3-Octylthiophene

Base Information

• Chemical Name: 3-Octylthiophene
• CAS No.: 65016-62-8
• Molecular Formula: C12H20S
• Molecular Weight: 196.357
• Hs Code.: 29349990
• Mol file: 65016-62-8.mol

Synonyms:3-n-Octylthiophene;

Chemical Property of 3-Octylthiophene

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.0164mmHg at 25°C
• Melting Point: -19.15°C (estimate)
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 263.8 °C at 760 mmHg
• Flash Point: 82.3 °C
• PSA: 64.35000
• Density: 0.931 g/cm³
• LogP: 1.89000
• Storage Temp.: 0-6°C
• Solubility.: Soluble in organic solvents.

Purity/Quality:

99% ^*data from raw suppliers

3-Octylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Octylthiophene is used as a starting material in the synthesis of the following 2,5-dibromo-3-octylthiophene, poly(3-butylthiophene)-b-poly(3-octylthiophene), a diblock copoly(3-alkylthiophene), regioregular poly(3-octylthiophene).

Technology Process of 3-Octylthiophene

There total 11 articles about 3-Octylthiophene 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: 98.2%

3-Bromothiophene (872-31-1) + octylmagnesium bromide (17049-49-9) → 3-octylthiophene (65016-62-8,104934-51-2)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; at 0 - 5 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c8ob03077d

Reference yield: 73.0%

3-Bromothiophene (872-31-1) + 1-bromo-octane (111-83-1) → 3-octylthiophene (65016-62-8,104934-51-2)

Guidance literature:

1-bromo-octane; With magnesium; In diethyl ether;

3-Bromothiophene; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; for 24h; Further stages.; Heating;

DOI:10.1021/jo991359c

Reference yield: 72.0%

3-Bromothiophene (872-31-1) + 1-octyl p-toluenesulfonate (3386-35-4) → 3-octylthiophene (65016-62-8,104934-51-2)

Guidance literature:

3-Bromothiophene; With TurboGrignard; In tetrahydrofuran; at 20 ℃; for 24h;

With (trimethylsilyl)methylmagnesium chloride; zinc(II) iodide; In tetrahydrofuran; at 0 ℃;

1-octyl p-toluenesulfonate; With iron(III) chloride; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 - 40 ℃;

DOI:10.1021/ol901610a

upstream raw materials:

3-Bromothiophene

octylmagnesium bromide

1-bromo-octane

3,4-dibromothiophene

Downstream raw materials:

3-octylthiophene-2,5-dicarboxylic acid

2,4-dioctylthiophene

2,5-dibromo-3-octadecylthiophene

2,5-bis(hydroxymethyl)-3-octylthiophene

Refernces

• 1、 Chang, Qing,Cheng, Xiaohong,Ding, Wei,Ma, Tao,Zhang, Lin. "Thiophene-benzothiadiazole based donor–acceptor–donor (D-A-D) bolaamphiphiles, self-assembly and photophysical properties". . . Retrieved 2021/11/03.
• 2、 Madera, Justin,Slattery, Megan,Arman, Hadi D.,Tonzetich, Zachary J.. "Suzuki-Miyaura coupling catalyzed by a Ni(II) PNP pincer complex: Scope and mechanistic insights". . . Retrieved 2020/02/04.