2-Bromo-3-butylthiophene

Base Information

• Chemical Name: 2-Bromo-3-butylthiophene
• CAS No.: 145543-82-4
• Molecular Formula: C8H11 Br S
• Molecular Weight: 219.14
• Hs Code.: 2934999090
• European Community (EC) Number: 964-876-4
• DSSTox Substance ID: DTXSID10571913
• Nikkaji Number: J524.417J
• Wikidata: Q72452210
• Mol file: 145543-82-4.mol

Synonyms:2-BROMO-3-BUTYLTHIOPHENE;145543-82-4;Thiophene, 2-bromo-3-butyl-;2-BROMO-3-BUTYL THIOPHENE;2-bromo-3-butyl-thiophene;MFCD16619253;SCHEMBL4170722;DTXSID10571913;AKOS015898629;SB66865;DS-18456;SY037112;B4511;CS-0106562;F14972;EN300-7418629;A852569;J-508203

Chemical Property of 2-Bromo-3-butylthiophene

Chemical Property:

• Vapor Pressure: 0.074mmHg at 25°C
• Refractive Index: 1.5390-1.5430
• Boiling Point: 236ºC
• Flash Point: 97 ºC
• PSA: 28.24000
• Density: 1.361
• LogP: 3.63500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 217.97648
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-3-butylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=C(SC=C1)Br

Technology Process of 2-Bromo-3-butylthiophene

There total 2 articles about 2-Bromo-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: 96.9%

3-butylthiophene (34722-01-5,98837-51-5) → 2-bromo-3-(n-butyl)thiophene (145543-82-4) + 2,5-dibromo-3-butylthiophene

Guidance literature:

With N-Bromosuccinimide; In acetic acid; for 0.15h; Yields of byproduct given;

DOI:10.1080/00397919908086142

Reference yield: 89.0%

3-butylthiophene (34722-01-5,98837-51-5) → 2-bromo-3-(n-butyl)thiophene (145543-82-4)

Guidance literature:

With N-Bromosuccinimide; acetic acid; In chloroform; at 0 - 20 ℃; for 48h; Darkness; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b01631

Reference yield: 72.0%

3,4-Dimethoxyphenylboronic acid (122775-35-3) + 2-bromo-3-(n-butyl)thiophene (145543-82-4) → 3-butyl-2-(3,4-dimethoxyphenyl)thiophene (1067911-49-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jm8005788

upstream raw materials:

3-butylthiophene

Downstream raw materials:

C₄₄H₄₂O₂S₂

3-butyl-2-(3,4-dimethoxyphenyl)thiophene

3,3'-dibutyl-2,2'-bithiophene

Refernces

• 1、 Cannon, Robert J.,Curto, Nicole L.,Esposito, Cynthia M.,Payne, Richard K.,Janczuk, Adam J.,Agyemang, David O.,Cai, Tingwei,Tang, Xiao-Qing,Chen, Michael Z.. "The Discovery of Citral-Like Thiophenes in Fried Chicken". . p. 5690 - 5699. Retrieved 2017/07/24.
• 2、 Chen, Tian-An,Wu, Xiaoming,Rieke, Reuben D.. "Regiocontrolled synthesis of poly(3-alkylthiophenes) mediated by Rieke zinc: Their characterization and solid-state properties". . p. 233 - 244. Retrieved 2007/10/02.