255122
1,2-Benzodiphenylene sulfide
99%
Synonym(s):
Benzo[b]naphtho[2,1-d]thiophene
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About This Item
Empirical Formula (Hill Notation):
C16H10S
CAS Number:
Molecular Weight:
234.32
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
99%
form
solid
mp
188-190 °C (lit.)
solubility
chloroform: soluble 2.5%, clear to very slightly hazy, colorless to faint yellow or tan
SMILES string
c1ccc2c(c1)ccc3c4ccccc4sc23
InChI
1S/C16H10S/c1-2-6-12-11(5-1)9-10-14-13-7-3-4-8-15(13)17-16(12)14/h1-10H
InChI key
YEUHHUCOSQOCIX-UHFFFAOYSA-N
General description
1,2-benzodiphenylene sulfide is a rare constituent of coal tar. Photodeoxygenation of 1,2-benzodiphenylene sulfoxide, generates an intermediate capable of oxidizing the solvent benzene to phenol. Liquid-phase photolysis of 1,2-benzodiphenylene sulfide to generate atomic oxygen [O(3P)] or an equivalent active oxygen species has been reported.
Application
1,2-Benzodiphenylene sulfide has been used in direct screening of sediment samples for polycyclic aromatic hydrocarbons by flow manifold coupled on-line to a fluorimetric detector.
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
Regulatory Information
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Direct automatic screening and individual determination of polycyclic aromatic hydrocarbons using supercritical fluid extraction coupled on-line with liquid chromatography and fluorimetric detection.
Zougagh M, et al.
Analytica Chimica Acta, 524(1), 279-285 (2004)
Keith B Thomas et al.
The Journal of organic chemistry, 68(5), 1886-1891 (2003-03-01)
A liquid-phase photolysis of 1,2-benzodiphenylene sulfoxide, 1, and dibenzothiophene sulfoxide, 2, was used to generate atomic oxygen [O(3P)] or an equivalent active oxygen species. The reaction for sulfoxide photodeoxygenation was similar to a microwave discharge method for generating O(3P) atoms
E Lucien et al.
The Journal of organic chemistry, 66(13), 4576-4579 (2001-06-26)
We report that the photodeoxygenation of 1,2-benzodiphenylene sulfoxide, 1, generates an intermediate capable of oxidizing the solvent benzene to phenol. The reactivity of the intermediate was probed with various substrates (2-methylbutane, chloride ion, and para-substituted aryl sulfides). The intermediate produced
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