2-(1H-1,2,3-benzotriazol-1-yl)acetonitrile

• ChemBase ID: 149806
• Molecular Formular: C8H6N4
• Molecular Mass: 158.16004
• Monoisotopic Mass: 158.05924621
• SMILES: c1ccc2c(c1)nnn2CC#N
• Canonical SMILES: N#CCn1nnc2c1cccc2
• InChI: InChI=1S/C8H6N4/c9-5-6-12-8-4-2-1-3-7(8)10-11-12/h1-4H,6H2
• InChIKey: DIFOLZGBHRDEFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-1,2,3-benzotriazol-1-yl)acetonitrile
• IUPAC Traditional name: 2-(1,2,3-benzotriazol-1-yl)acetonitrile
• Synonyms: Benzotriazol-1-ylacetonitrile; 1H-Benzotriazole-1-acetonitrile; 1H-苯并三唑-1-乙腈

Database IDs

• CAS Number: 111198-08-4
• MDL Number: MFCD00082568
• PubChem SID: 24870420; 162243968
• PubChem CID: 786302

CALCULATED PROPERTIES

• Acid pKa: 11.282949
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.96088606
• LogD (pH = 7.4): 0.9608336
• Log P: 0.9608904
• Molar Refractivity: 54.338 cm^3
• Polarizability: 17.292078 Å^3
• Polar Surface Area: 54.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 84-89 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C8H6N4

DETAILS

Sigma Aldrich - 467529

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Hydrothermal reactions1
• Preparation of aminonaphthylacrylonitrile derivatives as green luminance dyes2
• Preparation of (aminomethyl)(cyanovinylphenyl)oxazolidinones with heterocyclic pendant as antibacterial agents3
• Cyclization reactions with sodium azide4
• Preparation of substituted triazoles (as antitumor agents) via rearrangement reaction followed by cycloaddition of corresponding (cyanomethyl)benzotriazole5