189396-84-7

Basic information

• Product Name: Benzenamine, 4-methoxy-N-(2,2,3,3,3-pentafluoropropylidene)-
• CAS NO: 189396-84-7
• Molecular Formula: C10H8F5NO
• Molecular Weight: 253.172
• Mol File: 189396-84-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-methoxy-N-(2,2,3,3,3-pentafluoropropylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-methoxy-N-(2,2,3,3,3-pentafluoropropylidene)-(189396-84-7)
• EPA Substance Registry System: Benzenamine, 4-methoxy-N-(2,2,3,3,3-pentafluoropropylidene)-(189396-84-7)

Safety Data

• Hazardous Substances Data: 189396-84-7(Hazardous Substances Data)

Upstream product

• 337-28-0 1-ethoxy-2,2,3,3,3-pentafluoro-propan-1-ol 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1199944-70-1 (R)-2-[(S)-1-(2,2,3,3,3-pentafluoropropyl-4-methoxyphenylamino)]pent-4-en-1-ol 
• 1199944-71-2 (2R,3S)-4,4,5,5,5-pentafluoro-3-(4-methoxyphenylamino)-2-methylpentan-1-ol 
• 1199944-69-8 (2R,3S)-2-ethyl-4,4,5,5,5-pentafluoro-3-(4-methoxyphenylamino)pentan-1-ol 
• 1428259-75-9 (2R,4R,5R)-methyl 2-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-(perfluoroethyl)-imidazolidine-4-carboxylate 

Relevant articles and documents

Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights

The mechanism of the Cu(I)/(S,Rp)-PPFOMe-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated aldimines has been studied using labeling experiments, control experiments, and linear effect experiments, which clearly ruled out the 1,3-DC/epimerization pathways and explained the unusal exo′-selective stereochemistry. This protocol allows for the preparation of a series of highly functionalized fluorinated imidazolidines in good yields with excellent stereoselectivities. Moreover, the current methods have been successfully extended to synthesize more challenging imidazolidines bearing a CF3-containing quaternary stereogenic center via the endo-selective 1,3-DC of azomethine ylides with trifluorinated ketimine under identical reaction conditions.