73153-55-6

Basic information

• Product Name: 2-Benzamidophenyl-methansulfonat
• Synonyms: 2-Benzamidophenyl-methansulfonat
• CAS NO: 73153-55-6
• Molecular Weight: 291.328
• Mol File: 73153-55-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Benzamidophenyl-methansulfonat(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzamidophenyl-methansulfonat(73153-55-6)
• EPA Substance Registry System: 2-Benzamidophenyl-methansulfonat(73153-55-6)

Safety Data

• Hazardous Substances Data: 73153-55-6(Hazardous Substances Data)

Upstream product

• 100-65-2 N-Phenylhydroxylamine 
• 98-88-4 benzoyl chloride 
• 73153-40-9 C₁₄H₁₃NO₃S 
• 676-85-7 methylsulphinyl chloride 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 124-63-0 methanesulfonyl chloride 
• 3743-70-2 N-(2-hydroxyphenyl)benzamide 
• 83142-14-7 C₁₄H₁₃NO₄S 

Downstream Products

• 75-75-2 methanesulfonic acid 
• 3743-70-2 N-(2-hydroxyphenyl)benzamide 

Relevant articles and documents

Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N- phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.

Radical Pair Mechanism in the Aromatic Rearrangement of O-Alkylsulfinyl-N-phenylhydroxylamines

O-Alkylsulfinyl-N-benzoyl-N-phenylhydroxylamines (3) rearrange at -70 degC to give sulfonamides 4, o-sulfones 5, p-sulfones 6, and o-sulfonates 7.These reactions proceed intramolecularly via the radical pair 13 by -, - and -shifts in both radicals as proved both by experiments with 18O-indicated N-benzoyl-N-phenylhydroxylamine (1) and by strong 13C-CIDNP effects.The third oxygen in the o-sulfonate 7 is donated by a second molecule of the educt 1.