Thianthrene

HCID 7109
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Basic information

CAS
92-85-3
Standard SMILES
c1ccc2c(c1)Sc1ccccc1S2
InChIKey
GVIJJXMXTUZIOD-UHFFFAOYSA-N
Molecular formula
C12H8S2
Average molar mass
216.3 g/mol
Monoisotopic mass
216.00674226

Overview

Thianthrene is the organosulfur heterocyclic compound that is the parent compound of the thianthrenes, a tricyclic structure comprising two benzene rings fused to the b and e sides of 1,4-dithin. It is a mancude organic heterotricyclic parent, an organosulfur heterocyclic compound and a member of thianthrenes.

Names & identifiers

Preferred name
Thianthrene
IUPAC
thianthrene
English name
Thianthrene
Molecular formula
C12H8S2
Molecular weight
216.32

Names & synonyms

THIANTHRENE92-85-3ThianthrenThiaanthrene9,10-DithiaanthraceneDTXSID6059071CHEBI:64511NSC-4394139V9M46HRefChem:897643DTXCID4048779202-197-0
Show more names
AKOS 90207hianthreneThianthrene,97%Thianthrene >Thianthrene ,98%THIANTHRENE, 99+%diphylene disulfide
DIPHENYLENE DISULFIDEC12H8S2diphenylene disulphidedibenzo-1,4-dithiinMFCD00005065DIBENZODITHIODIOXANEAI3-00638NSC439

Database identifiers

CAS
92-85-3
PubChem CID
7109
DTXSID
DTXSID6059071
ChEMBL
CHEMBL488176
ChEBI
CHEBI:64511
UNII
4139V9M46H
EC Number
202-197-0
Nikkaji
J4.662K

Properties

Computed structural properties

XLogP
4.6
Topological polar surface area
50.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
14

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds
LogP4.47
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000031 [mmHg]
Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
151 · 151-155 °C (lit.)
Boiling point
364 · 364-366 °C (lit.)
Density
1.442 · 1.4420
refractive index
1.621 · 1.6210 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
DMF: soluble

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 97.4% (38 of 39) of all reports.

Not Classified

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationThianthrene: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29349990
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

UsesIn its electron deficient state, effects formation of high-energy phosphate bonds in process of oxidative phosphorylation. [ChemIDplus]
General Manufacturing InformationThianthrene: ACTIVE
Applications · 2 items

UsesThianthrene 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 DescriptionThianthrene 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.

Preparation methods

PreparationThianthrene was first synthesized by John Stenhouse by dry distillation of sodium benzenesulfonate. Thianthrene can be prepared by treating benzene with disulfur dichloride in the presence of aluminium chloride.

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Thianthrene is the organosulfur heterocyclic compound that is the parent compound of the thianthrenes, a tricyclic structure comprising two benzene rings fused to the b and e sides of 1,4-dithin. It is a mancude organic heterotricyclic parent, an organosulfur heterocyclic compound and a member of thianthrenes.

Related reactions

13 records
New reaction record

Compound notes

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