1,4-Bis(triethoxysilyl)benzene

Base Information

• Chemical Name: 1,4-Bis(triethoxysilyl)benzene
• CAS No.: 2615-18-1
• Molecular Formula: C18H34 O6 Si2
• Molecular Weight: 402.635
• Hs Code.: 29319090
• European Community (EC) Number: 860-806-0
• DSSTox Substance ID: DTXSID10467564
• Nikkaji Number: J1.253.117F
• Wikidata: Q82294562
• Mol file: 2615-18-1.mol

Synonyms:1,4-Bis(triethoxysilyl)benzene;2615-18-1;Triethoxy-(4-triethoxysilylphenyl)silane;Benzene, 1,4-bis(triethoxysilyl)-;1 4-BIS(TRIETHOXYSILYL)BENZENE;1,4-Bis(triethoxysilyl)benzene, 96%;SCHEMBL50701;14-Bis(Triethoxysilyl)Benzene;C18H34O6Si2;DTXSID10467564;YYJNCOSWWOMZHX-UHFFFAOYSA-N;CAA61518;MFCD05664351;AKOS015889133;1,4-PHENYLENEBIS(TRIETHOXYSILANE);AM808117;AS-61329;1 4-BIS(TRIETHOXYSILYL)BENZENE 96;1,4-BIS(TRIETHOXYSILYL)BENZENE 96;CS-0186302;F20482;TRIETHOXY[4-(TRIETHOXYSILYL)PHENYL]SILANE;A848366;J-016284

Chemical Property of 1,4-Bis(triethoxysilyl)benzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >0°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 130-133 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 55.38000
• Density: 1.015 g/mL at 25oC(lit.)
• LogP: 2.19740
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 402.18939187
• Heavy Atom Count: 26
• Complexity: 296

Purity/Quality:

98% ^*data from raw suppliers

1,4-Bis(triethoxysilyl)benzene 96% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](C1=CC=C(C=C1)[Si](OCC)(OCC)OCC)(OCC)OCC
• Uses: 1,4-Bis(triethoxysilyl)benzene (BTEB) is a silicon-based nucleophile shown to be reactive in Pd-catalyzed cross-coupling reactions. It is extensively used as a precursor in the synthesis of a variety of periodic mesoporous organosilicas (PMOs). suzuki reaction

Technology Process of 1,4-Bis(triethoxysilyl)benzene

There total 4 articles about 1,4-Bis(triethoxysilyl)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: 60.0%

tetraethoxy orthosilicate (78-10-4) + para-diiodobenzene (624-38-4,1032416-46-8) + phenyl-1,4-bis(magnesium chloride) (51833-37-5) → 1,4-bis(triethoxysilyl)benzene (2615-18-1)

Guidance literature:

para-diiodobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -30 ℃; for 5.5h;

tetraethoxy orthosilicate; phenyl-1,4-bis(magnesium chloride); In tetrahydrofuran; at -30 - 20 ℃; for 49h;

DOI:10.1055/s-0031-1290757

Reference yield: 55.0%

tetraethoxy orthosilicate (78-10-4) + 1.4-dibromobenzene (106-37-6) → 1,4-bis(triethoxysilyl)benzene (2615-18-1)

Guidance literature:

With magnesium; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/ja00043a014

Reference yield: 43.0%

→ 1,4-bis(triethoxysilyl)benzene (2615-18-1)

Guidance literature:

upstream raw materials:

tetraethoxy orthosilicate

1.4-dibromobenzene

para-diiodobenzene

phenyl-1,4-bis(magnesium chloride)

Downstream raw materials:

1,4-bis(tris(4-bromophenyl)silyl)benzene

4-trimethylsilyl-phenyltriethoxysilane

1,4-bis[ethoxydi(prop-2-enyl)silyl]benzene

Refernces

• 1、 Burleigh, Mark C.,Markowitz, Michael A.,Jayasundera, Shalini,Spector, Mark S.,Thomas, Chris W.,Gaber, Bruce P.. "Mechanical and Hydrothermal Stabilities of Aged Periodic Mesoporous Organosilicas". . p. 12628 - 12634. Retrieved 2003.
• 2、 Lee, Adam Shih-Yuan,Chang, Yu-Ting,Chu, Shu-Fang,Tsao, Kuo-Wei. "A facile and efficient synthesis of aryltriethoxysilanes via sonochemical Barbier-type reaction". . p. 7085 - 7087. Retrieved 2007/10/03.