trans-1,2-Bis(trimethylsilyl)ethylene

Base Information

• Chemical Name: trans-1,2-Bis(trimethylsilyl)ethylene
• CAS No.: 18178-59-1
• Molecular Formula: C8H20 Si2
• Molecular Weight: 172.418
• Hs Code.: 2931900090
• Nikkaji Number: J1.289.916E,J47.029E
• Mol file: 18178-59-1.mol

Synonyms:1473-61-6;trans-1,2-Bis(trimethylsilyl)ethylene;trimethyl-[(E)-2-trimethylsilylethenyl]silane;18178-59-1;Silane, 1,2-ethenediylbis(trimethyl-, (E)-;1,2-Bis(trimethylsilyl)ethene;Silane, 1,2-ethenediylbis[trimethyl-;Silane, 1,2-ethenediylbis[trimethyl-, (E)-;Silane, 1,1'-(1,2-ethenediyl)bis[1,1,1-trimethyl-;1,2-bis(trimethylsilyl)ethylene;(E)-1,2-bis(trimethylsilyl)ethene;Silane, 1,2-ethenediylbis*trimethyl-;AMGXUPKDZBCKPF-BQYQJAHWSA-N;trans-1,2-bis-trimethylsilyl-ethene;AKOS006283036;Trimethyl(2-(trimethylsilyl)ethenyl)silane;Silane, 1,2-ethenediylbis[trimethyl]-,(E)-;trimethyl[(1E)-2-(trimethylsilyl)ethenyl]silane;2,5-Disilahex-3-ene, 2,2,5,5-tetramethyl-, (E)-

Chemical Property of trans-1,2-Bis(trimethylsilyl)ethylene

Chemical Property:

• Vapor Pressure: 6.11mmHg at 25°C
• Melting Point: -18.5°C
• Refractive Index: 1.4310
• Boiling Point: 145.5°Cat760mmHg
• Flash Point: 20.1°C
• PSA: 0.00000
• Density: 0.764g/cm³
• LogP: 3.29740
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 172.11035371
• Heavy Atom Count: 10
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C=C[Si](C)(C)C
• Isomeric SMILES: C[Si](C)(C)/C=C/[Si](C)(C)C

Technology Process of trans-1,2-Bis(trimethylsilyl)ethylene

There total 36 articles about trans-1,2-Bis(trimethylsilyl)ethylene 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: 95.0%

Bis(trimethylsilyl)ethyne (14630-40-1) → (Z)-1,2-bis(trimethylsilyl)ethylene (1473-61-6,18178-59-1,34471-32-4,65450-95-5,87728-00-5,18178-60-4)

Guidance literature:

Bis(trimethylsilyl)ethyne; With titanium(IV) isopropylate; n-butyllithium; In tetrahydrofuran; hexane; at -78 - 50 ℃;

With hydrogen cation; In tetrahydrofuran; hexane; at 50 ℃; Further stages.;

DOI:10.1039/b310565b

Reference yield: 83.0%

dimethylphenylsilanol (5272-18-4) + ethenyltrimethylsilane (754-05-2) → (E)-1,2-bis(trimethylsilyl)ethene (18178-59-1) + pentamethyl(phenyl)disiloxane (14920-92-4)

Guidance literature:

carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II); In toluene; at 120 ℃; for 24h;

DOI:10.1016/j.tetlet.2007.12.091

Reference yield: 78.0%

1,1,1,5,5,5-hexamethyl-3-trimethylsiloxy-3-hydroxytrisiloxane (17477-97-3) + ethenyltrimethylsilane (754-05-2) → (E)-1,2-bis(trimethylsilyl)ethene (18178-59-1) + 1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane (3555-47-3)

Guidance literature:

carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II); In toluene; at 120 ℃; for 24h;

DOI:10.1016/j.tetlet.2007.12.091

upstream raw materials:

diazomethyl-trimethyl-silane

chloro-trimethyl-silane

(2-bromovinyl)trimethylsilane

cis-2,3-bis(trimethylsilyl)cyclopropan-1-one

Downstream raw materials:

(E)-1-phenyl-3-(trimethylsilyl)prop-2-en-1-one

(E)-1,4-dimethoxy-2-butene

5-methoxy-pent-3t-en-2-one

(1E,4E)-1-(trimethylsilyl)-5-phenylpenta-1,4-dien-3-one

Refernces

Highly Twisted Ethylene Dianion Dilithium Stabilized by Phenyl and Sillyl Groups

10.1246/bcsj.68.3215

The research focuses on the synthesis, characterization, and structural analysis of highly twisted ethylene dianion dilithiums stabilized by phenyl and silyl groups. The purpose of the study was to investigate the structure and bonding of organolithium compounds, specifically 1,2-dilithioethane derivatives, which are of significant interest due to their theoretical and experimental properties. The researchers synthesized and characterized phenyl- and silyl-substituted ethylene dianion dilithiums, namely [1-phenyl-1,2,2-tris(trimethylsilyl)ethylene][bis[(dimethoxyethane)lithium(I)]] (2) and [1,1-diphenyl-2,2-bis(trimethylsilyl)ethylene][tris(tetrahydrofuran)dilithium(I)] (4), using X-ray crystallography and NMR spectroscopy. The conclusions drawn from the study were that these dianions are stabilized by both phenyl and silyl groups, and there is a substantial delocalization of the negative charge into the phenyl ring.

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