74401-81-3

Basic information

• Product Name: N-(4-nitrophenyl)carbamate ion
• Synonyms: N-(4-nitrophenyl)carbamate ion
• CAS NO: 74401-81-3
• Molecular Weight: 181.128
• Mol File: 74401-81-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(4-nitrophenyl)carbamate ion(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-nitrophenyl)carbamate ion(74401-81-3)
• EPA Substance Registry System: N-(4-nitrophenyl)carbamate ion(74401-81-3)

Safety Data

• Hazardous Substances Data: 74401-81-3(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 100-01-6 4-nitro-aniline 
• 405-59-4 (4-nitro-phenyl)-carbamic acid-(2,2,2-trifluoro-ethyl ester) 
• 50882-33-2 (4-nitro-phenyl)-carbamic acid-(2-methoxy-ethyl ester) 
• 1943-87-9 methyl N-(4-nitrophenyl)carbamate 

Downstream Products

• 100-01-6 4-nitro-aniline 

Relevant articles and documents

Unlocking the potential of phenacyl protecting groups: CO2-based formation and photocatalytic release of caged amines

Orthogonal protection and deprotection of amines remain important tools in synthetic design as well as in chemical biology and material research applications. A robust, highly efficient, and sustainable method for the formation of phenacyl-based carbamate esters was developed using CO2 for the in situ preparation of the intermediate carbamates. Our mild and broadly applicable protocol allows for the formation of phenacyl urethanes of anilines, primary amines, including amino acids, and secondary amines in high to excellent yields. Moreover, we demonstrate the utility by a mild and convenient photocatalytic deprotection protocol using visible light. A key feature of the [Ru(bpy)3](PF6)2-catalyzed method is the use of ascorbic acid as reductive quencher in a neutral, buffered, two-phase acetonitrile/water mixture, granting fast and highly selective deprotection for all presented examples.