18293-71-5

Basic information

• Product Name: O-TRIMETHYLSILYL CHLOROACETATE
• Synonyms: O-TRIMETHYLSILYL CHLOROACETATE;TRIMETHYLSILYL CHLOROACETATE;Acetic acid, 2-chloro-,triMethylsilyl ester
• CAS NO: 18293-71-5
• Molecular Formula: C₅H₁₁ClO₂Si
• Molecular Weight: 166.68
• Product Categories: C2 to C5;Carbonyl Compounds;Esters
• Mol File: 18293-71-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 57-58 °C/14 mmHg
• Flash Point: 52 °C
• Appearance: /
• Density: 1.053 g/mL at 20 °C(lit.)
• Vapor Pressure: 2.56mmHg at 25°C
• Refractive Index: n20/D 1.424
• CAS DataBase Reference: O-TRIMETHYLSILYL CHLOROACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: O-TRIMETHYLSILYL CHLOROACETATE(18293-71-5)
• EPA Substance Registry System: O-TRIMETHYLSILYL CHLOROACETATE(18293-71-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-27-36/37/39
• RIDADR: 2924
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 18293-71-5(Hazardous Substances Data)

Usage

Purification Methods

Purify it by repeated fractionation and taking the fractions with clean NMR spectra. [Anderson J Am Chem Soc 74 2371 1952, Beilstein 4 IV 4004.]

InChI:InChI=1/C5H11ClO2Si/c1-9(2,3)8-5(7)4-6/h4H2,1-3H3

Upstream product

• 16029-98-4 trimethylsilyl iodide 
• 79-11-8 chloroacetic acid 
• 1825-62-3 ethyl trimethylsilyl ether 
• 541-88-8 Chloroacetic anhydride 
• 75-77-4 chloro-trimethyl-silane 
• 55806-37-6 silver chloroacetate 
• 18306-29-1 bis(trimethylsilyl)sulphate 
• 79-04-9 chloroacetyl chloride 
• 18297-63-7 N,N'-bis(trimethylsilyl)urea 
• 107-46-0 Hexamethyldisiloxane 

Downstream Products

• 69091-76-5 Ethan-1,2-bis-(phenylphosphino-ethansaeure) 
• 25838-69-1 cis-tetracarbonylhydrido(triphenylphosphine)rhenium 
• 124342-62-7 tetracarbonyl(carboxymethyl)(triphenylphosphine)rhenium 
• 5458-29-7 Chloressigsaeure-undecylester 
• 75-77-4 chloro-trimethyl-silane 
• 1344680-38-1 PhSiFClOC(O)CH₂Cl 
• 2857-97-8 trimethylsilyl bromide 
• 1026121-10-7 diphenylmethylsilylchloroacetic acid 
• 22884-10-2 imidazol-1-ylacetic acid 
• 400-53-3 trimethylsilyl trifluoroacetate 
• 1357518-79-6 PhSiF(OC(O)CH₂Cl)2 

Relevant articles and documents

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

One-pot synthesis of transition metal-substituted carboxylic acids

Transition metal-substituted carboxylic acids, MRCOOH (R = CH2, CH2CH2), are prepared by the reactions of metal anions with trimethylsilyl halocarboxylates, XRCOOSiMe3, followed by treatment with silica gel.The carboxylic acid moiety is readily transforme

Le sulfate de bis (trimethylsilyle) reactif de sulfonation en chimie organique

Trimethylsilyl chlorosulphonate 1 and di-(trimethylsilyl) sulphate 2 are obtained by reacting trimethylchlorosilane with chlorosulphonic acid and sulphuric acid respectively. 1 and 2 are thermally stable and soluble in most of the organic solvents.The silyl sulphonates are hydrolyzed at room temperature. 2 is less reactive than 1 and is adequate reagent when the molecule contains ether or ester groups as 1 reacts also as chlorination reagent.Thus, 2 when refluxed in the presence of an excess of methoxy benzene gives quantitatively trimethylsilyl 4-methoxybenzenesulphonate 3 which is hydrolyzed quantitatively into 4-methoxybenzenesulphonic acid. 2 reacts with acid chlorides and acid anhydrides in refluxing cyclohexane or carbon tetrachloride which leads to α-sulphonic carboxylic acids 4 by sulphonation in position α to the acyl function.When starting from chloroacetylchloride, a gem-disulphonic derivative 5 is formed.A common intermediate, acyl and trimethylsilyl sulphate 6, is put forward and easy preparation and isolation of sulphonic acids by this method is pointed out.