Trimethylsilyl chloroacetate

Base Information

• Chemical Name: Trimethylsilyl chloroacetate
• CAS No.: 18293-71-5
• Molecular Formula: C5H11 Cl O2 Si
• Molecular Weight: 166.68
• Hs Code.: 2931900090
• European Community (EC) Number: 621-551-9
• DSSTox Substance ID: DTXSID00400243
• Nikkaji Number: J364.493F
• Wikidata: Q82203120
• Mol file: 18293-71-5.mol

Synonyms:18293-71-5;Trimethylsilyl 2-chloroacetate;O-TRIMETHYLSILYL CHLOROACETATE;Trimethylsilyl chloroacetate;(chloroacetyloxy)trimethylsilane;SCHEMBL4645477;DTXSID00400243;Chloroacetic acid, TMS derivative;GKNXALOWPZOTRL-UHFFFAOYSA-N;MFCD00042927;Chloroacetic acid trimethylsilyl ester;AKOS005216568;FT-0767570

Chemical Property of Trimethylsilyl chloroacetate

Chemical Property:

• Vapor Pressure: 2.56mmHg at 25°C
• Refractive Index: n20/D 1.424
• Boiling Point: 57-58 °C/14 mmHg
• Flash Point: 52 °C
• PSA: 26.30000
• Density: 1.053 g/mL at 20 °C(lit.)
• LogP: 1.60330
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 166.0216838
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

98%Min ^*data from raw suppliers

TRIMETHYLSILYL CHLOROACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Trimethylsilyl chloroacetate

There total 9 articles about Trimethylsilyl chloroacetate 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: 90.0%

N,N'-bis(trimethylsilyl)urea (18297-63-7,127290-39-5) + chloroacetic acid (79-11-8) → trimethylsilyl chloroacetate (18293-71-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.1h;

DOI:10.1055/s-1981-29605

Reference yield: 87.0%

bis(trimethylsilyl)sulphate (18306-29-1) + chloroacetyl chloride (79-04-9) → chloro-trimethyl-silane (75-77-4) + trimethylsilyl chloroacetate (18293-71-5) + Chlormethanbis(sulfonsaeuretrimethylsilylester) (74692-13-0)

Guidance literature:

In cyclohexane; for 20h; Heating;

Reference yield: 69.0%

ethyl trimethylsilyl ether (1825-62-3) + Chloroacetic anhydride (541-88-8) → trimethylsilyl chloroacetate (18293-71-5)

Guidance literature:

With iron perchlorate hexahydrate; at 90 ℃; for 0.5h;

upstream raw materials:

chloro-trimethyl-silane

chloroacetic acid

Hexamethyldisiloxane

N,N'-bis(trimethylsilyl)urea

Downstream raw materials:

trimethylsilyl trifluoroacetate

Chloressigsaeure-undecylester

chloro-trimethyl-silane

PhSiFClOC(O)CH₂Cl

Refernces

• 1、 -. "Method for Producing Acyloxysilanes, Acyloxysilanes Obtained Thereby, and Use of Same". Paragraph 0131. . Retrieved 2018/03/25.
• 2、 Verboom, W.,Visser, G. W.,Reinhoudt, D. N.. "N,N'-Bis-urea: A Useful Silylating Agent for Alcohols and Carboxylic Acids". . p. 807 - 809. Retrieved 2007/10/02.