Thiophene, 2-bromo-3-hexadecyl-

Base Information

• Chemical Name: Thiophene, 2-bromo-3-hexadecyl-
• CAS No.: 827343-08-8
• Molecular Formula: C₂₀H₃₅BrS
• Molecular Weight: 387.468
• Mol file: 827343-08-8.mol

Synonyms:

Chemical Property of Thiophene, 2-bromo-3-hexadecyl-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thiophene, 2-bromo-3-hexadecyl-

There total 2 articles about Thiophene, 2-bromo-3-hexadecyl- 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-n-hexadecylthiophene (119269-24-8) → 2-bromo-3-n-hexadecylthiophene (827343-08-8)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃;

DOI:10.1039/c0nj00760a

Reference yield:

hexadecylmagnesium bromide (872-26-4) → 2-bromo-3-n-hexadecylthiophene (827343-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether

2: N-Bromosuccinimide / chloroform / 20 °C

With N-Bromosuccinimide; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; chloroform; 1: Kumada coupling reaction;

DOI:10.1039/c0nj00760a

Reference yield:

2-bromo-3-n-hexadecylthiophene (827343-08-8) → C52H78O2S2

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 15 h / Reflux

2: iron(III) chloride / nitromethane; dichloromethane / 0.12 h / 20 °C

3: boron tribromide / dichloromethane / 24 h / -78 - 20 °C

With iron(III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; sodium hydrogencarbonate; In 1,2-dimethoxyethane; nitromethane; dichloromethane; water; 1: |Suzuki Coupling;

DOI:10.1039/c2sm26575c

upstream raw materials:

hexadecylmagnesium bromide

3-n-hexadecylthiophene

Downstream raw materials:

C₆₆H₉₄O₆S₄

C₃₆H₅₂O₃S₂

C₇₂H₁₀₂O₆S₄

Refernces

• 1、 Cheng, Xiaohong,Gao, Hongfei,Tan, Xiaoping,Yang, Xueyan,Prehm, Marko,Ebert, Helgard,Tschierske, Carsten. "Transition between triangular and square tiling patterns in liquid-crystalline honeycombs formed by tetrathiophene-based bolaamphiphiles". . p. 3317 - 3331. Retrieved 2013/07/26.
• 2、 Van Rijn, Patrick,Janeliunas, Dainius,Brizard, Aurelie M.,Stuart, Marc C. A.,Koper, Ger J. M.,Eelkema, Rienk,Van Esch, Jan H.. "Self-assembly behaviour of conjugated terthiophene surfactants in water". . p. 558 - 567. Retrieved 2011/06/20.