Thianthrene

Base Information

• Chemical Name: Thianthrene
• CAS No.: 92-85-3
• Molecular Formula: C12H8S2
• Molecular Weight: 216.328
• Hs Code.: 29349990
• European Community (EC) Number: 202-197-0
• NSC Number: 439
• UNII: 4139V9M46H
• DSSTox Substance ID: DTXSID6059071
• Nikkaji Number: J4.662K
• Wikipedia: Thianthrene
• Wikidata: Q424898
• Metabolomics Workbench ID: 63417
• ChEMBL ID: CHEMBL488176
• Mol file: 92-85-3.mol

Synonyms:thianthrene

Chemical Property of Thianthrene

Chemical Property:

• Appearance/Colour: White or slight yellow powder
• Vapor Pressure: 0.000128mmHg at 25°C
• Melting Point: 151-155 °C
• Refractive Index: 1.724
• Boiling Point: 344.9 °C at 760 mmHg
• Flash Point: 170.8 °C
• PSA: 50.60000
• Density: 1.31 g/cm³
• LogP: 4.30240
• Storage Temp.: Store below +30°C.
• Solubility.: DMF: soluble
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 216.00674260
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thianthrene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C2C(=C1)SC3=CC=CC=C3S2
• Uses: 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.

Technology Process of Thianthrene

There total 325 articles about Thianthrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

5-Cycloheptyloxy-thianthren-5-ium; perchlorate → cycloheptyl bromide (2404-35-5) + thianthrene-5-oxide (2362-50-7) + cycloheptanol (502-41-0) + Thianthrene (92-85-3)

Guidance literature:

With 18-crown-6 ether; potassium bromide; Product distribution;

DOI:10.1002/(SICI)1099-1395(199911)12:11<827::AID-POC198>3.0.CO;2-E

Reference yield: 96.0%

5-Cycloheptyloxy-thianthren-5-ium; perchlorate → thianthrene-5-oxide (2362-50-7) + cycloheptanol (502-41-0) + Thianthrene (92-85-3)

Guidance literature:

With sodium thiophenolate; thiophenol; In acetonitrile; for 2h; Product distribution;

DOI:10.1002/(SICI)1099-1395(199911)12:11<827::AID-POC198>3.0.CO;2-E

Reference yield: 84.0%

sodium thiophenolate (930-69-8) + 1,2-bis(5-thianthreniumyl)cyclohexane diperchlorate (68843-17-4) → diphenyldisulfane (882-33-7) + Thianthrene (92-85-3) + cyclohexene (110-83-8)

Guidance literature:

In dimethyl sulfoxide; for 20h; Ambient temperature;

DOI:10.1021/jo00315a009

upstream raw materials:

n-butyllithium

thianthrene-5-oxide

diethyl ether

3-mercaptothiophenol

Downstream raw materials:

thianthrene-5-oxide

p-cyanobenzylthianthrenesulfonium trifluoromethanesulfonate

o-terphenyl

o-xylene

Refernces

• 1、 Nakabayashi, Seiichiro,Itoh, Kiminori,Fujishima, Akira,Honda, Kenichi. "Electron Transfer Rates in Highly Exothermic Reactions on Semiconductor-Electrolyte Interfaces, and the Deuterium Isotope Effect". . p. 5301 - 5303. Retrieved 1983.
• 2、 Sato, Ryu,Onodera, Akira,Goto, Takehiko,Saito, Minoru. "CHEMISTRY ON BENZOPENTATHIEPIN. REACTIONS OF BENZOPENTATHIEPIN WITH AROMATIC COMPOUNDS IN THE PRESENCE OF LEWIS ACID". . p. 2563 - 2566. Retrieved 1988.
• 3、 Kim, Kab Sig,Ha, Sung Min,Kim, Jong Yup,Kim, Kyongtae. "5-Arylthianthreniumyl Perchlorates as a Benzyne Precursor". . p. 6483 - 6486. Retrieved 1999.
• 4、 Murata et al.. "-". . p. 573. Retrieved 1968.
• 5、 Keats. "-". . p. 1592. Retrieved 1937.
• 6、 Pawliczek, Martin,Garve, Lennart K.B.,Werz, Daniel B.. "Exploiting amphiphilicity: Facile metal free access to thianthrenes and related sulphur heterocycles". . p. 9165 - 9168. Retrieved 2015.
• 7、 Chen, Xiao-Yue,Huang, Yu-Hao,Zhou, Jian,Wang, Peng. "Pd-Catalyzed Site-Selective Borylation of Simple Arenes via Thianthrenation?". supporting information. p. 1269 - 1272. Retrieved 2020/08/13.