Trimethylsilyl chlorosulphate

Base Information

• Chemical Name: Trimethylsilyl chlorosulphate
• CAS No.: 4353-77-9
• Molecular Formula: C3H9ClO3SSi
• Molecular Weight: 188.707
• Hs Code.: 2931900090
• European Community (EC) Number: 224-425-8
• UNII: PM26WJY8RV
• DSSTox Substance ID: DTXSID30195872
• Nikkaji Number: J205.731J
• Wikidata: Q83068928
• Mol file: 4353-77-9.mol

Synonyms:4353-77-9;Trimethylsilyl chlorosulfonate;Trimethylsilyl chlorosulphate;Trimethylsilylchlorosulfonate;[chlorosulfonyloxy(dimethyl)silyl]methane;Chlorosulfuric acid, trimethylsilyl ester;trimethylsilyl sulfochloridate;EINECS 224-425-8;trimethylsilyl sulfurochloridate;C3H9ClO3SSi;PM26WJY8RV;trimethylsilyl chlorosulfate;trimethylsilylsulfochloridate;trimethylsilylchlorosulphonate;C3-H9-Cl-O3-S-Si;SCHEMBL544749;trimethylsilyloxysulfonyl chloride;DTXSID30195872;Trimethyl(chlorosulfonyloxy)silane;Trimethylsilyl chlorosulfonate, 99%;MFCD00040471;AKOS006223653;FT-0694053

Chemical Property of Trimethylsilyl chlorosulphate

Chemical Property:

• Vapor Pressure: 2.09mmHg at 25°C
• Melting Point: -26 °C (lit.)
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 169 °C at 760 mmHg
• Flash Point: 51 °C
• PSA: 51.75000
• Density: 1.236 g/cm³
• LogP: 2.40230
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.9730195
• Heavy Atom Count: 9
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

Trimethylsilyl chlorosulfonate 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OS(=O)(=O)Cl
• Uses: Trimethylsilyl chlorosulfonate may be used:in the sulfonation of small organic molecules in the synthesis of sulfonated polysulfone as sulfonating agent in the preparation of nano-structured organic-inorganic membranes for proton exchange membrane fuel cells (PEMFC) based on methacrylate and epoxy polymeric structures in the preparation of sulfonated polysulfone (sPS)/titanium dioxide (TiO2) composite membranes for use in PEMFCs in the preparation of iodosobenzene sulfate, required for the synthesis of cyclic sulfates

Technology Process of Trimethylsilyl chlorosulphate

There total 5 articles about Trimethylsilyl chlorosulphate 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: 97.0%

bis(trimethylsilyl)sulphate (18306-29-1) → chloro-trimethyl-silane (75-77-4) + chlorosulfonate de trimethylsilyle (4353-77-9)

Guidance literature:

With thionyl chloride; at 120 ℃;

DOI:10.1007/BF00949797

Reference yield: 87.0%

chloro-trimethyl-silane (75-77-4) → chlorosulfonate de trimethylsilyle (4353-77-9)

Guidance literature:

With sulfur trioxide; at 50 ℃; for 0.166667h;

DOI:10.1246/bcsj.59.2517

Reference yield: 6.2%

Bis(trimethylsilyl)peroxodisulfat (29938-10-1) → chlorosulfonate de trimethylsilyle (4353-77-9) + bis(trimethylsilyl)sulphate (18306-29-1)

Guidance literature:

In dichloromethane; at -20 - 20 ℃;

upstream raw materials:

chloro-trimethyl-silane

bis(trimethylsilyl)sulphate

Bis(trimethylsilyl)peroxodisulfat

sulfur trioxide

Downstream raw materials:

C₁₈H₃₈O₆S₂Si₄

1-Phenyl-2-(trimethylsiloxysulfonyl)-1-ethanon

1-Phenyl-2-(trimethylsiloxysulfonyl)-1-propanon

2-Methyl-1-phenyl-2-(trimethylsiloxysulfonyl)-1-propanon

Refernces

• 1、 Manchand, Percy S.,Luk, Kin-Chun,Belica, Peter S.,Choudhry, Satish C.,Wei, Chung Chen,Soukup, Milan. "A Novel Synthesis of the Monobactam Antibiotic Carumonam". . p. 5507 - 5512. Retrieved 2007/10/02.
• 2、 Blaschette, Armand,Safari, Hassan. "UBER PEROXOVERBINDUNGEN 17 DARSTELLUNG UND EIGENSCHAFTEN VON ALKYL- UND TRIMETHYLSILYLDERIVATEN VON PEROXOSCHWEFELSAEUREN". . p. 57 - 66. Retrieved 2007/10/02.