2345-38-2 Usage
Description
(TRIMETHYLSILYL)ACETIC ACID, also known as (TMS)Acetic Acid, is an organic compound with the chemical formula (CH3)3SiCH2COOH. It is a colorless liquid with a melting point of 40 °C and is widely used as a reagent in various chemical synthesis processes due to its unique properties.
Uses
Used in Chemical Synthesis:
(TRIMETHYLSILYL)ACETIC ACID is used as a reagent for the preparation of α,β-unsaturated carboxylic acids and α-trimethylsilylbutyrolactones. Its ability to participate in various chemical reactions makes it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (TRIMETHYLSILYL)ACETIC ACID is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique reactivity and stability contribute to the development of novel therapeutic agents.
Used in Research and Development:
(TRIMETHYLSYL)ACETIC ACID is also utilized in research and development laboratories for the synthesis of new compounds and the study of reaction mechanisms. Its versatility as a reagent allows scientists to explore a wide range of chemical transformations and applications.
Preparation
Obtained from the reaction of trimethylsilylmethylmagnesium
chloride with carbon dioxide;3 can also be prepared by reaction of acetic acid with 2 equiv of lithium
diisopropylamide, followed by chlorotrimethylsilane and
hydrolysis.
Check Digit Verification of cas no
The CAS Registry Mumber 2345-38-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,4 and 5 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2345-38:
(6*2)+(5*3)+(4*4)+(3*5)+(2*3)+(1*8)=72
72 % 10 = 2
So 2345-38-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H12O2Si/c1-8(2,3)4-5(6)7/h4H2,1-3H3,(H,6,7)
2345-38-2Relevant articles and documents
Trimethylsilylketene: Reactivity and Stabilization
Allen, Annette D.,Tidwell, Thomas T.
, p. 847 - 850 (1991)
Me3SiCH=C=O is stable thermally, and is less reactive than t-BuCH=C=O toward H2O in neutral hydration, but in acid and base induced hydrations the reactivity is accelerated relative to alkylketenes.The contrasting reactivities are due to the relative degree of silicon stabilization of the ground state and the different transition states.
A convenient method for the synthesis of α-silylacetic acids
Shtelman, Alex V.,Becker, James Y.
, p. 3101 - 3103 (2008/09/20)
A method is described for the preparation of α-silylacetic acids of the type R3SiCH2CO2H by treating trimethylsilyl acetate with LDA followed by quenching with chlorosilanes.
Ultrasound-induced Synthesis of Trimethylsilylacetic Acid Trimethylsilylester
Nietzschmann, Eckhart,Boege, Olaf,Tzschach, Alfred
, p. 281 - 284 (2007/10/02)
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.
