CAS 2362-50-7 Thianthrene, 5-oxide (HCID 73220)

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Basic information

CAS: 2362-50-7
Standard SMILES: O=S1c2ccccc2Sc2ccccc21
InChIKey: NYVGTLXTOJKHJN-UHFFFAOYSA-N
Molecular formula: C12H8OS2
Average molar mass: 232.3 g/mol
Monoisotopic mass: 232.00165688

Overview

used as a probe of the electrophilicity of hemoprotein oxidizing species; structure given in first source

Names & identifiers

Preferred name: Thianthrene, 5-oxide
IUPAC: thianthrene 5-oxide
English name: thianthrene 5-oxide
Molecular formula: C12H8OS2
Molecular weight: 232.32

Names & synonyms

Thianthrene 5-oxide2362-50-7Thianthrene, 5-oxideDTXSID00178293RefChem:189260DTXCID30100784Thianthrene monooxideThianthrene oxideTCMDC-124300Thianthrene S-oxidethianthren 5-oxidMFCD01464038

Show more names

Thianthrene 10-oxideBenzothianthrene Oxide

thianthrene-S-oxidethianthrene-5-oxideNSC16859NSC 16859MLS002638514SCHEMBL1144620AKOS037649108BS-16583

Database identifiers

CAS: 2362-50-7
PubChem CID: 73220
DTXSID: DTXSID00178293
ChEMBL: CHEMBL529598
EC Number: 851-277-7
Nikkaji: J104.352H

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 73.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 15
Formal charge: 0
Complexity: 242

Experimental & physicochemical properties

SpringerMaterials PropertiesFusion temperature

Physicochemical properties

Melting point: 143 · 143-143.5 °C
Boiling point: 423.2 · 423.2±15.0 °C(Predicted)
Density: 1.49 · 1.49±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
form: powder
Appearance: White to off-white Solid
InChI: 1S/C12H8OS2/c13-15-11-7-3-1-5-9(11)14-10-6-2-4-8-12(10)15/h1-8H
InChIKey: NYVGTLXTOJKHJN-UHFFFAOYSA-N
SMILES: [S+]1(c2c(cccc2)Sc3c1cccc3)[O-]
UNSPSC Code: 12352119 · 12352119
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: WGK 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesThianthrene S-oxide is a sulfoxide-based thianthrene reagent for late-stage C-H functionalization. Developed by the Ritter Lab, C-H functionalization by thianthrenation proceeds with >99% selectivity and furnishes functionalized arenes serving as synthetic linchpins for further participation in diverse transformations. Nonfluorinated thianthrene S-oxide is best used for all arenes more electron-rich than anisole. For other arenes, the fluorinated TFT S-oxide (903981) was demonstrated as the thanthrenation reagent.