2,3-Bis(trimethylsiloxy)-1,3-butadiene

Base Information

• Chemical Name: 2,3-Bis(trimethylsiloxy)-1,3-butadiene
• CAS No.: 31411-71-9
• Molecular Formula: C10H22 O2 Si2
• Molecular Weight: 230.454
• Hs Code.: 2931900090
• European Community (EC) Number: 622-593-0
• DSSTox Substance ID: DTXSID50404155
• Nikkaji Number: J364.686F
• Wikidata: Q82208177
• Mol file: 31411-71-9.mol

Synonyms:2,3-Bis(trimethylsiloxy)-1,3-butadiene;31411-71-9;2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE;trimethyl(3-trimethylsilyloxybuta-1,3-dien-2-yloxy)silane;SCHEMBL347747;DTXSID50404155;BEIXTGGJVNHLEO-UHFFFAOYSA-N;AKOS015912912;FT-0638969;2,3-Bis(trimethylsiloxy)-1,3-butadiene, 95%;J-018412;2,2,7,7-tetramethyl-4,5-dimethylene-3,6-dioxa-2,7-disilaoctane

Chemical Property of 2,3-Bis(trimethylsiloxy)-1,3-butadiene

Chemical Property:

• Vapor Pressure: 0.211mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 75-76 °C10 mm Hg(lit.)
• Flash Point: 76 °F
• PSA: 18.46000
• Density: 0.878 g/mL at 25 °C(lit.)
• LogP: 3.71680
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 230.11583301
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

98%Min ^*data from raw suppliers

2,3-BIS(TRIMETHYLSILOXY)-1,3-BUTADIENE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OC(=C)C(=C)O[Si](C)(C)C

Technology Process of 2,3-Bis(trimethylsiloxy)-1,3-butadiene

There total 5 articles about 2,3-Bis(trimethylsiloxy)-1,3-butadiene 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: 86.0%

chloro-trimethyl-silane (75-77-4) + dimethylglyoxal (431-03-8) → 2,3-bis(trimethylsilyloxy)-1,3-butadiene (31411-71-9)

Guidance literature:

With triethylamine; lithium bromide; In tetrahydrofuran;

DOI:10.1021/jo9919254

Reference yield: 75.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + dimethylglyoxal (431-03-8) → 2,3-bis(trimethylsilyloxy)-1,3-butadiene (31411-71-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 11h;

DOI:10.1021/acs.orglett.7b02610

Reference yield:

1,2-bis(trimethylsiloxy)cyclobutene (17082-61-0) → 2,3-bis(trimethylsilyloxy)-1,3-butadiene (31411-71-9)

Guidance literature:

at 180 ℃;

DOI:10.1021/ja00747a060

upstream raw materials:

1,2-bis(trimethylsiloxy)cyclobutene

chloro-trimethyl-silane

dimethylglyoxal

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

2-hydroxy-9,10-anthraquinone

hystazarin

dimethyl 4,5-bis(trimethylsilyloxy)-cis-Δ⁴-tetrahydrophthalate

dimethyl 4,5-bis(trimethylsilyloxy)cyclohex-4-ene-1,2-dicarboxylate

Refernces

• 1、 Winter,R.E.K.,Honig,M.L.. "-". . p. 4616 - 4617. Retrieved 1971.
• 2、 Pozzo, Jean-Luc,Clavier, Gilles M.,Colomes, Michel,Bouas-Laurent, Henri. "Different synthetic routes towards efficient organogelators: 2,3-substituted anthracenes". . p. 6377 - 6390. Retrieved 2007/10/03.