122440
Thianthrene
97%
Synonym(s):
Dibenzodithiodioxane
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About This Item
Empirical Formula (Hill Notation):
C12H8S2
CAS Number:
Molecular Weight:
216.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-197-0
Beilstein/REAXYS Number:
83046
MDL number:
Assay:
97%
Form:
solid
Product Name
Thianthrene, 97%
InChI key
GVIJJXMXTUZIOD-UHFFFAOYSA-N
InChI
1S/C12H8S2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H
SMILES string
S1c2ccccc2Sc3ccccc13
assay
97%
form
solid
bp
364-366 °C (lit.)
mp
151-155 °C (lit.)
solubility
DMF: soluble
H2O: insoluble
Quality Level
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Application
Thianthrene has been used to study aqueous solubilities of several solid nitrogen-, sulfur- and oxygen-containing heterocyclic derivatives of anthracene, phenanthrene and fluorene. It has been used in determination of partition coefficients of several sulfur-containing aromatics in 1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide and supercritical carbon dioxide.
General description
Thianthrene undergoes liquid phase tert-butylation in the presence of large pore zeolites and mesoporous aluminosilicates catalyst to yield tert-butyl derivatives. Thianthrene on oxidation in the presence of hydrogen peroxide and ligninase as catalyst from Phanerochaete chrysosporium yields thianthrene monosulfoxide.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Acid zeolites as catalysts in organic reactions.< i> tert</i>-Butylation of anthracene, naphthalene and thianthrene.
Armengol E, et al.
Applied Catalysis A: General, 149(2), 411-423 (1997)
Pavel Karásek et al.
Journal of chromatography. A, 1140(1-2), 195-204 (2006-12-05)
We report the aqueous solubilities of phenanthrene and several solid three-ring aromatic heterocycles (phenanthridine, acridine, phenazine, thianthrene, phenothiazine, phenoxathiin, phenoxazine, carbazole, dibenzofuran, dibenzothiophene, and 4,6-dimethyldibenzothiophene) at temperatures ranging from 313K to the solute melting point and at a pressure of
R P Schreiner et al.
Applied and environmental microbiology, 54(7), 1858-1860 (1988-07-01)
The oxidation of heterocyclic sulfur compounds reported to be part of the macrostructure of coal and petroleum was investigated. The oxidation of thianthrene solubilized in 10% dimethylformamide to thianthrene monosulfoxide in the presence of hydrogen peroxide was catalyzed by the
Distribution of sulfur-containing aromatics between [hmim][Tf2N] and supercritical CO2: a case study for deep desulfurization of oil refinery streams by extraction with ionic liquids.
Planeta J, et al.
Green Chemistry, 8(1), 70-77 (2006)
S C Mitchell et al.
Xenobiotica; the fate of foreign compounds in biological systems, 28(1), 93-101 (1998-03-11)
1. Radiolabelled thianthrene was administered by gavage (200 mg/kg body weight) to the adult female Wistar rat following an overnight fast. 2. Faeces was the major route of excretion of radioactivity (62%) with substantial amounts still being voided during the
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