5,5'-Dibromo-2,2'-bithiophene

Base Information

• Chemical Name: 5,5'-Dibromo-2,2'-bithiophene
• CAS No.: 4805-22-5
• Molecular Formula: C8H4Br2S2
• Molecular Weight: 324.06
• Hs Code.: 2934999090
• Mol file: 4805-22-5.mol

Synonyms:5,5'-Dibromo-2,2'-bithienyl;5,5'-Dibromo-2,2'-dithienyl;5,5'-Dibromo-2,2'-dithiophene;

Chemical Property of 5,5'-Dibromo-2,2'-bithiophene

Chemical Property:

• Appearance/Colour: white to light yellow shiny flakes
• Melting Point: 144-146 °C(lit.)
• Boiling Point: 318.6 °C at 760 mmHg
• Flash Point: 146.5 °C
• PSA: 56.48000
• Density: 1.951 g/cm³
• LogP: 5.00160
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

5,5’-Dibromo-2,2-bithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is an active pharmaceutical ingredient and an OLED (organic light-emitting diode) intermediate. A termination reagent for polymer ization

Technology Process of 5,5'-Dibromo-2,2'-bithiophene

There total 16 articles about 5,5'-Dibromo-2,2'-bithiophene 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: 100.0%

→ 5,5'-dibromo-2,2'-bisthiophene (4805-22-5)

Guidance literature:

Reference yield: 99.8%

2,2'-Bithiophene (492-97-7) → 5,5'-dibromo-2,2'-bisthiophene (4805-22-5)

Guidance literature:

With mono(N,N,N-trimethylbenzenaminium) tribromide; zinc(II) chloride; In acetic acid; for 27h; Ambient temperature;

DOI:10.1246/bcsj.64.2566

Reference yield: 94.0%

2,5-dibromothiophen (3141-27-3) → 5,5'-dibromo-2,2'-bisthiophene (4805-22-5)

Guidance literature:

2,5-dibromothiophen; With n-butyllithium; In diethyl ether; at -78 ℃; for 2h;

With copper(ll) bromide; In diethyl ether; at -78 - 20 ℃;

DOI:10.1081/SCC-120021039

upstream raw materials:

2,5-dibromothiophen

2,2'-Bithiophene

5-bromo-[2]thienyl lithium

2-bromothiophene

Downstream raw materials:

sexithiophene

C₅₀H₃₂N₆S₂

C₅₄H₄₀N₆O₄S₂

5,5'-bis(trimethylstannyl)-2,2'-bithiophene

Refernces

• 1、 Keshtov,Kuklin,Osipov,Topchii,Konstantinov,Gamov,Khokhlov. "New fused thiophene derivatives as promising building blocks for optoelectronic devices". . p. 50 - 56. Retrieved 2015.
• 2、 Shen, Suling,Gao, Lei,He, Chang,Zhang, Zhanjun,Sun, Qingjiang,Li, Yongfang. "A star-shaped oligothiophene with triphenylamine as core and octyl cyanoacetate as end groups for solution-processed organic solar cells". . p. 875 - 881. Retrieved 2013.
• 3、 Wang, Nai-Xing. "Synthesis of 2-Bromo-2′-phenyl-5,5′-thiophene: Suzuki reaction versus Negishi reaction". . p. 2119 - 2124. Retrieved 2003.
• 4、 -. "Aryl halide and synthesis method and application thereof". Paragraph 0118-0120. . Retrieved 2020/06/02.
• 5、 Tereniak, Stephen J.,Bruns, David L.,Stahl, Shannon S.. "Pd-Catalyzed Aerobic Oxidative Coupling of Thiophenes: Synergistic Benefits of Phenanthroline Dione and a Cu Cocatalyst". supporting information. p. 20318 - 20323. Retrieved 2020/12/01.