1-(isocyanomethyl)-1H-1,2,3-benzotriazole

• ChemBase ID: 147380
• Molecular Formular: C8H6N4
• Molecular Mass: 158.16004
• Monoisotopic Mass: 158.05924621
• SMILES: [C-]#[N+]Cn1c2ccccc2nn1
• Canonical SMILES: [C-]#[N+]Cn1nnc2c1cccc2
• InChI: InChI=1S/C8H6N4/c1-9-6-12-8-5-3-2-4-7(8)10-11-12/h2-5H,6H2
• InChIKey: YZTNZXMSOPEFKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(isocyanomethyl)-1H-1,2,3-benzotriazole
• IUPAC Traditional name: 1-(isocyanomethyl)-1,2,3-benzotriazole
• Synonyms: 1-(Isocyanomethyl)-1H-benzotriazole; 1H-Benzotriazol-1-ylmethyl isocyanide; 1H-苯并三唑-1-基甲基异氰化物; 1-异氰甲基-1H-苯并三唑

Database IDs

• CAS Number: 87022-42-2
• MDL Number: MFCD00961633
• Beilstein Number: 7762310
• PubChem SID: 24847822; 162241568; 24862876
• PubChem CID: 3832111

CALCULATED PROPERTIES

• Acid pKa: 16.03188
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.5948747
• LogD (pH = 7.4): -0.59487474
• Log P: -0.59487474
• Molar Refractivity: 63.6262 cm^3
• Polarizability: 17.785425 Å^3
• Polar Surface Area: 35.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-84 °C(lit.); 82-87 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 14.3-26-37/39; 26-37/39
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (CHN); 94%
• Grade: purum
• Empirical Formula (Hill Notation): C8H6N4

DETAILS

Sigma Aldrich - 367990

Packaging
1 g in glass bottle
Application
Reactant for:
• Passerini condensation1
• Ugi type reactions2
• Heterocyclization with imines3
• Preparation of silver (isocyanomethyl)benzotriazole polymeric complex4

Sigma Aldrich - 12807

Other Notes
Reagent used for the synthesis of unsymmetrical formamidines5
Application
Reactant for:
• Passerini condensation1
• Ugi type reactions2
• Heterocyclization with imines3
• Preparation of silver (isocyanomethyl)benzotriazole polymeric complex4