109463-45-8

Basic information

• Product Name: trimethylsilyl phenylamidosulfate
• CAS NO: 109463-45-8
• Molecular Weight: 245.374
• Mol File: 109463-45-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: trimethylsilyl phenylamidosulfate(CAS DataBase Reference)
• NIST Chemistry Reference: trimethylsilyl phenylamidosulfate(109463-45-8)
• EPA Substance Registry System: trimethylsilyl phenylamidosulfate(109463-45-8)

Safety Data

• Hazardous Substances Data: 109463-45-8(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 3768-55-6 N-trimethylsilylaniline 

Downstream Products

• 3345-86-6 N-phenylsulfamic acid 

Relevant articles and documents

Insertion of Sulfur Trioxide into the N-Si bond of Anilinotrimethylsilane. An Improved Method for the Preparation of Free Phenylamidosulfuric Acid

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.