40569-56-0

Basic information

• Product Name: 3-AZETIDINONE, 1-(DIPHENYLMETHYL)-, OXIME
• Synonyms: 3-AZETIDINONE, 1-(DIPHENYLMETHYL)-, OXIME;N-benzhydryl-3-(hydroxyimino)azetidine
• CAS NO: 40569-56-0
• Molecular Formula: C₁₆H₁₆N₂O
• Molecular Weight: 252.31
• Mol File: 40569-56-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 391.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• PKA: 11.67±0.20(Predicted)
• CAS DataBase Reference: 3-AZETIDINONE, 1-(DIPHENYLMETHYL)-, OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AZETIDINONE, 1-(DIPHENYLMETHYL)-, OXIME(40569-56-0)
• EPA Substance Registry System: 3-AZETIDINONE, 1-(DIPHENYLMETHYL)-, OXIME(40569-56-0)

Safety Data

• Hazardous Substances Data: 40569-56-0(Hazardous Substances Data)

Upstream product

• 40320-60-3 N-benzhydryl 3-azetidinone 
• 18621-17-5 1-(diphenylmethyl)-3-hydroxyazetidine 

Downstream Products

• 119-61-9 benzophenone 
• 125735-37-7 1-benzhydryl-3-nitroazetidine 
• 146495-24-1 N-(diphenylmethylene)aminoacetonitrile 

Relevant articles and documents

Divergent synthesis of α-functionalized amides through selective N-O/C-C or N-O/C-C/C-N cleavage of aza-cyclobutanone oxime esters

Herein, a novel sequential ring opening reaction of aza-cyclobutanone oxime esters with isocyanides is described. The reaction proceeded smoothly under redox-neutral and mild conditions, leading to a divergent synthesis of α-cyanomethylaminoamides, α-acyloxyamides and α-acylaminoamides. In these transformations, a selective N-O/C-C or N-O/C-C/C-N cleavage was achieved only by changing the iron-catalyst system. Among them, a rare sequential N-O/C-C/C-N cleavage process with a classical Passerini or Ugi multicomponent reaction can be executed in a single step. To the best of our knowledge, this work creates a novel reaction mode of cycloketone oximes and provides new opportunities for reaction design.

Photocatalytic, Phosphoranyl Radical-Mediated N-O Cleavage of Strained Cycloketone Oximes

A photoinduced, phosphoranyl radical-mediated protocol for the direct N-O cleavage of strained cycloketone oximes via a polar/SET crossover process was developed for the first time. This visible-light-driven direct N-O activation mode for oxime offers beneficial features such as streamlined synthetic process and versatile photochemical reactivities. Consequently, the alkenes and α-trifluoromethyl alkenes with varied electronic and structural features acted as competent radical receptors in this protocol, enabling facile accesses to a range of elongated cyano and/or gem-difluoroalkene-bearing compounds.

Novel Syntheses of 1,3,3-Trinitroazetidine

Alternative methods for the synthesis of 1,3,3-trinitroazetidine (TNAZ) from epichlorohydrin, and benzhydrylamine have been developed.These approaches employ N-sulfonyl-3-(hydroxyimino)azetidines as penultimate intermediates and represent an improvement over previously published methods which require either diazo containing intermediates or involve low yielding procedures.Parallel methods employing N-benzhydryl- and N-benzyl-3-(hydroxyimino)azetidine were also investigated as alternate routes to TNAZ