5-Perfluorohexyl-2,2'-bithiophene

Base Information

• Chemical Name: 5-Perfluorohexyl-2,2'-bithiophene
• CAS No.: 327630-34-2
• Molecular Formula: C14H5F13S2
• European Community (EC) Number: 803-700-1
• DSSTox Substance ID: DTXSID70896114
• Nikkaji Number: J2.415.149B
• Wikidata: Q82872353
• Mol file: 327630-34-2.mol

Synonyms:5-(Tridecafluorohexyl)-2,2'-bithiophene;327630-34-2;5-Perfluorohexyl-2,2 inverted exclamation marka-bithiophene;5-perfluorohexyl-2,2'-bithiophene;SCHEMBL13059421;DTXSID70896114;NS00111455;5-Perfluorohexyl-2,2'-bithiophene, 99% (HPLC);2-thiophen-2-yl-5-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)thiophene

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

Chemical Property:

• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 483.9625086
• Heavy Atom Count: 29
• Complexity: 601

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(S2)C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F

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

There total 4 articles about 5-Perfluorohexyl-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: 78.0%

n-perfluorohexyl iodide (355-43-1) + 5-bromo(2,2'-bithiophene) (3480-11-3) → 5-Perfluorohexyl-2,2'-dithiophene (327630-34-2)

Guidance literature:

With copper; In dimethyl sulfoxide; at 125 ℃; for 17h;

DOI:10.1016/j.tetlet.2006.11.165

Reference yield: 58.9%

n-perfluorohexyl iodide (355-43-1) + 5-bromo(2,2'-bithiophene) (3480-11-3) → 5-Perfluorohexyl-2,2'-dithiophene (327630-34-2) + 5,5'-bisperfluorohexyl-2,2'-dithiophene

Guidance literature:

n-perfluorohexyl iodide; With copper bronze (Cu bronze); In dimethyl sulfoxide; at 135 ℃; for 0.75h;

5-bromo(2,2'-bithiophene); In dimethyl sulfoxide; at 125 ℃; for 16h; Product distribution / selectivity;

Reference yield:

2-bromothiophene (1003-09-4) + 2-(tridecafluorohexyl)thiophene (128032-22-4) → 5-Perfluorohexyl-2,2'-dithiophene (327630-34-2)

Guidance literature:

2-(tridecafluorohexyl)thiophene; With n-butyllithium; tributyltin chloride; In tetrahydrofuran; at 20 ℃; for 4h;

2-bromothiophene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 85 ℃;

DOI:10.1021/ja048988a

upstream raw materials:

n-perfluorohexyl iodide

5-bromo(2,2'-bithiophene)

2-bromothiophene

2-(tridecafluorohexyl)thiophene

Refernces

• 1、 McCairn, Mark C.,Turner, Michael L.. "Rapid synthesis and fluorous-phase purification of α-perfluorohexyloligothiophenes". . p. 1045 - 1047. Retrieved 2007.
• 2、 -. "n-Type Thiophene Semiconductors". Page/Page column 12-13; Sheet 1/17. . Retrieved 2009/01/20.