5469-90-9

Basic information

• Product Name: N-methyl-N-[(E)-2-phenylethenyl]aniline
• CAS NO: 5469-90-9
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.2863
• Mol File: 5469-90-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 328.8°C at 760 mmHg
• Flash Point: 138.6°C
• Density: 1.066g/cm³
• Vapor Pressure: 0.000186mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: N-methyl-N-[(E)-2-phenylethenyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-[(E)-2-phenylethenyl]aniline(5469-90-9)
• EPA Substance Registry System: N-methyl-N-[(E)-2-phenylethenyl]aniline(5469-90-9)

Safety Data

• Hazardous Substances Data: 5469-90-9(Hazardous Substances Data)

Upstream product

• 30649-18-4 cinnamic alcohol 
• 109-89-7 diethylamine 
• 100-61-8 N-methylaniline 
• 100-51-6 benzyl alcohol 
• 100-42-5 styrene 
• 40669-47-4 N-methyl-N,2-diphenylacetamide 
• 103-80-0 phenylacetyl chloride 
• 122-78-1 phenylacetaldehyde 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 98-95-3 nitrobenzene 
• 103-64-0 bromostyrene 
• 121-73-3 3-Nitrochlorobenzene 
• 536-74-3 phenylacetylene 
• 6314-97-2 1,1-diethoxy-2-phenylethane 

Downstream Products

• 92245-81-3 N-Benzolsulfonyl-N'-methyl-N'-phenyl-formamidin 

Relevant articles and documents

Iron-Catalyzed Synthesis of 2-Aminofurans from 2-Haloketones and Tertiary Amines or Enamines

The selective synthesis of heterocycles from readily available substrates and catalyzed by an abundant and environmental benign catalyst continues to be an attractive topic. In this communication, we report an interesting protocol for the synthesis of 2-aminofurans. Starting from 2-haloketones and tertiary amines, with abundant iron salt as the catalyst, various 2-aminofurans were produced in good yields. Control experiments were performed to understand the reaction pathway. Based on the identified reaction pathway, the substrates for this transformation can be extended from tertiary amines to enamines and even with better final yields. Finally, a formal three-component reaction can also be realized by forming the enamines in-situ from aldehydes and amines.

Palladium-Catalyzed Methylation of Nitroarenes with Methanol

A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.

Method for preparing enamine compound by catalyzing phenylacetylene and utilizing hydroamination reaction

The invention provides a method for preparing an enamine compound by catalyzing phenylacetylene and utilizing the hydroamination reaction. The method is characterized by comprising the steps that thephenylacetylene and secondary amine are taken as raw mat