1-Hydroxy-7-azabenzotriazole

1-Hydroxy-7-azabenzotriazole
Names
	Systematic IUPAC name 3-Hydroxytriazolo[4,5-b]pyridine
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
EU classification (DSD) (outdated)	T
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

1-Hydroxy-7-azabenzotriazole (HOAt) is a triazole used as a peptide coupling reagent.[1] It suppresses the racemization.[2]

HOAt has a melting point between 213 and 216 degrees Celsius.[3] As a liquid, it is transparent and without any color.

References

Carpino, Louis A (1993). "1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive". Journal of the American Chemical Society. 115 (10): 4397. doi:10.1021/ja00063a082.
Valeur, Eric; Bradley, Mark (2009). "Amide bond formation: beyond the myth of coupling reagents". Chemical Society Reviews. 38: 606–631. doi:10.1039/b701677h. PMID 19169468.
"HOAt". Chemical Book. Retrieved January 30, 2019.

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