1H-1,2,3-benzotriazol-1-ol

• ChemBase ID: 58238
• Molecular Formular: C6H5N3O
• Molecular Mass: 135.1234
• Monoisotopic Mass: 135.0432618
• SMILES: c1ccc2c(c1)nnn2O
• Canonical SMILES: On1nnc2c1cccc2
• InChI: InChI=1S/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H
• InChIKey: ASOKPJOREAFHNY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-1,2,3-benzotriazol-1-ol
• IUPAC Traditional name: hydroxybenzotriazole
• Synonyms: 1-Hydroxybenzotriazole; 1H-Benzo[d][1,2,3]triazol-1-ol; 1H-1,2,3-Benzotriazol-1-ol; N-Hydroxybenzotriazole; HOBt; Hydroxybenzotriazole; HOBt solution; 1-Hydroxybenzotriazole solution; 1-Hydroxybenzotriazole; HOBt 溶液; 1-羟基苯并三氮唑 溶液; 1-羟基苯并三唑

Database IDs

• CAS Number: 2592-95-2
• EC Number: 219-989-7
• MDL Number: MFCD00005805
• Beilstein Number: 5627231
• PubChem SID: 24879013; 162063001
• PubChem CID: 75771
• Chemspider ID: 68282
• Wikipedia Title: Hydroxybenzotriazole

CALCULATED PROPERTIES

• Acid pKa: 6.879821
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.61130553
• LogD (pH = 7.4): 2.3284598E-4
• Log P: 0.6289771
• Molar Refractivity: 46.142 cm^3
• Polarizability: 14.381903 Å^3
• Polar Surface Area: 50.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 156-159 °C (decomp.); 156-159 °C(lit.)
• Boiling Point: 149-150 °C
• Flash Point: 138.2 °F; 203 °F; 59 °C; 95 °C
• Density: 0.983 g/mL at 25 °C
• Refractive Index: n20/D 1.4500; n20/D 1.478; n20/D 1.488

Safety Information

• Storage Warning: IRRITANT
• RTECS: DM1288000
• European Hazard Symbols: Explosive (E); Toxic (T); Irritant (Xi)
• UN Number: 2265
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 2; 36/37/38; 36/38; 61-20/21-36
• Safety Statements: 26; 35; 53-26-36/37-45
• TSCA Listed: false
• GHS Pictograms: GHS01; GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H203; H226-H312 + H332-H319-H360D
• GHS Precautionary statements: P201-P280-P305 + P351 + P338-P308 + P313; P370 + P380-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2265 3/PG 3; UN REST
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 98%
• Concentration: ~0.2 M in DMSO/NMP; ~1 m in NMP; <5% in H2O; 15 wt. % in DMF
• Grade: for peptide synthesis; purum
• Impurities: ≤0.1% water; ≤0.3% water
• Empirical Formula (Hill Notation): C6H5N3O

DETAILS

Sigma Aldrich - 578967

Packaging
100 g in glass bottle

Sigma Aldrich - 362441

Biochem/physiol Actions
Inhibits racemization in peptide syntheses using DCC as condensing agent.
Packaging
10, 50 g in glass bottle