33603-46-2

Basic information

• Product Name: N-methyl-N,3-diphenylprop-2-enamide
• CAS NO: 33603-46-2
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.2964
• Mol File: 33603-46-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 360.4°C at 760 mmHg
• Flash Point: 160.4°C
• Density: 1.13g/cm³
• Vapor Pressure: 2.22E-05mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: N-methyl-N,3-diphenylprop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N,3-diphenylprop-2-enamide(33603-46-2)
• EPA Substance Registry System: N-methyl-N,3-diphenylprop-2-enamide(33603-46-2)

Safety Data

• Hazardous Substances Data: 33603-46-2(Hazardous Substances Data)

Upstream product

• 615-43-0 2-iodophenylamine 
• 102-92-1 Cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 579-10-2 N-acetyl-N-methylaniline 
• 100-51-6 benzyl alcohol 
• 100-42-5 styrene 
• 93-61-8 N-methyl-N-phenylformamide 
• 100-61-8 N-methylaniline 
• 6273-94-5 N-methyl-N-phenylacrylamide 
• 108-90-7 chlorobenzene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 118670-85-2 (2E)-N-(2-iodophenyl)-3-phenylprop-2-enamide 
• 122100-93-0 N-(2-iodophenyl)-N-methylcinnamamide 

Downstream Products

• 1441636-08-3 1-methyl-3-(1-phenylethyl)indolin-2-one 
• 1429299-24-0 (S)-N-methyl-N,3-diphenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide 
• 104643-09-6 N,N-diisopropyl-N',2-dimethyl-N',3-diphenyl-1,4-cyclopentanedicarboxamide-4-d 

Relevant articles and documents

Manganese(I) Catalyzed α-Alkenylation of Amides Using Alcohols with Liberation of Hydrogen and Water

Herein, unprecedented manganese-catalyzed direct α-alkenylation of amides using alcohols is reported. Aryl amides are reacted with diverse primary alcohols, which provided the α,β-unsaturated amides in moderate to good yields with excellent selectivity. Mechanistic studies indicate that Mn(I) catalyst oxidizes the alcohols to their corresponding aldehydes and also plays an important role in efficient C═C bond formation through aldol condensation. This selective olefination is facilitated by metal-ligand cooperation by the aromatization-dearomatization process operating in the catalytic system. Biorenewable alcohols are used as alkenylation reagents for the challenging α-alkenylation of amides with the highly abundant base metal manganese as a catalyst, which results in water and dihydrogen as the only byproduct, making this catalytic transformation attractive, sustainable, and environmentally benign.

Enantioselective Epoxidation of Electron-Deficient Alkenes Catalyzed by Manganese Complexes with Chiral N4 Ligands Derived from Rigid Chiral Diamines

A series of tetradentate sp2N/sp3N hybrid chiral N4 ligands derived from rigid chiral diamines were synthesized, which enabled the first manganese-catalyzed enantioselective epoxidation of electron-deficient alkenes with hydrogen peroxide (H2O2) as an oxidant. The reaction furnishes enantiomerically pure epoxy amides, epoxy ketones as well as epoxy esters in good yields and excellent enantioselectivities (up to 99.9% ee) with lower catalyst loading. Preliminary studies on structure–activity relationship demonstrated that maintaining comparatively lower electron-donating ability of the sp3N and relatively higher electron-donating ability of sp2N of the N4 ligands is beneficial to getting higher activity and selectivity, thus providing us a new view to understand epoxidation with H2O2. (Figure presented.).

Oxidative coupling of alkenes with amides using peroxides: Selective amide C(sp3)-H versus C(sp2)-H functionalization

A new oxidative coupling of unactivated terminal alkenes with amides using peroxides is described, in which mono- and difunctionalization of alkenes are selectively achieved. In this reaction with amides, the chemoselectivity toward the functionalization of the C(sp3)-H bonds adjacent to the nitrogen atom or the functionalization of the carbonyl C(sp2)-H bonds across alkenes relies on the reaction conditions. This journal is