3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE

Base Information

• Chemical Name: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE
• CAS No.: 362513-28-8
• Molecular Formula: C12H11 Br S
• Molecular Weight: 267.189
• Mol file: 362513-28-8.mol

Synonyms:3-Bromo-2,4-dimethyl-5-phenylthiophene

Chemical Property of 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 32 °C
• Refractive Index: 1.606
• Boiling Point: 294.654°C at 760 mmHg
• Flash Point: 32 °C
• PSA: 28.24000
• Density: 1.385g/cm³
• LogP: 4.79440
• Storage Temp.: Refrigerator

Purity/Quality:

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

3-Bromo-2,4-dimethyl-5-phenylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE

There total 2 articles about 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE 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: 83.0%

iodobenzene (591-50-4) + 4-bromo-3,5-dimethylthiophene-2-boronic acid (172872-73-0) → 2,4-dimethyl-5-phenyl-3-bromothiophene (362513-28-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; at 70 ℃; for 5h;

DOI:10.1016/j.tet.2003.08.061

Reference yield: 66.0%

2,4-dibromo-3,5-dimethylthiophene (63862-00-0) + iodobenzene (591-50-4) → 2,4-dimethyl-5-phenyl-3-bromothiophene (362513-28-8)

Guidance literature:

2,4-dibromo-3,5-dimethylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With zinc(II) chloride; In diethyl ether; at -78 - 0 ℃;

iodobenzene; With triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 0 - 50 ℃; Further stages.;

DOI:10.1002/chem.200601316

Reference yield: 99.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2,4-dimethyl-5-phenyl-3-bromothiophene (362513-28-8) → 2-(2,4-dimethyl-5-phenylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (943543-03-1)

Guidance literature:

2,4-dimethyl-5-phenyl-3-bromothiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; for 1h; Further stages.;

DOI:10.1002/ejoc.200700074

upstream raw materials:

iodobenzene

4-bromo-3,5-dimethylthiophene-2-boronic acid

2,4-dibromo-3,5-dimethylthiophene

Downstream raw materials:

2-(2,3,3,4,4,5,5-heptefluorocyclopent-1-en-1-yl)-2,4-dimethyl-5-phenylthiophene

1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)-2-(2,4-dimethyl-5-phenyl-3-thienyl)hexafluorocyclopentene

2-(2,4-dimethyl-5-phenylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

C₃₄H₃₀F₆OS₄Si

Refernces

• 1、 De Meijere, Armin,Ligang, Zhao,Belov, Vladimir N.,Bossi, Mariano,Noltemeyer, Matthias,Hell, Stefan W.. "1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore". . p. 2503 - 2516. Retrieved 2008/04/01.