Trimethylsilyl trichloroacetate

Base Information

• Chemical Name: Trimethylsilyl trichloroacetate
• CAS No.: 25436-07-1
• Molecular Formula: C5H9Cl3O2Si
• Molecular Weight: 235.57
• Hs Code.: 2931900090
• European Community (EC) Number: 246-980-5
• DSSTox Substance ID: DTXSID20948314
• Nikkaji Number: J250.463D
• Wikidata: Q82926122
• Mol file: 25436-07-1.mol

Synonyms:Trimethylsilyl trichloroacetate;25436-07-1;trimethylsilyl 2,2,2-trichloroacetate;TRIMETHYLSILYLTRICHLOROACETATE;Acetic acid,2,2,2-trichloro-, trimethylsilyl ester;EINECS 246-980-5;2,2,2-Trichloro-Acetic Acid Trimethylsilyl Ester;Trichloroacetic acid trimethylsilyl ester;SCHEMBL1086612;DTXSID20948314;(trichloroacetyloxy)trimethylsilane;MFCD00013667;FT-0638525;A851821

Chemical Property of Trimethylsilyl trichloroacetate

Chemical Property:

• Vapor Pressure: 0.723mmHg at 25°C
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 184.7 °C at 760 mmHg
• Flash Point: 44.7 °C
• PSA: 26.30000
• Density: 1.276 g/cm³
• LogP: 2.73470
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 233.943739
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Trimethylsilyl trichloroacetate

There total 10 articles about Trimethylsilyl trichloroacetate 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: 96.0%

ethyl trimethylsilyl ether (1825-62-3) + trichloroacetic acid anhydride (4124-31-6) → trimethylsilyl trichloroacetate (25436-07-1)

Guidance literature:

With iron perchlorate hexahydrate; at 25 ℃; for 0.5h;

Reference yield: 93.0%

Hexamethyldisiloxane (107-46-0) + trichloroacetic acid (76-03-9) → trimethylsilyl trichloroacetate (25436-07-1)

Guidance literature:

With sulfuric acid; In toluene; for 1h; Heating;

DOI:10.1246/cl.1980.1475

Reference yield: 90.0%

3-(trimethylsilyl)-2-oxazolidinone (43112-38-5) + trichloroacetic acid (76-03-9) → trimethylsilyl trichloroacetate (25436-07-1)

Guidance literature:

In tetrachloromethane; at 77 ℃; for 0.25h;

DOI:10.1055/s-1981-29606

upstream raw materials:

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

trichloroacetic acid

chloro-trimethyl-silane

sodium trichloroacetate

Downstream raw materials:

1-(Trimethylsilyl)imidazole

3-(trimethylsilyl)-2-oxazolidinone

1-trimethylsilanyl-azepan-2-one

trimethyl(4-cyanonphenoxy)silane

Refernces

• 1、 Chen, Jyun-Siao,Huang, Po-Hsun,Hsieh, Ya-Chi,Liu, Jen-Wei,Hsu, Hsiao-Lin,Zhang, Kai-Min,Wu, Ren-Tsung,Chang, Ting-Shuo,Liu, Yu-Hao,Wu, Hsin-Ru,Luo, Shun-Yuan. "Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents". supporting information. p. 754 - 762. Retrieved 2021/12/02.
• 2、 Schwier, Todd,Rubin, Michael,Gevorgyan, Vladimir. "B(C6F5)3-catalyzed allylation of propargyl acetates with allylsilanes.". . p. 1999 - 2001. Retrieved 2007/10/03.