1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene

Base Information

• Chemical Name: 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene
• CAS No.: 164467-29-2
• Molecular Formula: C₁₃H₁₄Br₂Si
• Molecular Weight: 358.148
• Mol file: 164467-29-2.mol

Synonyms:1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene

Chemical Property of 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene

There total 5 articles about 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene 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: 99.0%

carbon tetrabromide (558-13-4) + 4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene (164467-29-2)

Guidance literature:

carbon tetrabromide; With triphenylphosphine; zinc; In dichloromethane; at 20 ℃; for 24h;

4-[(trimethylsilyl)ethynyl]bezaldehyde; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/chem.200701335

Reference yield: 87.0%

4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene (164467-29-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)86037-2

Reference yield:

trimethylsilylacetylene (1066-54-2) → 1-(2,2-dibromoethenyl)-4-trimethylsilylethynyl benzene (164467-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / diethylamine / (Ph₃P)2PdCl₂, CuI / Ambient temperature

2: 87 percent / Ph₃P, CBr₄ / CH₂Cl₂ / 0 °C

With carbon tetrabromide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In dichloromethane;

DOI:10.1016/S0040-4039(00)86037-2

upstream raw materials:

4-[(trimethylsilyl)ethynyl]bezaldehyde

p-(iodophenyl)carboxaldehyde

trimethylsilylacetylene

carbon tetrabromide

Downstream raw materials:

4-(trimethylsilylethynyl)phenylacetylene

trimethyl((4-((5-methylthiophen-2-yl)ethynyl)phenyl)ethynyl)silane

1-(5-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)thiophen-2-yl)ethanone

((4-((5-methoxythiophen-2-yl)ethynyl)phenyl)ethynyl)trimethylsilane

Refernces

• 1、 Green, Katy,Gauthier, Nicolas,Sahnoune, Hiba,Argouarch, Gilles,Toupet, Loic,Costuas, Karine,Bondon, Arnaud,Fabre, Bruno,Halet, Jean-Francois,Paul, Frederic. "Synthesis and characterization of redox-active mononuclear Fe(κ2-dppe)(η5-C5Me 5)-Terminated π-conjugated wires". . p. 4366 - 4381. Retrieved 2013/09/02.
• 2、 Lewis, M. D.,Duffy, J. P.,Heck, J. V.,Menes, R.. "SYNTHESIS OF L-660,631 METHYL ESTER AND RELATED COMPOUNDS". . p. 2279 - 2282. Retrieved 2007/10/02.