3,3'-Dihexyl-2,2'-bithiophene

Base Information

• Chemical Name: 3,3'-Dihexyl-2,2'-bithiophene
• CAS No.: 125607-30-9
• Molecular Formula: C20H30S2
• Molecular Weight: 334.59
• DSSTox Substance ID: DTXSID10467423
• Nikkaji Number: J683.300D
• Wikidata: Q82294367
• Mol file: 125607-30-9.mol

Synonyms:3,3'-Dihexyl-2,2'-bithiophene;125607-30-9;3-hexyl-2-(3-hexylthiophen-2-yl)thiophene;2,2'-Bithiophene, 3,3'-dihexyl-;3,3/'-Dihexyl-2,2/'-bithiophene;SCHEMBL722288;DTXSID10467423;RQHMOXZEVWCNMG-UHFFFAOYSA-N;MFCD23380206;AKOS027431058;AS-60561;D4180;T70176

Chemical Property of 3,3'-Dihexyl-2,2'-bithiophene

Chemical Property:

• Refractive Index: 1.5400-1.5440
• Boiling Point: 82°C/0.03mmHg(lit.)
• PSA: 56.48000
• Density: 1.009±0.06 g/cm3(Predicted)
• LogP: 7.72220
• Storage Temp.: 0-10°C
• XLogP3: 8.9
• 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:

98% ^*data from raw suppliers

3,3''-Dihexyl-2,2’-bithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=C(SC=C1)C2=C(C=CS2)CCCCCC

Technology Process of 3,3'-Dihexyl-2,2'-bithiophene

There total 20 articles about 3,3'-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: 94.0%

3-hexyl-2-bromothiophene (69249-61-2,125321-66-6) → 3,3'-dihexyl-2,2'-bithiophene (125607-30-9)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; triphenylphosphine; potassium iodide; zinc; In tetrahydrofuran;

DOI:10.1021/ja060749v

Reference yield: 94.0%

3,3'dibromo-2,2'-bithiophene (51751-44-1) + n-hexylmagnesium bromide (3761-92-0) → 3,3'-dihexyl-2,2'-bithiophene (125607-30-9)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; at 40 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1002/ejoc.201100182

Reference yield: 84.0%

3-hexylthiophene-2-boronic acid pinacol ester (850881-09-3) + 3-hexyl-2-bromothiophene (69249-61-2,125321-66-6) → 3,3'-dihexyl-2,2'-bithiophene (125607-30-9)

Guidance literature:

With potassium fluoride; palladium diacetate; XPhos; In tetrahydrofuran; water; for 2h;

DOI:10.1021/ja501711m

upstream raw materials:

3,3'dibromo-2,2'-bithiophene

1-bromo-hexane

3-hexyl-2-bromothiophene

5-bromo-3,3'-dihexyl-2,2'-bithiophene

Refernces

• 1、 Kim, Yong-Jae,Cho, Chul-Hee,Paek, Kwanyeol,Jo, Mijung,Park, Mi-Kyoung,Lee, Na-Eun,Kim, Youn-Joong,Kim, Bumjoon J.,Lee, Eunji. "Precise control of quantum dot location within the P3HT-b-P2VP/QD nanowires formed by crystallization-driven 1D growth of hybrid dimeric seeds". . p. 2767 - 2774. Retrieved 2014.
• 2、 Gao, Xiang,Zhang, Yubao,Fang, Cheng,Cai, Xiang,Hu, Bin,Tu, Guoli. "Efficient deep-red electroluminescent donor-acceptor copolymers based on 6,7-dichloroquinoxaline". . p. 276 - 282. Retrieved 2017.
• 3、 Higuchi, Hiroyuki,Hayashi, Noriyuki,Koyama, Haruki,Ojima, Juro. "Simple Separation of an Isomeric Mixture of Dihexylbithiophenes with Head-to-head and Head-to-tail Orientations". . p. 1115 - 1116. Retrieved 1995.
• 4、 Roy, Sourav Saha,Patra, Sanjib K.. "Synthesis and Characterization of Diferrocenyl Conjugates: Varying π-Conjugated Bridging Ligands and its Consequence on Electrochemical Communication". . p. 2193 - 2201. Retrieved 2019/04/17.