54802
1-Hydroxybenzotriazole hydrate
≥97.0% dry basis (T), for peptide synthesis
Synonym(s):
HOBt Hydrate
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About This Item
Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
Molecular Weight:
135.12 (anhydrous basis)
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
EC Number:
219-989-7
Beilstein/REAXYS Number:
4515
Product Name
1-Hydroxybenzotriazole hydrate, ≥97.0% dry basis (T)
Quality Level
assay
≥97.0% dry basis (T)
form
solid
composition
water, ~12%
reaction suitability
reaction type: Addition Reactions
mp
155-158 °C (lit.)
solubility
DMF: 0.1 g/mL, clear
application(s)
peptide synthesis
SMILES string
[H]O[H].On1nnc2ccccc12
InChI
1S/C6H5N3O.H2O/c10-9-6-4-2-1-3-5(6)7-8-9;/h1-4,10H;1H2
InChI key
PJUPKRYGDFTMTM-UHFFFAOYSA-N
General description
1-Hydroxybenzotriazole is a coupling reagent used to synthesize amides by the condensation reaction between the activated ester/acid and the amino group of protected amino acids. It is also used as a racemization suppressor during peptide synthesis.
Application
1-Hydroxybenzotriazole hydrate can be used as a condensation reagent to prepare:
- Poly-γ-glutamic acid methyl ester from a dimer of γ-glutamic acid.
- Oxadiazoles via cyclo condensation of amidoximes with trifluoroacetic anhydride or benzoic acid derivatives.
Other Notes
Widely used additive to decrease racemization in the carbodiimide peptide coupling; Racemization-free condensation of peptide fragments
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2
Storage Class
4.1A - Other explosive hazardous materials
wgk
WGK 1
flash_point_f
314.6 °F
flash_point_c
157 °C
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S. Ishizuka et al.
Pept. Sci., 37, 39-39 (2001)
Chemical synthesis of poly-?-glutamic acid by polycondensation of ?-glutamic acid dimer: Synthesis and reaction of poly-?-glutamic acid methyl ester
Sanda F, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 39(5), 732-741 (2001)
T. Miyazawa et al.
Tetrahedron Letters, 25, 771-771 (1984)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 54802-10G-F | 04061832574806 |
| 54802-50G-F | 04061833448892 |
| 54802-6X250G-F | 04061833548288 |