41996

1-Hydroxy-7-azabenzotriazole solution

~0.6 M in DMF, for peptide synthesis

• Synonym(s): 3H-[1,2,3]-Triazolo[4,5-b]pyridin-3-ol, HOAt
• Empirical Formula (Hill Notation): C₅H₄N₄O
• CAS Number: 39968-33-7
• Molecular Weight: 136.11
• Beilstein: 1211115
• MDL number: MFCD00210053
• UNSPSC Code: 12352005
• PubChem Substance ID: 57650093
• NACRES: NA.22

Properties

• Product Name: 1-Hydroxy-7-azabenzotriazole solution, ~0.6 M in DMF
• form: liquid
• Quality Level: 100
• reaction suitability: reaction type: Addition Reactions
• concentration: ~0.6 M in DMF
• impurities: <1.0% water
• refractive index: n20/D 1.441
• density: 0.978 g/mL at 20 °C
• application(s): peptide synthesis
• SMILES string: On1nnc2cccnc12
• InChI: 1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H
• InChI key: FPIRBHDGWMWJEP-UHFFFAOYSA-N

Description

General description

1-Hydroxy-7-azabenzotriazole solution, also known as 3H-[1,2,3]-triazolo[4,5-b]pyridin-3-ol, is a benzotriazolic additive that is commonly used as a coupling reagent for amino acids and peptides. It is also used to minimize epimerization.

Application

1-Hydroxy-7-azabenzotriazole solution is used as a reagent in the solid-phase synthesis of chiral peptide nucleic acids.

Other Notes

Coupling additive for efficient racemization-free coupling in peptide synthesis; segment coupling.

Safety Information

• Pictograms: GHS02,GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H226,H312 + H332,H319,H360D
• Precautionary Statements: P210 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 136.4 °F - closed cup
• Flash Point(C): 58 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves