194788-16-4

Basic information

• Product Name: (4-fluoro-phenyl)-carbamic acid allyl ester
• Synonyms: (4-fluoro-phenyl)-carbamic acid allyl ester
• CAS NO: 194788-16-4
• Molecular Weight: 195.193
• Mol File: 194788-16-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4-fluoro-phenyl)-carbamic acid allyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4-fluoro-phenyl)-carbamic acid allyl ester(194788-16-4)
• EPA Substance Registry System: (4-fluoro-phenyl)-carbamic acid allyl ester(194788-16-4)

Safety Data

• Hazardous Substances Data: 194788-16-4(Hazardous Substances Data)

Upstream product

• 1195-45-5 para-fluorophenyl isocyanate 
• 107-18-6 allyl alcohol 
• 371-40-4 4-fluoroaniline 
• 2937-50-0 Allyl chloroformate 
• 90172-63-7 1-(p-fluorophenylcarbonyl)imidazole 
• 456-22-4 4-Fluorobenzoic acid 
• 456-07-5 4-fluorobenzohydroxamic acid 

Relevant articles and documents

Carbamate as an accelerating group in intermolecular Pauson-Khand reaction

The Pauson-Khand reaction (PKR) is a powerful means for the construction of cyclopentenones. However, its applications have been limited to the intramolecular version of this reaction because poor yield and regioselectivity are often the major problems in intermolecular PKR. Here we describe that a carbamate moiety in alkene substrate accelerates this intermolecular PKR. The reaction of N-4-dimethylaminophenyl O-allyl carbamate with alkyne-cobalt complex gave cyclopentenones in high yield (up to 90%) and regioselectivity (>9:1).

N-methylimidazole-catalyzed synthesis of carbamates from hydroxamic acids via the lossen rearrangement

An efficient, one-pot, N-methylimidazole (NMI) accelerated synthesis of aromatic and aliphatic carbamates via the Lossen rearrangement is reported. NMI is a catalyst for the conversion of isocyanate intermediates to the carbamates. Moreover, the utility of arylsulfonyl chloride in combination with NMI minimizes the formation of often-observed hydroxamate-isocyanate dimers during the sequence. Under the present conditions, lowering of temperatures is also possible, enabling a mild protocol.