2,8-Dibromodibenzothiophene

Base Information

• Chemical Name: 2,8-Dibromodibenzothiophene
• CAS No.: 31574-87-5
• Molecular Formula: C12H6Br2S
• Molecular Weight: 342.054
• Hs Code.: 29420000
• Mol file: 31574-87-5.mol

Synonyms:2,8-Dibromodibenzo[b,d]thiophene;2,8-Dibromodibenzothiophene;

Chemical Property of 2,8-Dibromodibenzothiophene

Chemical Property:

• Vapor Pressure: 2.05E-07mmHg at 25°C
• Melting Point: 226 °C
• Refractive Index: 1.785
• Boiling Point: 436.5 °C at 760 mmHg
• Flash Point: 217.8 °C
• PSA: 28.24000
• Density: 1.905 g/cm³
• LogP: 5.57950
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: almost transparency in hot Toluene

Purity/Quality:

98% ^*data from raw suppliers

2,8-Dibromodibenzothiophene ^*data from reagent suppliers

Safty Information:

• Statements: 20
• Safety Statements: 22-26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,8-Dibromodibenzothiophene is used as a starting material or intermediate for synthesizing novel 2,8-disubstituted dibenzothiophenes via palladium-catalyzed C-N or C-C bond formation. 2,8-Dibromodibenzothiophene is also used as a starting material to create organic electroluminescent derivatives.

Technology Process of 2,8-Dibromodibenzothiophene

There total 10 articles about 2,8-Dibromodibenzothiophene 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: 90.0%

dibenzothiophene (132-65-0) → 2,8-dibromodibenzothiophene (31574-87-5)

Guidance literature:

With bromine; In chloroform; at 0 - 20 ℃;

DOI:10.1002/asia.201601626

Reference yield:

2,8-dibromodibenzo[b,d]thiophene S-oxide → dibenzothiophene (132-65-0) + Dibenzothiophene sulfoxide (1013-23-6) + 2,8-dibromodibenzothiophene (31574-87-5)

Guidance literature:

In acetonitrile; Quantum yield; Photolysis;

DOI:10.1021/jo0490346

Reference yield:

Thianthrene (92-85-3) → 2,8-dibromodibenzothiophene (31574-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / lithium aluminium hydride, (2,2'-bipyridyl)(1,5-cyclooctadiene)nickel / tetrahydrofuran / 48 h / 55 °C

2: bromine / acetic acid

With lithium aluminium tetrahydride; (2,2'-bipyridyl)(1,5-cyclooctadiene)nickel; bromine; In tetrahydrofuran; acetic acid;

DOI:10.1021/ja00284a045

upstream raw materials:

dibenzothiophene

Dibenzothiophene sulfoxide

tetrachloromethane

aluminium trichloride

Downstream raw materials:

2,8-dimethyldibenzothiophene

2,8-dibromo-5H-5λ⁶-dibenzo[b,d]thiophene-5,5-dione

2,8-bis(phenylethynyl)dibenzothiophene

3,3'-dimethyl-biphenyl

Refernces

• 1、 Hsiao, Sheng-Huei,Wu, Li-Chu. "Fluorescent and electrochromic polymers from 2,8-di(carbazol-9-yl)dibenzothiophene and its S,S-dioxide derivative". . p. 51 - 63. Retrieved 2016.
• 2、 Neumoyer,Amstutz. "-". . p. 1920. Retrieved 1947.
• 3、 Sperátová, Michaela,Jedyrka, Jaroslaw,Pytela, Old?ich,Kityk, Iwan V.,Reshak,Bure?,Klikar. "Novel dibenzothiophene chromophores with peripheral barbituric acceptors". . . Retrieved 2019.
• 4、 Duan, Zongfan,Huang, Xianqiang,Fujii, Shunjiro,Kataura, Hiromichi,Nishioka, Yasushiro. "Novel phenylene-thiophene oligomer derivatives with dibenzothiophene 5,5-dioxide core: Synthesis, characterization, and applications in organic solar cells". . p. 363 - 365. Retrieved 2012.
• 5、 Nishii, Yuji,Ikeda, Mitsuhiro,Hayashi, Yoshihiro,Kawauchi, Susumu,Miura, Masahiro. "Triptycenyl Sulfide: A Practical and Active Catalyst for Electrophilic Aromatic Halogenation Using N-Halosuccinimides". supporting information. p. 1621 - 1629. Retrieved 2020/02/04.
• 6、 Tian, Zhuanzhuan,Yang, Xiaolong,Liu, Boao,Zhong, Daokun,Zhou, Guijiang. "Photophysical properties and optical power limiting ability of Pt(II) polyynes bearing fluorene-type ligands with ethynyl units at different positions". supporting information. p. 28 - 36. Retrieved 2019/06/05.