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
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
Related Categories
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.
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.
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)
L L Gershbein
Research communications in chemical pathology and pharmacology, 53(1), 125-128 (1986-07-01)
Male rats were fed a diet supplemented with 0.12% thianthrene or control chow for a period of 10 days after which they were partially hepatectomized, two-thirds of the organ being removed and continued on the diet or switched to the
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