64222-59-9

Basic information

• Product Name: Aziridine, 1-(4-methoxyphenyl)-2-phenyl-
• CAS NO: 64222-59-9
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• Mol File: 64222-59-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Aziridine, 1-(4-methoxyphenyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Aziridine, 1-(4-methoxyphenyl)-2-phenyl-(64222-59-9)
• EPA Substance Registry System: Aziridine, 1-(4-methoxyphenyl)-2-phenyl-(64222-59-9)

Safety Data

• Hazardous Substances Data: 64222-59-9(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 2101-87-3 p-methoxy-phenylazide 
• 593-71-5 Chloroiodomethane 
• 1613-90-7 4-methoxy-N-[(E)-phenylmethylidene]aniline 
• 1774-47-6 trimethylsulfoxonium iodide 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 142415-42-7 methyltetrahydrothiophene triflate 

Downstream Products

• 1623011-96-0 4-methoxy-N-(2-phenyl-2-(2-(pyridin-2-yl)phenyl)ethyl)aniline 

Relevant articles and documents

A Metal-Free Synthesis of N-Aryl Oxazolidin-2-Ones by the One-Pot Reaction of Carbon Dioxide with N-Aryl Aziridines

The cost-effective TPPH2/TBACl-catalyzed (TPPH2=dianion of tetraphenyl porphyrin; TBACl=tetrabutyl ammonium chloride) carbon dioxide cycloaddition to N-aryl aziridines was successful in synthesizing N-aryl oxazolidin-2-ones. A cataly

The asymmetric synthesis of terminal aziridines by methylene transfer from sulfonium ylides to imines

A new ylide-based protocol for the asymmetric aziridination of imines via methylene transfer has been developed involving the use of a simple chiral sulfonium salt and an organic strong base. A systematic study identified triisopropylphenyl sulfonylimines as optimal substrates for the process. Unexpectedly, hindered C2-symmetric sulfonyl salts incorporating bulky ethers at C-2 and C-5-which had previously been useful in the corresponding epoxidation chemistry-decomposed in these aziridination reactions via competing elimination pathways. Under optimised conditions it was found that a simple salt derived from (2R,5R)-2,5-diisopropyl thiolane could mediate asymmetric methylene transfer to a range of imines with uniformly excellent yields with 19-30% ee. Since this is a similar level of enantiomeric excess to that obtained using these same salts in epoxidation chemistry, it was concluded that if more bulky sulfonium salts could be devised which were resistant to decomposition under the reaction conditions, that highly enantioselective aziridine formation by methylene transfer would be possible. The Royal Society of Chemistry.

A novel procedure for the synthesis of aziridines: Application of Simmons-Smith reagents to aziridination

The reaction of Simmons-Smith carbenoids with imines in the presence of sulfides provides N-(p-toluenesulfonyl)- and N-[(1,1,1-trimethylsilyl)ethyl]sulfonyl-substituted aziridines in high yield.