Trimethylsilyl trifluoroacetate

Base Information

• Chemical Name: Trimethylsilyl trifluoroacetate
• CAS No.: 400-53-3
• Molecular Formula: C5H9F3O2Si
• Molecular Weight: 186.206
• Hs Code.: 29319019
• European Community (EC) Number: 206-923-7
• UNII: K6JU5FBY95
• DSSTox Substance ID: DTXSID6059944
• Nikkaji Number: J213.645G
• Wikidata: Q72514579
• Mol file: 400-53-3.mol

Synonyms:Trimethylsilyl trifluoroacetate;400-53-3;trimethylsilyl 2,2,2-trifluoroacetate;trimethylsilyltrifluoroacetate;Acetic acid, trifluoro-, trimethylsilyl ester;K6JU5FBY95;EINECS 206-923-7;Acetic acid, 2,2,2-trifluoro-, trimethylsilyl ester;2-Hydroxymethylpyridin-3-ol;TMS trifluoroacetate;C5H9F3O2Si;UNII-K6JU5FBY95;CF3C(O)OSi(CH3)3;trimethylsilyl-trifluoroacetate;SCHEMBL423208;C5-H9-F3-O2-Si;DTXSID6059944;AMY31413;MFCD00000413;Trifluoroacetic Acid, TMS derivative;AKOS015852892;FS-4778;Trifluoroacetic acid trimethylsilyl ester;trifluoroacetic acid, trimethylsilyl ester;FT-0660325;T2629;TrifluoressigsA currencyure-trimethylsilylester;D92627;S20360;Trimethylsilyl trifluoroacetate, >=97.0% (T);J-640338;J-800341

Chemical Property of Trimethylsilyl trifluoroacetate

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 59.7mmHg at 25°C
• Refractive Index: n20/D 1.336(lit.)
• Boiling Point: 89 °C at 760 mmHg
• Flash Point: °C
• PSA: 26.30000
• Density: 1.117 g/cm³
• LogP: 1.92680
• Storage Temp.: Flammables area
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 186.03239055
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

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

TrimethysilylTrifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34-37
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Trimethylsilyl trifluoroacetate

There total 23 articles about Trimethylsilyl trifluoroacetate 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: 94.0%

ethyl trimethylsilyl ether (1825-62-3) + trifluoroacetic anhydride (407-25-0) → trimethylsilyl trifluoroacetate (400-53-3)

Guidance literature:

With CBV₇₈₀; at 60 ℃; for 0.0833333h; Microwave irradiation;

Reference yield: 80.0%

bis(trimethylsilyl)sulphate (18306-29-1) + sodium 2,2,2-trifluoroacetate (2923-18-4) → trimethylsilyl trifluoroacetate (400-53-3)

Guidance literature:

at 170 - 200 ℃;

DOI:10.1055/s-1982-29777

Reference yield: 79.9%

chloro-trimethyl-silane (75-77-4) + trifluoroacetic acid (76-05-1) → trimethylsilyl trifluoroacetate (400-53-3)

Guidance literature:

for 2h; Heating;

upstream raw materials:

chloro-trimethyl-silane

silver trifluoroacetate

trimethylsilyl isothiocyanate

trifluoroacetic acid

Downstream raw materials:

trifluoro-1,1,1 cyclohexyl-4 trimethylsilyloxy-2 butene-2

ethyl 4,4,4-trifluoroacetoacetate

1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane

butoxytrimethylsilane

Refernces

• 1、 Matsuoka, Keitaro,Komami, Narumi,Kojima, Masahiro,Mita, Tsuyoshi,Suzuki, Kimichi,Maeda, Satoshi,Yoshino, Tatsuhiko,Matsunaga, Shigeki. "Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)". supporting information. p. 103 - 108. Retrieved 2021/01/13.
• 2、 -. "Method for Producing Acyloxysilanes, Acyloxysilanes Obtained Thereby, and Use of Same". Paragraph 0131. . Retrieved 2018/03/25.