1H-1,2,3-benzotriazol-1-ylmethanol

• ChemBase ID: 87158
• Molecular Formular: C7H7N3O
• Molecular Mass: 149.14998
• Monoisotopic Mass: 149.05891186
• SMILES: n1nc2ccccc2n1CO
• Canonical SMILES: OCn1nnc2c1cccc2
• InChI: InChI=1S/C7H7N3O/c11-5-10-7-4-2-1-3-6(7)8-9-10/h1-4,11H,5H2
• InChIKey: MXJIHEXYGRXHGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-1,2,3-benzotriazol-1-ylmethanol
• IUPAC Traditional name: 1,2,3-benzotriazol-1-ylmethanol
• Synonyms: 1H-Benzotriazol-1-ylmethanol; 1-(Hydroxymethyl)-1H-benzotriazole; 1-(Hydroxymethyl)benzotriazole; 1-Benzotriazolemethanol; NSC 12463; 1H-Benzotriazole-1-methanol; 1H-苯并三唑-1-甲醇

Database IDs

• CAS Number: 28539-02-8
• MDL Number: MFCD00179118
• PubChem SID: 24865702; 162074274
• PubChem CID: 224169

CALCULATED PROPERTIES

• Acid pKa: 13.292216
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.844954
• LogD (pH = 7.4): 0.8449566
• Log P: 0.8449572
• Molar Refractivity: 50.3759 cm^3
• Polarizability: 16.225866 Å^3
• Polar Surface Area: 50.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-152 °C(lit.); 150-152°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C7H7N3O

DETAILS

Sigma Aldrich - 410233

Application
Safe reagent for the in situ generation of anhydrous formaldehyde in organic solvents.8
Catalyst for:
• Hydrolysis of phenyl esters of a-furoic acid1Used as:
• Corrosion inhibitor of iron in aerated acidic media2
• Reactive oxygen scavenger3Reactant for:
• Synthesis of hydroxy-skipped bis-homo-inositols as potential glycosidase inhibitors via Sharpless asymmetric dihydroxylation and substrate-directed anionic hydroxymethylation4
• Enantioselective synthesis of aplysin utilizing a palladium-catalyzed addition of an arylboronic acid to an allenic alcohol, followed by Eschenmoser/Claisen rearrangement5
• Synthesis of substituted dihydroquinoline carboxylic acids as antitumor and HIV-1 integrase inhibitors6
• Gosteli-Claisen rearrangement7
Packaging
10, 50 g in glass bottle