1H-1,2,3-benzotriazole

• ChemBase ID: 76548
• Molecular Formular: C6H5N3
• Molecular Mass: 119.124
• Monoisotopic Mass: 119.04834718
• SMILES: [nH]1c2ccccc2nn1
• Canonical SMILES: c1ccc2c(c1)[nH]nn2
• InChI: InChI=1S/C6H5N3/c1-2-4-6-5(3-1)7-9-8-6/h1-4H,(H,7,8,9)
• InChIKey: QRUDEWIWKLJBPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-1,2,3-benzotriazole
• IUPAC Traditional name: benzotriazole
• Synonyms: 1,2,3-1H-Benzotriazole; 1,2,3-Triaza-1H-indene; 1,2-Aminoazophenylene; 1H-1,2,3-Benzotriazole; 2,3-Diazaindole; Azimidobenzene; Aziminobenzene; BLS 1326; Benzisotriazole; NSC 3058; Rusmin R; Seetec BT; 1H-Benzotriazole; Benzotriazole; Benzotriazole solution; 1H-Benzotriazole; 1,2,3-Benzotriazole; 1H-Benzotriazole; BENZOTRIAZOLE; 1H-Benzotriazol; 1,2,3-Benzotriazol; BtaH; 1H-Benzo[d][1,2,3]triazole; 1,2,3-苯并三氮唑; 1H-苯并三氮唑; 苯并三氮唑; 苯骈三氮唑; 1H-苯并三唑

Database IDs

• CAS Number: 95-14-7
• EC Number: 202-394-1
• MDL Number: MFCD00005699
• Beilstein Number: 112133
• Merck Index: 141108
• PubChem SID: 24891562; 162041452; 24847810
• PubChem CID: 7220
• CHEMBL: 84963
• Chemspider ID: 6950
• Wikipedia Title: Benzotriazole

CALCULATED PROPERTIES

• Acid pKa: 8.626428
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3009604
• LogD (pH = 7.4): 1.276864
• Log P: 1.3012822
• Molar Refractivity: 34.0581 cm^3
• Polarizability: 13.782541 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; soluble in water (20 g/L); Water
• Apperance: Off-White to Tan Solid; solid
• Melting Point: 100 °C ; 94-99 °C; 95-97°C; 95-99 °C; 96-99°C; 97-99 °C(lit.); 98.5°C; 98-99°C
• Boiling Point: 201-204°C/15mm; 204°C/15mm; 350 °C
• Flash Point: 170 °C; 212°C; 212°C(413°F); 338 °F
• Density: 1.36 g/mL ; 1.360
• Vapor Pressure: 0.04 mmHg ( 20 °C)
• Vapor Density: 4.1 (vs air)
• pKa: 8.2
• pKb: < 0

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful/Irritant
• RTECS: DM1225000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 20/22-36-52/53; R:22-36/37/38; R20/22 R36 R52/53
• Safety Statements: –; 26-36/37-61; 9-26-36-60-61; S:25-26-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: XN
• GHS Hazard statements: H302 + H332-H319-H412; H302-H332-H319-H402-H412
• GHS Precautionary statements: P273-P305 + P351 + P338; P280H-P273-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); ≥98.0% (N); ≥99% (N); ≥99.0%; ≥99.0% (NT); 97%; 98%; 99%
• Grade: analytical standard; purum; reagent grade; ReagentPlus®
• Ignition Residue: ~0.5%; ≤0.1%
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: for amperometric det. of Cu
• Empirical Formula (Hill Notation): C6H5N3

DETAILS

MP Biomedicals - 02150440

Purity: 99%

MP Biomedicals - 05208654

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 190446

Packaging
500 g in poly bottle

Sigma Aldrich - 12799

Other Notes
Auxiliary used in the synthesis of amines from glyoxal1

Sigma Aldrich - B11400

Packaging
100, 500, 750 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 12798

General description
Visit our Titration Center to learn more.

Toronto Research Chemicals - B206950

Benzotriazole (BT) is an anticorrosive agent well known for its use in aircraft deicing and antifreeze fluids but also used in dishwasher detergents. Benzotriazole is antiestrogenic in vitro but not in vivo.

REFERENCES

• Rollinson, G., et al.: Biotechnol. Lett., 8, 303 (1986)
• Cancilla, D., et al.: Environ. Toxicol. Chem., 16, 430 (1986)
• Beresford, N., et al.: Toxicol. Appl. Pharmacol., 162, 22 (1986)
• Cornell, J., et al.: Environ. Toxicol. Chem., 19, 1465 (1986)
• Giger,
• For use in the synthesis of indolo[2,3-b]quinolines, see 2-Chloroquinoline, B23443.
• The combination with thionyl chloride (1:1), dissolved in DCM, is a useful and convenient reagent for conversion of alcohols and carboxylic acids to the alkyl or acyl chlorides: Synlett, 1763 (1999).
• For reviews of Katritzky's extensive work on benzotriazoles as versatile synthetic intermediates, see: Tetrahedron, 47, 2683 (1991); Chem. Soc. Rev., 363 (1994) Synthesis, 445 (1994); 1315 (1995).