3-Butylthiophene

Base Information

• Chemical Name: 3-Butylthiophene
• CAS No.: 98837-51-5
• Molecular Formula: C₈H₁₂S
• Molecular Weight: 140.249
• European Community (EC) Number: 627-623-6
• DSSTox Substance ID: DTXSID20340657
• Nikkaji Number: J254.917D
• Wikidata: Q72514618
• Mol file: 98837-51-5.mol

Synonyms:3-Butylthiophene;34722-01-5;3-n-Butylthiophene;Thiophene, 3-butyl-;Thiophene, 3-butyl;MFCD00143179;3-butyl thiophene;3-Butyl-thiophene;3-Butylthiophene, 96%;SCHEMBL78886;BIDD:GT0510;KPOCSQCZXMATFR-UHFFFAOYSA-;DTXSID20340657;AKOS004909493;AC-4930;CS-W016450;AS-19033;B1458;FT-0708013;F10859;EN300-7403910;A822369;J-512154

Chemical Property of 3-Butylthiophene

Chemical Property:

• PSA: 28.24000
• LogP: 3.09070
• Solubility.: chloroform, methylene chloride, toluene and THF: soluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 140.06597156
• Heavy Atom Count: 9
• Complexity: 71

Purity/Quality:

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

Poly(3-butylthiophene-2,5-diyl) regiorandom ^*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: CCCCC1=CSC=C1
• Uses: P3BT can act as a hole transporting layer (HTL) which can potentially be used in the fabrication of organic field effect transistors (OFETs), chemical sensors, rechargeable batteries and polymeric solar cells (PSCs).

Technology Process of 3-Butylthiophene

There total 15 articles about 3-Butylthiophene 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: 90.0%

3-Bromothiophene (872-31-1) + 1-bromo-butane (109-65-9) → 3-butylthiophene (34722-01-5,98837-51-5)

Guidance literature:

1-bromo-butane; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Schlenk technique;

3-Bromothiophene; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; for 15h; Schlenk technique; Heating;

DOI:10.1002/anie.201705204

Reference yield: 83.0%

3-Bromothiophene (872-31-1) + n-butyl magnesium bromide (693-03-8) → 3-butylthiophene (34722-01-5,98837-51-5)

Guidance literature:

With Cl₂Ni(dppp);

DOI:10.1081/SCC-200046517 DOI:10.1016/j.tet.2005.12.043

Reference yield: 82.0%

3-Bromothiophene (872-31-1) + n-butyllithium (109-72-8,29786-93-4) → 3-butylthiophene (34722-01-5,98837-51-5)

Guidance literature:

3-Bromothiophene; With bis(tri-t-butylphosphine)palladium⁽⁰⁾; oxygen; In toluene; at 20 ℃; for 0.0166667h; Schlenk technique;

n-butyllithium; In toluene; at 20 ℃; for 0.0333333h; Schlenk technique;

DOI:10.1002/anie.201700417

upstream raw materials:

Tetrahydrothiophen-3-one

n-butyl magnesium bromide

3-Bromothiophene

1-bromo-butane

Downstream raw materials:

4,4'-dibutyl-2,2'-bithiophene

2-bromo-3-(n-butyl)thiophene

Refernces

• 1、 Roy, Sourav Saha,Chowdhury, Sabyasachi Roy,Mishra, Sabyashachi,Patra, Sanjib K.. "Role of Substituents at 3-position of Thienylethynyl Spacer on Electronic Properties in Diruthenium(II) Organometallic Wire-like Complexes". . p. 3304 - 3313. Retrieved 2020/09/09.
• 2、 Li, Fei,Gore, Danielle N,Wang, Shaoyang,Lutkenhaus, Jodie L. "Unusual Internal Electron Transfer in Conjugated Radical Polymers". supporting information. p. 9856 - 9859. Retrieved 2017/08/08.