363-02-0

Basic information

• Product Name: Methanone, bis(4-fluorophenyl)-, oxime
• CAS NO: 363-02-0
• Molecular Formula: C13H9F2NO
• Molecular Weight: 233.217
• Mol File: 363-02-0.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Methanone, bis(4-fluorophenyl)-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, bis(4-fluorophenyl)-, oxime(363-02-0)
• EPA Substance Registry System: Methanone, bis(4-fluorophenyl)-, oxime(363-02-0)

Safety Data

• Hazardous Substances Data: 363-02-0(Hazardous Substances Data)

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 569-74-4 1,1-dichloro-2,2-bis-(4-fluoro-phenyl)-ethene 
• 345-83-5 4-fluorobenzophenone 
• 92977-38-3 2-tert-Butyl-3,3-bis-(4-fluoro-phenyl)-oxaziridine 
• 345-92-6 4,4'-Difluorobenzophenone 

Downstream Products

• 366-69-8 4-fluoro-N-(4-fluorophenyl)benzamide 

Relevant articles and documents

Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of: O -pivaloyl oximes with α-diazo compounds

Chiral RhIII catalysts can catalyze the asymmetric [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C-H activation and N-O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities. This journal is

Microdroplets as Microreactors for Fast Synthesis of Ketoximes and Amides

The formation of amide bonds is one of the most valuable transformations in organic synthesis. Beckmann rearrangement is a well-known method for producing secondary amides from ketoximes. This study demonstrates the rapid synthesis of ketoximes and amides in microdroplets. Many factors are found to affect the yield, such as microdroplet generation devices, temperature, catalysts, and concentrations of reactants. In particular, the temperature has a great influence on the synthesis of amide, which is demonstrated by a sharp ascendance to the yield when the temperature was increased to 45 °C. The best amide yield (93.3%) can be obtained by using coaxial flowing devices, a sulfonyl chloride compound as a catalyst, and heating to 55 °C in microdroplets. The yields can reach 78.7-91.3% for benzoylaniline and 87.2-93.4% for benzophenone oximes in several seconds in microdroplets compared to 10.1-66.1% and 82.5-93.3% in several hours in the bulk phase. Apart from the dramatically decreased reaction time and enhanced reaction yields, the microdroplet synthesis is also free of severe reaction environments (anhydrous and anaerobic conditions). In addition, the synthesis in microdroplets also saves reactants and solvents and reduces the waste amounts. All of these merits indicate that the microdroplet synthesis is a high-efficiency green methodology.

o-Phthalic Anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement under mild conditions

o-Phthalic anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement was developed, producing the corresponding amide in up to 99% yield with acid-sensitive functionalities tolerated well, and the scale of the reaction could be enlarged to 77 mmol and the excellent yield was maintained. A successive procedure was developed. Moreover, the reaction was carried out at rt under nearly neutral conditions, and the workup was concise. These features illustrated the potential of the protocol in amide synthesis.