1-Hydroxy-7-azabenzotriazole

1-Hydroxy-7-azabenzotriazole
Names
	Preferred IUPAC name 3H-[1,2,3]Triazolo[4,5-b]pyridin-3-ol
Identifiers
CAS Number	39968-33-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	158005 ;
ECHA InfoCard	100.122.938
PubChem CID	181649;
UNII	TX8XYH09H0 ;
CompTox Dashboard (EPA)	DTXSID0075239 ;
	InChI InChI=1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H Key: FPIRBHDGWMWJEP-UHFFFAOYSA-N ; InChI=1/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H Key: FPIRBHDGWMWJEP-UHFFFAOYAJ;
	SMILES n1cccc2nnn(O)c12;
Properties
Chemical formula	C5H4N4O
Molar mass	136.114 g·mol−1
Density	0.973 g/mL
Melting point	213-216°C
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H204, H301, H302, H315, H318, H319, H335
Precautionary statements	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
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1-Hydroxy-7-azabenzotriazole (HOAt) is a triazole used as a peptide coupling reagent.^[2] It suppresses racemization that can otherwise occur during the reaction.^[3]

HOAt has a melting point between 213 and 216 degrees Celsius.^[4] As a liquid, it is transparent and without any color.

References

^ GHS: Sigma Aldrich 445452
^ Carpino, Louis A (1993). "1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive". Journal of the American Chemical Society. 115 (10): 4397–4398. doi:10.1021/ja00063a082.4397-4398&rft.date=1993&rft_id=info:doi/10.1021/ja00063a082&rft.aulast=Carpino&rft.aufirst=Louis A&rfr_id=info:sid/en.wikipedia.org:1-Hydroxy-7-azabenzotriazole" class="Z3988">
^ Valeur, Eric; Bradley, Mark (2009). "Amide bond formation: beyond the myth of coupling reagents". Chemical Society Reviews. 38 (2): 606–631. doi:10.1039/b701677h. PMID 19169468.606-631&rft.date=2009&rft_id=info:doi/10.1039/b701677h&rft_id=info:pmid/19169468&rft.aulast=Valeur&rft.aufirst=Eric&rft.au=Bradley, Mark&rfr_id=info:sid/en.wikipedia.org:1-Hydroxy-7-azabenzotriazole" class="Z3988">
^ "HOAt". Chemical Book. Retrieved January 30, 2019.

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