1,4-Bis(trimethylsilyl)benzene

Base Information

• Chemical Name: 1,4-Bis(trimethylsilyl)benzene
• CAS No.: 13183-70-5
• Molecular Formula: C12H22Si2
• Molecular Weight: 222.478
• Hs Code.: 2931900090
• European Community (EC) Number: 860-420-2
• DSSTox Substance ID: DTXSID80157223
• Nikkaji Number: J93.112H
• Wikidata: Q63398160
• Mol file: 13183-70-5.mol

Synonyms:1,4-Bis(trimethylsilyl)benzene;13183-70-5;p-Phenylenebis(trimethylsilane);trimethyl-(4-trimethylsilylphenyl)silane;Silane, 1,4-phenylenebis[trimethyl-;C12H22Si2;SILANE, p-PHENYLENEBIS(TRIMETHYL-;Silane, p-phenylenebis[trimethyl-;p-Bis(trimethylsilyl)benzene;MFCD00015592;Trimethyl[4-(trimethylsilyl)phenyl]silane;Benzene, p-bis(trimethylsilyl)-;DTXSID80157223;C12-H22-Si2;AMY42197;Benzene, 1,4-bis(trimethylsilyl)-;[(Trim1,4-Bis(Trimethylsilyl)Benzene;AKOS015888414;1,4-Bis(trimethylsilyl)benzene, 96%;DS-15653;SY107586;LS-145235;B2463;CS-0080509;FT-0732962;I11246;A888362;J-006065;Q63398160

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

Chemical Property:

• Appearance/Colour: white crystalline powder and chunks
• Vapor Pressure: 0.365mmHg at 25°C
• Melting Point: 92-96 °C
• Refractive Index: 1.535
• Boiling Point: 219.288 °C at 760 mmHg
• Flash Point: 68.55 °C
• PSA: 0.00000
• Density: 0.857 g/cm³
• LogP: 2.77700
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 222.12600377
• Heavy Atom Count: 14
• Complexity: 156

Purity/Quality:

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

1,4-Bis(trimethylsilyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=C(C=C1)[Si](C)(C)C
• Uses: 1,4-Bis(trimethylsilyl)benzene (TMSB) can be used:As a precursor for developing silicon carbide coating using plasma-assisted chemical vapor deposition (CVD) process.As a secondary standard in quantitative NMR (qNMR) spectroscopy.As an internal standard for quantitation of small organic molecules in DMSO-d6 solution by 1H NMR spectroscopy.

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

There total 21 articles about 1,4-Bis(trimethylsilyl)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: 90.0%

chloro-trimethyl-silane (75-77-4) + 1,4-dilithiobenzene (7270-42-0) → 1,4-bis-(trimethylsilyl)benzene (13183-70-5)

Guidance literature:

DOI:10.1002/(SICI)1099-0682(199806)1998:6<761::AID-EJIC761>3.0.CO;2-1

Reference yield: 81.0%

1,1,1,2,2,2-hexamethyldisilane (1450-14-2) + 1.4-dibromobenzene (106-37-6) → 1,4-bis-(trimethylsilyl)benzene (13183-70-5)

Guidance literature:

With sodium hydroxide; (o-hydroxyphenyl)diphenylphosphine; PdCl(?-C3H5)2; In tetrahydrofuran; at 100 ℃; for 24h;

DOI:10.1039/b006165o

Reference yield: 80.0%

1.4-dibromobenzene (106-37-6) → 1,4-bis-(trimethylsilyl)benzene (13183-70-5)

Guidance literature:

With chloro-trimethyl-silane; magnesium; In tetrahydrofuran; Heating;

upstream raw materials:

chloro-trimethyl-silane

1.4-dibromobenzene

4-chlorophenyltrimethylsilane

1-bromo-4-(trimethylsilyl)benzene

Downstream raw materials:

tridecafluorohexylphenyliodonium trifluoromethanesulfonate

4,4'-bis(trimethylsilyl)benzophenone

3-methyl-4'-trimethylsilyl benzophenone

[4-(dichloroboryl)phenyl]trimethylsilane

Refernces

• 1、 Merker,Scott. "". . . Retrieved 1964.
• 2、 Benchohra, Amina,Boillot, Marie-Laure,Borkiewicz, Olaf J.,Catala, Laure,Chamoreau, Lise-Marie,Dambournet, Damien,Flambard, Alexandrine,Glatz, Jana,Jiménez, Juan-Ramón,Lescou?zec, Rodrigue,Li, Yanling,Lisnard, Laurent,Plamont, Rémi,Tissot, Antoine,Xuan, Qui Pham. "Building responsive materials by assembling {Fe4Co4} switchable molecular cubes". supporting information. p. 8882 - 8890. Retrieved 2021/07/28.
• 3、 Koch, Alexander,Wirgenings, Marino,Krieck, Sven,G?rls, Helmar,Pohnert, Georg,Westerhausen, Matthias. "Hydrocarbon-Soluble Bis(trimethylsilylmethyl)calcium and Calcium-Iodine Exchange Reactions at sp2-Hybrized Carbon Atoms". . p. 3981 - 3986. Retrieved 2017/10/31.