benzene-1,2-dithiol

• ChemBase ID: 90920
• Molecular Formular: C6H6S2
• Molecular Mass: 142.24184
• Monoisotopic Mass: 141.99109219
• SMILES: Sc1c(cccc1)S
• Canonical SMILES: Sc1ccccc1S
• InChI: InChI=1S/C6H6S2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H
• InChIKey: JRNVQLOKVMWBFR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzene-1,2-dithiol
• IUPAC Traditional name: 1,2-benzenedithiol
• Synonyms: 1,2-Dimercaptobenzene; Benzene-1,2-dithiol; Benzene-1,2-dithiol; Dithiocatechol; 1,2-Benzenedithiol; 1,2-Benzenedithiol; 1,2-苯二硫醇; 邻苯二硫醇

Database IDs

• CAS Number: 17534-15-5
• EC Number: 241-530-4
• MDL Number: MFCD00004835
• Beilstein Number: 636154
• PubChem SID: 24864012; 162077624; 24856407
• PubChem CID: 69370
• Chemspider ID: 13840080
• Wikipedia Title: 1,2-Benzenedithiol

CALCULATED PROPERTIES

• Acid pKa: 5.913377
• H Acceptors: 0
• H Donor: 2
• LogD (pH = 5.5): 2.0228598
• LogD (pH = 7.4): 0.7415342
• Log P: 2.15966
• Molar Refractivity: 42.0776 cm^3
• Polarizability: 16.431797 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in basic water
• Apperance: colourless liquid
• Melting Point: 21-25°C; 22-24 °C; 22-24 °C(lit.); 22-24°C
• Boiling Point: 119-120 °C/17 mmHg; 119-120 °C/17 mmHg(lit.); 119-120°C/17mm; 239°C
• Flash Point: 103°C(217°F); 104 °C; 104°C; 219.2 °F; 219.2 °F (104 °C)
• Density: 1.236; 1.236 g/mL; 1.236 g/mL at 25 °C(lit.)
• Refractive Index: 1.6580

Safety Information

• Storage Warning: Air Sensitive; Irritant/Stench/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: X
• UN Number: UN3335
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: III
• Risk Statements: 20/21/22-38-41
• Safety Statements: 26-36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• Main Hazard: stench
• GHS Hazard statements: H318-H315-H302-H312-H332
• GHS Precautionary statements: P280-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 96%; 97%
• Grade: purum
• Linear Formula: C6H4(SH)2

DETAILS

Sigma Aldrich - 270865

Packaging
500 mg in glass bottle

Sigma Aldrich - 38494

Other Notes
Reaction with aldehydes1,2,3

REFERENCES

• Has been converted to benzo-fused tetrathiafulvalene derivatives and analogous compounds as "organic metals": J. Chem. Soc., Chem. Commun., 4 (1983); Chem. Lett., 1873 (1992).
• Versatile metal ligand.
• Precursor of various thia-heterocyclic and macrocyclic systems.