4198-96-3

Basic information

• Product Name: (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone
• CAS NO: 4198-96-3
• Molecular Formula: C₂₁H₁₇NO₂
• Molecular Weight: 315.3652
• Mol File: 4198-96-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 481.9°C at 760 mmHg
• Flash Point: 201.4°C
• Density: 1.07g/cm³
• Vapor Pressure: 1.91E-09mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone(4198-96-3)
• EPA Substance Registry System: (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone(4198-96-3)

Safety Data

• Hazardous Substances Data: 4198-96-3(Hazardous Substances Data)

Usage

General Description

The chemical compound, (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone, is a organic compound consisting of a ketone group attached to a central carbon atom, flanked by two phenyl groups and an imine functional group. The compound has a molecular formula of C21H17NO2 and a molecular weight of 315.36 g/mol. It is a yellow solid that is sparingly soluble in water, but soluble in organic solvents. (2Z)-2-[(4-methoxyphenyl)imino]-1,2-diphenylethanone has potential applications in organic synthesis and may also have pharmaceutical properties due to its structural features.

Upstream product

• 19339-72-1 2-((4-methoxyphenyl)amino)-1,2-diphenylethan-1-one 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 104-94-9 4-methoxy-aniline 
• 4746-86-5 hydroxy-diphenyl-acetaldehyde 
• 51628-27-4 2,2-diethoxy-1,1-diphenylethan-1-ol 
• 100-59-4 phenylmagnesium chloride 
• 134-81-6 benzil 
• 63369-91-5 α-chloro-α-(chlorosulfenyl)benzyl phenyl ketone 

Downstream Products

• 84197-61-5 4-Benzoyl-3,3-dichloro-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one 
• 87277-38-1 [3-(4-Chloro-phenyl)-4-(4-methoxy-phenyl)-5-phenyl-4,5-dihydro-[1,2,4]oxadiazol-5-yl]-phenyl-methanone 
• 19339-72-1 2-((4-methoxyphenyl)amino)-1,2-diphenylethan-1-one 
• 80783-96-6 N-(4-Methoxy-phenyl)-N-(2-oxo-1,2-diphenyl-ethyl)-propionamide 
• 87277-42-7 [4-(4-Methoxy-phenyl)-5-phenyl-3-p-tolyl-4,5-dihydro-[1,2,4]oxadiazol-5-yl]-phenyl-methanone 
• 89357-33-5 syn-1,2-diphenyl-2-(4-methoxyphenylamino)ethanol 
• 84197-55-7 4-benzoyl-4-phenyl-3-methyl-1-(4-methoxyphenyl)-2-azetidinone 
• 80783-91-1 N-(4-Methoxy-phenyl)-N-(2-oxo-1,2-diphenyl-ethyl)-acetamide 
• 87277-27-8 [4-(4-Methoxy-phenyl)-3,5-diphenyl-4,5-dihydro-[1,2,4]oxadiazol-5-yl]-phenyl-methanone 
• 84197-58-0 4-benzoyl-3,4-diphenyl-1-(4-methoxyphenyl)-2-azetidinone 
• 1186242-40-9 2-amino-1-(4-methoxyphenyl)-4,5-diphenyl-1H-pyrrole-3-carbonitrile 
• 1381867-76-0 C₂₅H₂₃NO₃ 

Relevant articles and documents

Borane-Catalyzed Chemoselectivity-Controllable N-Alkylation and ortho C-Alkylation of Unprotected Arylamines Using Benzylic Alcohols

An unprecedented protocol for the efficient and highly chemoselective alkylation of unprotected arylamines using alcohols catalyzed by B(C6F5)3 has been developed. The reaction gives N-alkylated products and ortho C-alkylated products in different solvents in good chemoselectivities and yields. Control experiments and DFT calculations indicated that the borane underwent alcohol/arylamine exchange to ensure catalytic activity, and a possible mechanism involving a carbocation is proposed.

The Acceleration of the Rearrangement of α-Hydroxy Aldimines by Lewis or Bronsted Acids

An efficient method was developed for the synthesis of α-amino ketones from α-hydroxy imines. The reaction occurs through an α-iminol rearrangement involving the migration of a substituent of the carbinol carbon to the imine carbon. The optimal catalysts were found to be silica gel or montmorillonite K 10, which effected migration of a variety of aryl and alkyl substituents in high yields. The rearrangement can also be carried out on imines generated in situ from aldehydes and amines in essentially the same yields as those from the preformed imines.

Catalytic asymmetric α-iminol rearrangement: New chiral platforms

A series of 19 different asymmetric catalysts were screened in an effort to identify the first chiral catalyst for the rearrangement of α-hydroxy imines to α-amino ketones involving a 1,2-carbon shift. Although aluminate complexes of VAPOL, VANOL, and 7,7'-tBu2VANOL were quite effective catalysts giving up to 88% ee, the ne plus ultra catalyst for this reaction was found to be a zirconium complex of VANOL which gives 97 to >99% ee for the majority of the substrates examined. An X-ray diffraction study of the catalyst reveals that the zirconium exists as a homoleptic complex with three VANOL ligands and two protonated N-methyl imidazoles.