4353-77-9 Usage
Description
Trimethylsilyl chlorosulfonate is an organosulfur compound with the chemical formula (CH3)3Si-SO2Cl. It is a colorless liquid with a pungent odor and is highly reactive due to its chlorosulfonic acid group. This reactivity makes it a versatile chemical intermediate for various organic and polymer synthesis processes.
Uses
Used in Organic Synthesis:
Trimethylsilyl chlorosulfonate is used as a sulfonating agent for small organic molecules, enabling the introduction of the sulfonate group into various organic compounds.
Used in Polymer Synthesis:
Trimethylsilyl chlorosulfonate is used in the synthesis of sulfonated polysulfone, a polymer with enhanced properties such as hydrophilicity and thermal stability.
Used in Membrane Technology:
Trimethylsilyl chlorosulfonate is used in the preparation of nano-structured organic-inorganic membranes, specifically for proton exchange membrane fuel cells (PEMFC). These membranes are based on methacrylate and epoxy polymeric structures, providing improved performance and durability.
Used in Composite Membranes:
Trimethylsilyl chlorosulfonate is used in the preparation of sulfonated polysulfone (sPS)/titanium dioxide (TiO2) composite membranes for use in PEMFCs. The combination of sPS and TiO2 enhances the membrane's conductivity, mechanical properties, and chemical stability.
Used in Chemical Synthesis:
Trimethylsilyl chlorosulfonate is used in the preparation of iodosobenzene sulfate, which is an essential compound for the synthesis of cyclic sulfates. This application highlights its versatility in various chemical reactions and processes.
Check Digit Verification of cas no
The CAS Registry Mumber 4353-77-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,5 and 3 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4353-77:
(6*4)+(5*3)+(4*5)+(3*3)+(2*7)+(1*7)=89
89 % 10 = 9
So 4353-77-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3
4353-77-9Relevant articles and documents
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Schmidt,Schmidbaur
, (1962)
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Insertion of Sulfur Trioxide into the N-Si bond of Anilinotrimethylsilane. An Improved Method for the Preparation of Free Phenylamidosulfuric Acid
Kanetani, Fujio,Okada, Eiji,Negoro, Kenji
, p. 2517 - 2520 (2007/10/02)
The reaction between anilinotrimethylsilane (1) and a variety of sulfonating agents has been studied.With SO3, 5, or a dioxane-sulfur trioxide complex a sulfur trioxide molecule was inserted selectively into the N-Si bond of 1 to yield trimethylsilyl phenylamidosulfate (2), which on treatment with acetic acid, trifluoroacetic acid, or methanol gave free phenylamidosulfuric acid (3).The reaction of 1 with ClSO3H afforded 3 directly, but the product was contaminated with slight amounts of anilinium hydrogensulfate and anilinium chloride.The reaction of 1 with 10 yielded a mixture containing dianilinium (4-sulfonatophenylamido)sulfate, 4-aminobenzenesulfonic acid, and ethyl phenylamidosulfate as major products (after desilylation).The reaction of 1 with 5 has been found to provide an improved method for preparing 3.
REACTION OF BIS(TRIMETHYLSILYL) SULFATE WITH HYDROGEN HALIDES AND WITH PHOSPHORUS AND SULFUR HALIDES AND OXYHALIDES
Voronkov, M. G.,Roman, V. K.,Maletina, E. A.,Korotaeva, I. M.
, p. 621 - 623 (2007/10/02)
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