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122440

Sigma-Aldrich

Thianthrene

97%

Synonym(s):

Dibenzodithiodioxane

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About This Item

Empirical Formula (Hill Notation):
C12H8S2
CAS Number:
92-85-3
Molecular Weight:
216.32
Beilstein:
83046
EC Number:
202-197-0
MDL number:
MFCD00005065
UNSPSC Code:
12352100
PubChem Substance ID:
24847488
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

bp

364-366 °C (lit.)

mp

151-155 °C (lit.)

solubility

DMF: soluble
H2O: insoluble

SMILES string

S1c2ccccc2Sc3ccccc13

InChI

1S/C12H8S2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H

InChI key

GVIJJXMXTUZIOD-UHFFFAOYSA-N

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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.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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