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Merck
CN

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:
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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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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
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)
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)
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
Saowapak Kaenkaew et al.
Journal of molecular modeling, 16(2), 243-253 (2009-07-10)
The structures of thiacalix[2]thianthrene, p-tert-butylthiacalix[2]thianthrene and their complexes with Zn(2+), Cd(2+) and Hg(2+) were obtained using B3LYP/LanL2DZ and HF/LanL2DZ calculations. The structures of the most stable conformers of thiacalix[2]thianthrene and p-tert-butylthiacalix[2]thianthrene optimized at either the B3LYP/LanL2DZ or HF/LanL2DZ level are

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