alpha-Octithiophene

Base Information

• Chemical Name: alpha-Octithiophene
• CAS No.: 113728-71-5
• Molecular Formula: C32H18 S8
• Molecular Weight: 659.023
• DSSTox Substance ID: DTXSID70464271
• Nikkaji Number: J677.581K
• Wikidata: Q82289538
• Mol file: 113728-71-5.mol

Synonyms:alpha-Octithiophene;113728-71-5;2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-Octithiophene;2-thiophen-2-yl-5-[5-[5-[5-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophene;YSWG773;SCHEMBL14703073;DTXSID70464271;MFCD29050462;AS-78088;O0313;D91860;1~2~,2~2~:2~5~,3~2~:3~5~,4~2~:4~5~,5~2~:5~5~,6~2~:6~5~,7~2~:7~5~,8~2~-Octithiophene (non-preferred name);2504202-91-7

Chemical Property of alpha-Octithiophene

Chemical Property:

• Vapor Pressure: 8.88E-21mmHg at 25°C
• Melting Point: 364 °C
• Refractive Index: 1.735
• Boiling Point: 738.1°C at 760 mmHg
• Flash Point: 306.9°C
• PSA: 222.98000
• Density: 1.425g/cm³
• LogP: 13.67120
• XLogP3: 11.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 657.9174200
• Heavy Atom Count: 40
• Complexity: 789

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Octithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(S2)C3=CC=C(S3)C4=CC=C(S4)C5=CC=C(S5)C6=CC=C(S6)C7=CC=C(S7)C8=CC=CS8
• Uses: alpha-Octithiophene is a component of organic photovoltaic cells and organic thin-film transistors.

Technology Process of alpha-Octithiophene

There total 6 articles about alpha-Octithiophene 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: 81.0%

2,2'-Bithiophene (492-97-7) → quaterthiophene (5632-29-1) + 2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene (113728-71-5) + sexithiophene (88493-55-4)

Guidance literature:

2,2'-Bithiophene; With mercury(II) trifluoroacetate; In benzene; at 0 ℃; for 0.25h;

With triethylamine; palladium dichloride; In benzene; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1021/jo025838e

Reference yield: 80.0%

quaterthiophene (5632-29-1) → 2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene (113728-71-5)

Guidance literature:

quaterthiophene; With mercury(II) trifluoroacetate; In benzene; at 0 ℃; for 0.25h;

With triethylamine; palladium dichloride; In benzene; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1021/jo025838e

Reference yield: 70.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → quaterthiophene (5632-29-1) + 2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene (113728-71-5) + sexithiophene (88493-55-4)

Guidance literature:

thiophene; With mercury(II) trifluoroacetate; In benzene; at 0 ℃; for 0.25h;

With triethylamine; palladium dichloride; In benzene; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1021/jo025838e

upstream raw materials:

5-bromo-2,2':5',2'':5'',2'''-quaterthiophene

thiophene

2,2'-Bithiophene

quaterthiophene

Refernces

• 1、 Nakayama, Juzo,Konishi, Toru,Murabayashi, Shigeru,Hoshino, Masamatsu. "PREPARATION OF α-QUATER-, α-SEXI, AND α-OCTITHIOPHENES". . p. 1793 - 1796. Retrieved 2007/10/02.