5-Hexyl-2,2'-bithiophene

Base Information

• Chemical Name: 5-Hexyl-2,2'-bithiophene
• CAS No.: 173448-31-2
• Molecular Formula: C14H18 S2
• Molecular Weight: 250.429
• Hs Code.: 2934999090
• European Community (EC) Number: 626-354-1
• DSSTox Substance ID: DTXSID50571997
• Nikkaji Number: J1.999.376K
• Wikidata: Q82460214
• Mol file: 173448-31-2.mol

Synonyms:5-Hexyl-2,2'-bithiophene;173448-31-2;2-hexyl-5-thiophen-2-ylthiophene;2,2'-Bithiophene, 5-hexyl-;5-HEXYL-2 2/'-BITHIOPHENE 97;5-HEXYL-2 2-BITHIOPHENE97;5-hexyl-2,2-Bithiophene;C14H18S2;5'-hexylbithiophene;5-hexyl-2,2'-bithienyl;5-Hexyl-2,2 inverted exclamation marka-bithiophene;SCHEMBL1333578;5-Hexyl-2,2(2)-bithiophene;DTXSID50571997;NUONHINJVGHSCL-UHFFFAOYSA-N;AMY27002;YGA44831;5-Hexyl-2,2'-bithiophene, 97%;ZB0801;AKOS015911757;CS-W004490;BS-52898

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

Chemical Property:

• Refractive Index: n20/D 1.5890(lit.)
• Boiling Point: 355 °C(lit.)
• Flash Point: >230 °F
• PSA: 56.48000
• Density: 1.060 g/mL at 25 °C(lit.)
• LogP: 5.59940
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 250.08499292
• Heavy Atom Count: 16
• Complexity: 193

Purity/Quality:

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

5-Hexyl-2,2′-bithiophene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=CC=C(S1)C2=CC=CS2

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

There total 14 articles about 5-Hexyl-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: 90.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-hexylthiophene (917985-54-7) + 2-bromothiophene (1003-09-4) → 5-n-hexyl-2,2'-bithiophene (173448-31-2)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 24h; Reflux; Inert atmosphere;

Reference yield: 80.0%

2-Iodothiophene (3437-95-4,149762-92-5) + sodium (2-hexylthiophene-5-boronate) → 5-n-hexyl-2,2'-bithiophene (173448-31-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In tetrahydrofuran; water; Inert atmosphere; Reflux;

DOI:10.1021/ol900838a

Reference yield: 79.0%

2-bromothiophene (1003-09-4) + 2-bromo-5-hexylthiophene (211737-28-9) → 5-n-hexyl-2,2'-bithiophene (173448-31-2)

Guidance literature:

2-bromothiophene; With magnesium; In diethyl ether; for 4h; Inert atmosphere; Reflux;

2-bromo-5-hexylthiophene; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; for 48h; Inert atmosphere; Reflux;

DOI:10.1002/asia.201100639

upstream raw materials:

1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one

1-bromo-hexane

2,2'-Bithiophene

2-bromothiophene

Downstream raw materials:

tributyl(5‘-hexyl-[2,2’-bithiophen]-5-yl)stannane

C₂₂H₂₂O₃S₂

2-hexyl-5-(5-(thiophen-2-yl)thiophen-2-yl)thiophene

Refernces

• 1、 Nazim,Ameen, Sadia,Shaheer Akhtar,Shin, Hyung Shik. "Asymmetric, efficient π-conjugated organic semiconducting chromophore for bulk-heterojunction organic photovoltaics". . p. 141 - 148. Retrieved 2018.
• 2、 Sotgiu,Zambianchi,Barbarella,Botta. "Synthesis and optical properties of soluble sexithiophenes with one central head-to-head junction". . p. 2245 - 2251. Retrieved 2002.
• 3、 -. "Spiro[fluorene-9,9'-xanthene]-based small organic molecule hole transport material as well as preparation method and application thereof". Paragraph 0040-0042; 0046-0048. . Retrieved 2021/01/29.
• 4、 -. "Cross-shaped small organic molecule hole transport material and preparation method". Paragraph 0020-0022; 0023-0024. . Retrieved 2019/07/04.