16704-37-3

Basic information

• Product Name: 4-acetamidophenyl sulfurofluoridate
• Synonyms: 4-acetamidophenyl sulfurofluoridate
• CAS NO: 16704-37-3
• Molecular Weight: 233.22
• Mol File: 16704-37-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4-acetamidophenyl sulfurofluoridate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-acetamidophenyl sulfurofluoridate(16704-37-3)
• EPA Substance Registry System: 4-acetamidophenyl sulfurofluoridate(16704-37-3)

Safety Data

• Hazardous Substances Data: 16704-37-3(Hazardous Substances Data)

Upstream product

• 103-90-2 4-acetaminophenol 
• 34523-34-7 4-hydroxyacetophenone oxime 
• 98-95-3 nitrobenzene 
• 100-65-2 N-Phenylhydroxylamine 
• 1795-83-1 N-Phenylacetohydroxamic acid 
• 16704-36-2 2-Phenyl-2-difluoramino-3-fluorimino-butan 

Downstream Products

• 556-08-1 p-(acetylamino)benzoic acid 
• 35704-19-9 N-(4-cyanophenyl)acetamide 

Relevant articles and documents

Synthesis of 18F-Labeled Aryl Fluorosulfates via Nucleophilic Radiofluorination

Sulfuryl fluoride gas is a key reagent for SO2F transfer. However, conventional SO2F transfer reactions have limited 18F-radiochemistry translation, due to the inaccessibility of gaseous [18F]SO2F2. Herein, we report the first SO2F2-free synthesis of aryl [18F]fluorosulfates from both phenolic and isolated aryl imidazylate precursors with cyclotron-produced 18F-. The radiochemical yields ranged from moderate to good with excellent functional group tolerance. The reliability of our approach was validated by the automated radiosynthesis of 4-acetamidophenyl [18F]fluorosulfate.

Regioselective installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds for the construction of: Para-amino-arylfluorosulfates

The construction of para-amino-arylfluorosulfates was achieved through installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds by the reaction of N-arylhydroxylamine with sulfuryl fluoride (SO2Fs

A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F?SO2+” Donor of Unprecedented Reactivity, Selectivity, and Scope

Sulfuryl fluoride, SO2F2, has been found to derivatize phenols in all kinds of environments, even those in highly functional molecules. We now report that a solid fluorosulfuryl imidazolium triflate salt delivers the same “F?SO2+” fragment to Nu?H acceptor groups in the substrates. However, this triflate salt is a far more reactive fluorosulfurylating agent than SO2F2 and displays selectivity preferences of its own. Moreover, the new azolium triflate reagent reacts once with primary amines and anilines before the reaction stops. On the other hand, with triethylamine and two equivalents of the “F?SO2+” donor present, it proceeds on to the bis(fluorosulfuryl)imides in good yield—two important conversions that we have never seen with sulfuryl fluoride as the electrophile.