2,5-BIS(TRIMETHYLSILYL)FURAN

Base Information

• Chemical Name: 2,5-BIS(TRIMETHYLSILYL)FURAN
• CAS No.: 1578-29-6
• Molecular Formula: C10H20OSi2
• Molecular Weight: 212.439
• Mol file: 1578-29-6.mol

Synonyms:Silane, 2,5-furandiylbis[trimethyl-(7CI,8CI,9CI);2,5-Bis(trimethylsilyl)furan;

Chemical Property of 2,5-BIS(TRIMETHYLSILYL)FURAN

Chemical Property:

• Boiling Point: 182.9 °C at 760 mmHg
• Flash Point: 64.4 °C
• PSA: 13.14000
• Density: 0.87 g/cm³
• LogP: 2.37000

Purity/Quality:

99% ^*data from raw suppliers

2,5-BIS(TRIMETHYLSILYL)FURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-BIS(TRIMETHYLSILYL)FURAN

There total 10 articles about 2,5-BIS(TRIMETHYLSILYL)FURAN 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: 89.0%

2,5-dibromofuran (32460-00-7) + chloro-trimethyl-silane (75-77-4) → 2-furyltrimethylsilane (1578-33-2) + 2,5-bis(trimethylsilyl)-furane (1578-29-6)

Guidance literature:

With tetrabutylammomium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Yields of byproduct given; electrochemical conditions (Mg anode, 2.2 F_.mol^-1);

DOI:10.1016/S0022-328X(98)00853-5

Reference yield: 71.0%

2,5-dibromofuran (32460-00-7) + chloro-trimethyl-silane (75-77-4) → 2-furyltrimethylsilane (1578-33-2) + 2,5-bis(trimethylsilyl)-furane (1578-29-6) + 2-(trimethylsilyl)-5-bromofuran (119987-27-8)

Guidance literature:

With tetrabutylammomium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Yields of byproduct given; electrochemical conditions (Al anode, 2.2 F_.mol^-1);

DOI:10.1016/S0022-328X(98)00853-5

Reference yield: 71.0%

2,5-dibromofuran (32460-00-7) + chloro-trimethyl-silane (75-77-4) → 2,5-bis(trimethylsilyl)-furane (1578-29-6)

Guidance literature:

2,5-dibromofuran; With n-butyllithium; In tetrahydrofuran; at -50 - 0 ℃; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at -50 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.7b01835

upstream raw materials:

furan

chloro-trimethyl-silane

2-furyltrimethylsilane

2,5-dibromofuran

Downstream raw materials:

Toluene-4-sulfonatebiphenyl-4-yl-(5-trimethylsilanyl-furan-2-yl)-iodonium;

Toluene-4-sulfonate(4-iodo-phenyl)-(5-trimethylsilanyl-furan-2-yl)-iodonium;

Toluene-4-sulfonate(4-bromo-phenyl)-(5-trimethylsilanyl-furan-2-yl)-iodonium;

Toluene-4-sulfonate(4-chloro-phenyl)-(5-trimethylsilanyl-furan-2-yl)-iodonium;

Refernces

• 1、 Bouillon, Jean-Philippe,Capperucci, Antonella,Portella, Charles,Degl'Innocenti, Alessandro. "Synthesis of new silylated sulfur-containing heterocycles through thionation of bis(acylsilanes)". . p. 87 - 90. Retrieved 2004.
• 2、 -. "SILYLATION OF AROMATIC HETEROCYCLES BY DISILANES USING POTASSIUM ALKOXIDE CATALYSTS". Paragraph 0133. . Retrieved 2016/07/05.