5,5'-Dihexyl-2,2'-bithiophene

Base Information

• Chemical Name: 5,5'-Dihexyl-2,2'-bithiophene
• CAS No.: 211737-46-1
• Molecular Formula: C20H30S2
• Molecular Weight: 334.58200
• DSSTox Substance ID: DTXSID90441903
• Nikkaji Number: J2.103.957H
• Wikidata: Q82258905
• Mol file: 211737-46-1.mol

Synonyms:5,5'-Dihexyl-2,2'-bithiophene;211737-46-1;2-hexyl-5-(5-hexylthiophen-2-yl)thiophene;5,5-Dihexyl-2,2-bithiophene;DH-2T;SCHEMBL12925335;DTXSID90441903;5,5'-Dihexyl-2,2'-bithiophene, 96%

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

Chemical Property:

• Melting Point: 29-33oC(lit.)
• Boiling Point: 414.8±40.0 °C(Predicted)
• Flash Point: 110oC
• PSA: 56.48000
• Density: 1.009±0.06 g/cm3(Predicted)
• LogP: 7.72220
• XLogP3: 8.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 334.17889330
• Heavy Atom Count: 22
• Complexity: 251

Purity/Quality:

99.5% ^*data from raw suppliers

5,5'-DIHEXYL-2,2'-BITHIOPHENE 95.00% ^*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: CCCCCCC1=CC=C(S1)C2=CC=C(S2)CCCCCC

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

There total 3 articles about 5,5'-Dihexyl-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: 88.0%

2-hexylthiophene (18794-77-9) → 5,5’-bishexyl-2,2’-bithiophene (211737-46-1)

Guidance literature:

With oxygen; palladium diacetate; trifluoroacetic acid; In dimethyl sulfoxide; at 50 ℃; under 760.051 Torr; regioselective reaction; Sealed tube;

DOI:10.1021/ol501019y

Reference yield: 77.0%

2-n-hexyl-5-iodothiophene (710338-91-3) → 5,5’-bishexyl-2,2’-bithiophene (211737-46-1)

Guidance literature:

With indium; palladium 10% on activated carbon; tetrabutylammomium bromide; lithium chloride; In water; at 90 ℃; for 24h; Green chemistry;

DOI:10.1039/c5ra13517f

Reference yield: 48.0%

3-hexyl-5'-bromo-2,2'-dithiophene (790712-91-3) → 5,5’-bishexyl-2,2’-bithiophene (211737-46-1)

Guidance literature:

With 1,10-phenanthroline-5,6-dione; oxygen; palladium diacetate; copper(II) acetate monohydrate; p-benzoquinone; In dimethyl sulfoxide; at 100 ℃; for 16h; under 836.056 Torr;

upstream raw materials:

2-hexylthiophene

2-n-hexyl-5-iodothiophene

3-hexyl-5'-bromo-2,2'-dithiophene

Downstream raw materials:

N-(diphenylmethylene)-5,5'-dihexyl-2,2'-bithiophen-3-amine

Refernces

• 1、 -. "Method for Aerobic Oxidative Coupling of Thiophenes with a Ligand-Supported Palladium Catalyst". Paragraph 0095. . Retrieved 2019/07/23.
• 2、 Li, Na-Na,Zhang, Yan-Lei,Mao, Shuai,Gao, Ya-Ru,Guo, Dong-Dong,Wang, Yong-Qiang. "Palladium-catalyzed C-H homocoupling of furans and thiophenes using oxygen as the oxidant". supporting information. p. 2732 - 2735. Retrieved 2014/06/09.