2,3'-Bithiophene

Base Information

• Chemical Name: 2,3'-Bithiophene
• CAS No.: 2404-89-9
• Molecular Formula: C8H6 S2
• Molecular Weight: 166.268
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50178788
• Nikkaji Number: J100.272D
• Wikidata: Q83049266
• Mol file: 2404-89-9.mol

Synonyms:2,3'-Bithiophene;2404-89-9;2,3'-Bithienyl;2-thiophen-3-ylthiophene;2,3'-Dithienyl;2 3'-BITHIOPHENE 96;2 3-BITHIOPHENE96;2,3`-Bithiophene;2,3'-Bithiophene, 96%;SCHEMBL769338;2 3'-BITHIOPHENE 96;DTXSID50178788;ILQGHVXNYGLZSR-UHFFFAOYSA-N;MFCD04039963;AKOS015898574;CS-0450040

Chemical Property of 2,3'-Bithiophene

Chemical Property:

• Melting Point: 60-64 °C(lit.)
• Boiling Point: 223.4°Cat760mmHg
• Flash Point: 63.2°C
• PSA: 56.48000
• Density: 1.243g/cm³
• LogP: 3.47660
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.99109254
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

2,3′-Bithiophene 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CSC=C2

Technology Process of 2,3'-Bithiophene

There total 8 articles about 2,3'-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: 40.0%

3-Bromothiophene (872-31-1) + thiophen-2-yl magnesium bromide (5713-61-1) → 2,3'-bithienyl (2404-89-9) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With triphenylphosphine; Pd bipyridyl anchored nanosized mesoporous silica MCM-41; In tetrahydrofuran; for 48h; Heating;

DOI:10.1016/j.tet.2007.03.046

Reference yield: 29.9%

bis(thien-2-yl)sulfide (3988-99-6) → Thiophene-2-thiol (7774-74-5) + thiophene-3-thiol (7774-73-4) + 2,3'-bithienyl (2404-89-9) + 2-thienyl 3-thienyl sulfide (3807-37-2) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With hydrogen sulfide; sulfur; at 180 ℃; for 8h; Product distribution;

DOI:10.1007/BF00474348

Reference yield:

thiophene (188290-36-0,8014-23-1,25233-34-5) + diisobutyl sulfide (592-65-4) + palladium diacetate (3375-31-3) → 3,3'-bithiophene (3172-56-3) + 2,3'-bithienyl (2404-89-9) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

In thiophene; was heated at 70°C for 2h; was filtered; filtrate was concentrated under reduced pressure; was diluted with hexane; GLC;

DOI:10.1246/bcsj.62.1081

upstream raw materials:

bis(thien-2-yl)sulfide

thiophene

2-bromothiophene

3-Bromothiophene

Downstream raw materials:

[2,3'-bithiophene]-5-carboxylic acid

3-(thiophene-2-yl)thiophene-2-carboxylic acid

Refernces

• 1、 Tsai, Fu-Yu,Lin, Bo-Nan,Chen, Ming-Jie,Mou, Chung-Yuan,Liu, Shiuh-Tzung. "Anchored palladium bipyridyl complex in nanosized MCM-41: a recyclable and efficient catalyst for the Kumada-Corriu reaction". . p. 4304 - 4309. Retrieved 2007/10/03.
• 2、 Fuchita, Yoshio,Hiraki, Katsuma,Kamogawa, Yasuko,Suenaga, Miho,Tohgoh, Kazutaka,Fujiwara, Yuzo. "Activation of Aromatic Carbon-Hydrogen Bonds by Palladium(II) Acetate-Dialkyl Sulfide Systems. Formation and Characterization of Novel Diphenyltripalladium(II) Complexes". . p. 1081 - 1085. Retrieved 2007/10/02.