400-53-3

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C5H9F3O2Si/c1-11(2,3)10-4(9)5(6,7)8/h1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 2966-50-9 silver trifluoroacetate 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 76-05-1 trifluoroacetic acid 
• 18293-71-5 trimethylsilyl chloroacetate 
• 25436-06-0 trimethylsilyl 2,2-dichloroacetate 
• 3553-93-3 1-(trimethylsilyl)piperidin-2-one 
• 64349-20-8 Dimethylchloromethyltrifluoroacetoxysilane 
• 18306-29-1 bis(trimethylsilyl)sulphate 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 101047-18-1 C₁₈H₂₈F₃NO₄Si₂ 
• 10557-71-8 4-chlorophenyltrimethylsilane 
• 10090-05-8 trimethylsilyl methanesulfonate 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 122977-62-2 trifluoro-1,1,1 cyclohexyl-3 trimehylsilyloxy-2 propene-2 
• 122977-64-4 trifluoro-1,1,1 cyclohexyl-4 trimethylsilyloxy-2 butene-2 
• 133381-97-2 Trimethyl-(3-phenylethynyl-cyclohex-1-enyloxy)-silane 
• 122977-61-1 trifluoromethyl-1 trimethylsilyloxy-2 styrene 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 13257-81-3 4-trimethylsiloxy-3-penten-2-one 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 3555-47-3 1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane 
• 107-46-0 Hexamethyldisiloxane 
• 1825-65-6 butoxytrimethylsilane 
• 367-64-6 n-butyl trifluoroacetate 
• 627511-79-9 Acetic acid (2S,4S,6R,8R,10S)-2-[2-(4-methoxy-benzyloxy)-ethyl]-10-methyl-10-triethylsilanyloxy-8-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester 

Relevant academic research and scientific papers

Metastable ion study of organosilicon compounds. Part IX. CH3COOSi(CH3)3 and CF3COOSi(CH3)3

The unimolecular metastable dissociation of trimethylsilyl acetate, CH3COOSi(CH3)3 (1), and its fluorine analogue, trimethylsilyl trifluoroacetate, CF3COOSi(CH3)3 (2), upon electron impact have been investigated by means of a B/E linked scan, high resolution data, and D-labeling. The results are compared with those of the carbon analogue, tert-butyl acetate, CH3COOC(CH3)3 (3). No molecular ion of any of these compounds can be observed, but loss of CH3 occurs exclusively from the trimethylsilyl or tert-butyl groups. The fragmentation of 1+. is slightly different from that of 3+., and quite different from that of 2+.. In the case of 3+., (CH3)2C=O is eliminated from [3-CH3]+, giving rise to the peak at m/z 43, but the loss of (CH3)2Si=O does not occur from [1-CH3]+. In the case of 2+., an interesting fluorine atom (F) migration is observed.

Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)

Organosilanes are synthetically useful reagents and precursors in organic chemistry. However, the typical inertness of unactivated Si-C(sp3) bonds under conventional reaction conditions has hampered the application of simple tetraalkylsilanes in organic synthesis. Herein we report the chemoselective cleavage of Si-C(sp3) bonds of unactivated tetraalkylsilanes using iodine tris(trifluoroacetate). The reaction proceeds smoothly under mild conditions (-50 °C to room temperature) and tolerates various polar functional groups, thus enabling subsequent Tamao-Fleming oxidation to provide the corresponding alcohols. NMR experiments and density functional theory calculations on the reaction indicate that the transfer of alkyl groups from Si to the I(III) center and the formation of the Si-O bond proceed concertedly to afford an alkyl-λ3-iodane and silyl trifluoroacetate. The developed method enables the use of unactivated tetraalkylsilanes as highly stable synthetic precursors.

TREATING AGENT COMPOSITION FOR BEVEL PART AND METHOD FOR MANUFACTURING WAFER

This beveled part treatment agent composition is used to treat a beveled part of a wafer and contains a silylating agent, wherein the bevel part treatment agent composition has characteristics in which a surface modification index Y and a surface modification index Z measured by prescribed procedures satisfies 0.5 ≤ Y / Z ≤ 1.0.

Method for Producing Acyloxysilanes, Acyloxysilanes Obtained Thereby, and Use of Same

An object of the invention is to provide a method for efficiently producing an acyloxysilane which is useful as a functional chemical, an acyloxysilane obtained thereby, and the use thereof. The present invention provides: a method for producing an acyloxysilane, including a reaction step of reacting an alkoxysilane with a carboxylic anhydride in the presence of a catalyst, wherein the alkoxysilane is a specified alkoxysilane represented by General Formula (I), the carboxylic anhydride is a specified carboxylic acid represented by General Formula (IIA) or (IIB), the catalyst is an acid catalyst, and an acyloxysilane obtained in the reaction step is a specified acyloxysilane represented by General Formula (IIIA) or (IIIB); and the use of the acyloxysilane as a surface treatment agent or the like.

