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

• ChemBase ID: 142259
• Molecular Formular: C13H8N6S
• Molecular Mass: 280.30782
• Monoisotopic Mass: 280.05311529
• SMILES: c1ccc2c(c1)nnn2C(=S)n1c2ccccc2nn1
• Canonical SMILES: S=C(n1nnc2c1cccc2)n1nnc2c1cccc2
• InChI: InChI=1S/C13H8N6S/c20-13(18-11-7-3-1-5-9(11)14-16-18)19-12-8-4-2-6-10(12)15-17-19/h1-8H
• InChIKey: ZRXHYHZENMJKMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1H-1,2,3-benzotriazole-1-carbothioyl)-1H-1,2,3-benzotriazole
• IUPAC Traditional name: 1-(1,2,3-benzotriazole-1-carbothioyl)-1,2,3-benzotriazole
• Synonyms: 1,1′-(Thiocarbonyl)bis-1H-benzotriazole; Bis(1-benzotriazolyl)methanethione; 二(1-苯并三唑基)甲硫酮

Database IDs

• CAS Number: 4314-19-6
• MDL Number: MFCD00424275
• PubChem SID: 162236489; 24883283
• PubChem CID: 912889

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.8287942
• LogD (pH = 7.4): 2.828795
• Log P: 2.828795
• Molar Refractivity: 78.8585 cm^3
• Polarizability: 32.14753 Å^3
• Polar Surface Area: 61.42 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170-174 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H8N6S

DETAILS

Sigma Aldrich - 643610

Other Notes
Thiophosgene equivalent
Packaging
500 mg in glass bottle
Application
New Benzotriazole ReagentsReactant used as a thioacylating agent1,2Reactant involved in:
• Multicomponent heterocyclization reactions3
• Synthesis of substituted thiosemicarbazides and N-hydroxythioureas4
• Guanylation of amines5