24082-11-9

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C8H20O2Si2/c1-11(2,3)7-8(9)10-12(4,5)6/h7H2,1-6H3

Upstream product

• 1066-40-6 Trimethylsilanol 
• 4071-85-6 trimetylsilylketene 
• 2754-27-0 trimethylsilyl acetate 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 75-77-4 chloro-trimethyl-silane 
• 18291-80-0 trimethylsilyl bromoacetate 
• 64-19-7 acetic acid 
• 2345-38-2 trimethylsilylacetic acid 
• 24697-31-2 Triethylstannylessigsaeure-trimethylsilylester 

Downstream Products

• 2345-38-2 trimethylsilylacetic acid 
• 65946-59-0 (trimethylsilyl)ketene bis(trimethylsilyl) acetal 
• 140-10-3 (E)-3-phenylacrylic acid 
• 140-10-3 cis-cinnamic acid 

Relevant academic research and scientific papers

REINVESTIGATION OF THE REACTION OF LITHIUM TRIMETHYLSILYL ACETATE ENOLATE WITH CHLOROTRIMETHYLSILANE

Reaction of lithium trimethylsilyl acetate enolate with chlorotrimethylsilane affords bis(trimethylsilyl) ketene acetal 1 or trimethylsilyl α-trimethylsilylated acetate 2 depending on the reaction conditions.

Electrochemical synthesis of 1,2-disilylethanes from α-silylacetic acids

The synthesis of 1,2-disilylethanes [R1R2R 3Si(CH2)2SiR1R2R 3] is usually conducted by using noble metal reagents or catalysts. This work describes a new electrochemical synthetic method for their preparation in good yields by oxidation of α-silylacetic acids at Pt anodes (Kolbe electrolysis). Most of the reported synthesized 1,2-disilylethanes in this work are unknown.

Two-carbon homologation of aldehydes via silyl ketene acetals: A new stereoselective approach to (E)-alkenoic acids

Aldehydes are converted into (E)-α,β-unsaturated carboxylic acids using C,O,O-tris(trimethylsilyl)ketene acetal 1. This organosilicon reagent is easily generated from trimethylsilyl acetate, LDA, and chlorotrimethylsilane. The effectiveness of the reaction has been explored for a large variety of aldehydes with Lewis acids and fluorides as catalysts.

Ultrasound-induced Synthesis of Trimethylsilylacetic Acid Trimethylsilylester

The reaction of bromoacetic acid trimethylsilylester with zinc in presence of chlorotrimethylsilane is promoted by sono-waves.The trimethylsilylacetic acid trimethylsilylester could be obtained in high yield.Different products are observed in presence of dichlorodimethylsilane.Mechanistical aspects are discussed.

α-SILYL TRIMETHYLSILYLESTERS FROM ALIPHATIC CARBOXYLIC ACID DIANIONS

The synthesis of α-silyl trimethylsilyl esters from aliphatic carboxylic acid dianions is reported.The results indicate kinetic and thermodynamic control of silylation of acid dianions.

A SIMPLE PREPARATION OF TRIMETHYLSILYL ACETIC ACID

A facile access to trimethylsilyl acetic acid is described.The method involves the preparation of the corresponding trimethylsilyl ester in fairly qood yield (70 percent).

Reactions of Trialkylsilyl Trifluoromethanesulfonates, II. - Synthesis of O-Alkyl-O-(trialkylsilyl)ketene Acetals and 2-(Trialkylsilyl)carboxylates

Alkyl carboxylates 2 are silylated by trialkylsilyl triflates 1 in the presence of triethylamine (3) to yield ketene acetals 4.In reactions of the esters 6 mixtures of ketene acetals 7 and at the α-carbon silylated esters 8 are obtained.Ethanoic acid esters and lactones are doubly silylated to give the products 11, 12, and 15, respectively.Under suitable conditions silylation of the esters 10 gives rise to the 2-trimethylsilylethanoic acid esters 13.The thermodynamically more stable products are obtained.Product distributions depend on the structure of the esters and the silylating agents 1.