Reaction of 10,10-dimethyl-9-trimethylsiloxy-9,10-dihydrophenanthrene-9- carbonitrile with acids

The behavior of 10,10-dimethyl-9-trimethylsiloxy-9,10-dihydrophenanthrene- 9-carbonitrile in trifluoromethanesulfonic acid and acid systems CF 3SO3H-CD2Cl2, HSO 3F-SO2ClF-CD2Cl2, and CF 3COOH-CD2Cl2 were studied by NMR spectroscopy. Principal reaction schemes were determined; the first step in these schemes is protonation of the initial compound at the oxygen or nitrogen atom.

Chloride-free method to synthesise new ionic liquids with mixed borate anions

A new chloride-free method to synthesize ionic liquids (ILs) with mixed borate anions was demonstrated. The anions used for the study were derived from [BF4]- by replacement of F- by mono- or bidentate ligands. The proposed method was depended on the type of ligand, while moisture exclusion and dried starting materials and solvent were used to minimize water content. The starting materials were heated to reflux in acetonitrile (MeCN) as solvent for monodentate ligands. The [BF 4]- compounds were diluted in MeCN to prevent the formation of bridged anions and the trime-thylsilyl compounds were added at a temperature of 45 °C. The proposed method opened new opportunities for preparing new ILs for different applications including their use as electrolytes in electrochemical double layer capacitors and lithium ion batteries.

Tetrafluorine-containing ketones and acetoacetates: Synthesis and mechanistic study

Addition of trimethylsilyl trifluoroacetate to the carbanions of α-fluorobenzyl-phosphonate (3) or diisopropyl(fluorocarbethoxymethyl) phosphonate (9) formed the corresponding intermediates [CF3C(O)CFPh] -Li+ (10) and [CF3C(O)CFCO2Et] -Li+ (11), respectively. Subsequent protonation, alkylation or allylation of 10 and 11 afforded trifluoromethyl fluorobenzyl ketones 12 and ethyl 2,4,4,4-tetra-fluoroacetoacetates 13. Based on the results obtained, a plausible mechanism was proposed.

B(C6F5)3-catalyzed allylation of propargyl acetates with allylsilanes.

[reaction: see text] An efficient method for the B(C(6)F(5))(3)-catalyzed allylation of secondary propargylic alcohol derivatives with allylsilanes has been developed. This method allows for the facile synthesis of a variety of 1,5-enynes in good to high yields with a number of functionalities, such as nitro, chloro, ester, and boronic ester, being tolerated under the reaction conditions.

Application of fluorocarbethoxy-substituted phosphonate: A facile entry to substituted 2-fluoro-3-oxoesters

Diethyl(fluorocarbethoxymethyl)phosphonate 1a or diisopropyl(fluorocarbethoxymethyl)phosphonate 1b, prepared from triethyl phosphite or triisopropyl phosphite with ethyl bromofluoroacetate, react with n-butyllithium in THF to give the corresponding phosphonate carbanions [(RO)2P(O)CFCO2Et]-Li+ 2a (R = Et) and 2b (R = i-Pr). Addition of trimethylsilyltrifluoroacetate CF3C(O)OSiMe3 to a THF solution of phosphonate carbanions formed the enolate of ethyl trifluoroacetylfluoroacetate [CF3C(O)CFCO2Et]-Li+ 3. Subsequent protonation, alkylation or allylation of the enolate afforded substituted 2,4,4,4-tetrafluoro-3-oxoesters CF3C(O)CFR1CO2Et 10.

Reactions of Trialkylsilyl Trifluoromethanesulfonates, X. - N-(Trifluoroacetyl)-α,β-didehydro-α-amino Carboxylic Acid Esters from 2--3-(trimethylsiloxy)carboxylic Acid Esters by Elimination of Trimethylsilanol

α-Amino-β-(trimethylsiloxy)carboxylates 4 are obtained by trimethylsiloxy alkylation of the ketene acetal 1 with aldehydes 2 in the presence of trimethylsilyl triflate (3). β-Elimination of trimethylsilanol from the esters 4 by means of trifluoroacetic acid anhydride (8) or methanesulfonic acid anhydride (15) yields (Z)-didehydro amino acid esters 7.The course of the elimination reaction is studied.