TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE

Base Information

• Chemical Name: TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE
• CAS No.: 33581-77-0
• Molecular Formula: C8H20O3Si2
• Molecular Weight: 220.416
• Hs Code.: 2931900090
• European Community (EC) Number: 251-580-9
• UNII: WY41M9TKT0
• DSSTox Substance ID: DTXSID50187279
• Nikkaji Number: J133.564B
• Wikidata: Q27293025
• Mol file: 33581-77-0.mol

Synonyms:Aceticacid, (trimethylsiloxy)-, trimethylsilyl ester (8CI);Acetic acid,[(trimethylsilyl)oxy]-, trimethylsilyl ester (9CI);Trimethylsilyl[(trimethylsilyl)oxy]acetate;[(Trimethylsilyl)oxy]acetic acid trimethylsilylester;

Chemical Property of TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE

Chemical Property:

• Appearance/Colour: Clear to straw liquid with distinct mild odor
• Vapor Pressure: 1.09mmHg at 25°C
• Refractive Index: n20/D 1.411(lit.)
• Boiling Point: 176.5 °C at 760 mmHg
• Flash Point: 50.5 °C
• PSA: 35.53000
• Density: 0.911 g/cm³
• LogP: 2.21600
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 220.09509756
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

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

Trimethylsilyl trimethylsiloxyacetate 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OCC(=O)O[Si](C)(C)C
• Uses: Trimethylsilyl trimethylsiloxyacetate has been used in the synthesis of zirconium(IV) carboxylato complexes [LOEtZr(OCOCH2OH)(O2CCH2O)]2.

Technology Process of TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE

There total 6 articles about TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE 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: 91.0%

chloro-trimethyl-silane (75-77-4) + glycolic Acid (79-14-1) → trimethylsilyl [(trimethylsilyl)oxy]acetate (33581-77-0)

Guidance literature:

With pyridine; In acetonitrile; for 1h; Product distribution / selectivity;

Reference yield:

glycolic Acid (79-14-1) → glycolide (502-97-6) + trimethylsilyl [(trimethylsilyl)oxy]acetate (33581-77-0) + C10H22O5Si2

Guidance literature:

With trimethylsilylating agent; Product distribution; multistep reaction: 1.) 125 deg C, 6 h, 2.) trimethylsilylation; further temperature, time effect;

Reference yield:

N,O-Bis(trimethylsilyl)trifluoroacetamide (25561-30-2) + glycolic acid ammonium salt (35249-89-9) → trimethylsilyl [(trimethylsilyl)oxy]acetate (33581-77-0)

Guidance literature:

In acetonitrile; at 60 ℃;

DOI:10.1021/ja00243a053

upstream raw materials:

chloro-trimethyl-silane

glycolic Acid

1,1,1,3,3,3-hexamethyl-disilazane

N,O-Bis(trimethylsilyl)trifluoroacetamide

Downstream raw materials:

tris(trimethylsilyloxy)ethylene

(3R,4S)-4-phenyl-3-trimethylsilyloxy-azetidin-2-one

cyclohexanespiro-2'-(1',3'-dioxolan)-4'-one

rac-2-Phenyl-1,3-dioxolan-4-on

Refernces

• 1、 McGall, G. H.,Rabow, L. E.,Stubbe, J.. "Incorporation of 18O into Glycolic Acid Obtained from the Bleomycin-Mediated Degradation of DNA: Evidence for 4'-Radical Trapping by 18O2". . p. 2836 - 2837. Retrieved 1987.
• 2、 Spletstoser, Jared T.,Flaherty, Patrick T.,Himes, Richard H.,Georg, Gunda I.. "Synthesis and anti-tubulin activity of a 3′-(4-Azidophenyl)-3′- dephenylpaclitaxel photoaffinity probe". . p. 6459 - 6465. Retrieved 2007/10/03.