Hydroxybenzotriazole

Hydroxybenzotriazole
Hydroxybenzotriazole
Space-filling model of the hydroxybenzotriazole molecule
Names
Preferred IUPAC name
1H-1,2,3-Benzotriazol-1-ol
Other names
N-Hydroxybenzotriazole
HOBt
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.173 Edit this at Wikidata
EC Number
  • 219-989-7
  • (monohydrate): 602-929-2
UNII
  • InChI=1S/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H checkY
    Key: ASOKPJOREAFHNY-UHFFFAOYSA-N ☒N
  • InChI=1/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H
    Key: ASOKPJOREAFHNY-UHFFFAOYAP
  • n1nn(O)c2ccccc12
Properties
C6H5N3O
Molar mass 135.1234 g mol−1 (anhydrous)
Melting point 156 to 159 °C (313 to 318 °F; 429 to 432 K) (decomposes)
Hazards
GHS labelling:
GHS01: Explosive
Danger
H203
P210, P230, P240, P250, P280, P370+P380, P372, P373, P401, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hydroxybenzotriazole (abbreviated HOBt) is an organic compound that is a derivative of benzotriazole. It is a white crystalline powder, which as a commercial product contains some water (~11.7% wt as the HOBt monohydrate crystal). Anhydrous HOBt is explosive.

It is mainly used to suppress the racemization of single-enantiomer chiral molecules and to improve the efficiency of peptide synthesis.