecule spacefill from xtal.png |
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|OtherNames= |
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| ImageSize1 = 150 |
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| ImageAlt1 = Space-filling model of the HOAt molecule |
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| PIN = 3''H''-Triazolopyridin-3-ol |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| InChI = 1/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H |
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| InChI = 1/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H |
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| InChIKey = FPIRBHDGWMWJEP-UHFFFAOYAJ |
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| InChIKey = FPIRBHDGWMWJEP-UHFFFAOYAJ |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = FPIRBHDGWMWJEP-UHFFFAOYSA-N |
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| StdInChIKey = FPIRBHDGWMWJEP-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 39968-33-7 --> |
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| CASNo=39968-33-7 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem=181649 |
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| UNII = TX8XYH09H0 |
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| SMILES = n1cccc2nnn(O)c12 |
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| PubChem=181649 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| SMILES = n1cccc2nnn(O)c12 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID=158005 |
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| ChemSpiderID=158005 |
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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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| C=5 | H=4 | N=4 | O=1 |
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| C=5 | H=4 | N=4 | O=1 |
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| Density= 0.973 g/mL |
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| MeltingPt= 213-216°C |
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| MeltingPt= |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| GHSPictograms = {{GHS01}} {{GHS05}} {{GHS06}} {{GHS07}} |
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| EUClass = {{Hazchem T}} |
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| GHSSignalWord = danger |
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| FlashPt= |
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| HPhrases = {{HPhrases|H204|H301|H302|H315|H318|H319|H335}} |
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| Autoignition= |
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| PPhrases = {{PPhrases|P210|P240| P250|P261| P264| P270| P271| P280| P301+P310| P301+P312|P302+P352|P304+P340| P305+P351+P338| P310| P312| P321| P330| P332+P313| P337+P313|P362|P370+P380|P372| P373| P374| P401 |P403+P233 |P405|P501}} |
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| GHS_ref = <ref>GHS: </ref> |
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'''1-Hydroxy-7-azabenzotriazole''' ('''HOAt''') is a ] used as a ].<ref>{{Cite journal | doi = 10.1021/ja00063a082| title = 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive| journal = Journal of the American Chemical Society| volume = 115| issue = 10| pages = 4397–4398| year = 1993| last1 = Carpino| first1 = Louis A}}</ref> It suppresses ] that can otherwise occur during the reaction.<ref>{{cite journal|title=Amide bond formation: beyond the myth of coupling reagents|last1=Valeur|first1=Eric|last2=Bradley|first2=Mark|journal=Chemical Society Reviews|year=2009|volume=38|issue=2|pages=606–631|doi=10.1039/b701677h|pmid=19169468}}</ref> |
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HOAt has a melting point between 213 and 216 degrees Celsius.<ref>{{Cite web| url=https://www.chemicalbook.com/ChemicalProductProperty_EN_CB3256884.htm| title=HOAt|website=Chemical Book|access-date=January 30, 2019}}</ref> As a liquid, it is transparent and without any color. |
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==References== |
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{{reflist}} |
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{{DEFAULTSORT:Hydroxy-7-azabenzotriazole, 1-}} |
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{{heterocyclic-stub}} |