8-thiatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaene

• ChemBase ID: 69874
• Molecular Formular: C12H8S
• Molecular Mass: 184.25692
• Monoisotopic Mass: 184.03467126
• SMILES: c12c(c3c(s1)cccc3)cccc2
• Canonical SMILES: c1ccc2c(c1)sc1c2cccc1
• InChI: InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
• InChIKey: IYYZUPMFVPLQIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-thiatricyclo[7.4.0.0^2,^7]trideca-1(9),2(7),3,5,10,12-hexaene; 8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene
• IUPAC Traditional name: dibenzothiophene
• Synonyms: Dibenzothiophene; Diphenylene sulfide; DBT; Dibenzothiophene; 二苯噻吩; 二苯并噻吩

Database IDs

• CAS Number: 132-65-0
• EC Number: 205-072-9
• MDL Number: MFCD00004969
• Beilstein Number: 121101
• PubChem SID: 24893734; 24867133; 24861532; 162035599; 24869392
• PubChem CID: 3023
• CHEBI ID: 23681
• CHEMBL: 219828
• Chemspider ID: 2915
• KEGG ID: D03777
• Unique Ingredient Identifier: Z3D4AJ1R48
• Wikipedia Title: Dibenzothiophene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.9448535
• LogD (pH = 7.4): 3.9448535
• Log P: 3.9448535
• Molar Refractivity: 55.6324 cm^3
• Polarizability: 24.220522 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: benzene and related; insol. in water
• Apperance: Colourless crystals; white
• Melting Point: 97-100 °C(lit.); 97-100°C; 97-99 °C
• Boiling Point: 332-333 °C; 332-333 °C(lit.); 332-333°C
• Flash Point: 170°C(338°F)
• Density: 1.252 g/cm^3

Safety Information

• Storage Warning: IRRITANT
• RTECS: HQ3490550
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: UN3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: III
• Risk Statements: 22; 22-50/53
• Safety Statements: 36; 36-57; 36-60-61
• TSCA Listed: false; 是
• GHS Pictograms: GHS06; GHS07; GHS09
• GHS Signal Word: Warning
• Main Hazard: flammable
• GHS Hazard statements: H301-H400-H410; H302-H410
• GHS Precautionary statements: P273-P264-P301+P310-P321-P405-P501A; P273-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98.0% (GC); ≥99%; 95+%; 98%
• Grade: analytical standard, for environmental analysis; purum
• Salt Data: Free Base
• Purified By: sublimation
• Empirical Formula (Hill Notation): C12H8S

DETAILS

Sigma Aldrich - 347833

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 433306

Packaging
1, 5 g in glass bottle

Sigma Aldrich - D32202

Packaging
25, 100, 250 g in poly bottle

REFERENCES

• Lithiation occurs at the 4-position (ortho to the S atom). The lithio-derivative reacts with electrophiles, such as bromine: J. Am. Chem. Soc., 76, 5786 (1954).