27687-46-3

Basic information

• Product Name: (2E)-N-methyl-N,3-diphenylprop-2-enamide
• Synonyms: 2-Propenamide, N-methyl-N,3-diphenyl-
• CAS NO: 27687-46-3
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.2964
• Mol File: 27687-46-3.mol
• Article Data: 27

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: (2E)-N-methyl-N,3-diphenylprop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-N-methyl-N,3-diphenylprop-2-enamide(27687-46-3)
• EPA Substance Registry System: (2E)-N-methyl-N,3-diphenylprop-2-enamide(27687-46-3)

Safety Data

• Hazardous Substances Data: 27687-46-3(Hazardous Substances Data)

Usage

General Description

(2E)-N-methyl-N,3-diphenylprop-2-enamide is a chemical compound with the molecular formula C18H17NO. It is an organic compound that contains a double bond between the second and third carbon atoms, with a methyl group and two phenyl groups attached to the nitrogen atom. (2E)-N-methyl-N,3-diphenylprop-2-enamide is a derivative of N,N-diphenylprop-2-en-1-amine and is commonly used as a building block in organic synthesis. It can be used as a starting material for the synthesis of various pharmaceuticals and other organic compounds. Additionally, it has been studied for its potential pharmacological properties, including as an antifungal and antimicrobial agent.

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 104-55-2 3-phenyl-propenal 
• 621-82-9 Cinnamic acid 
• 100-61-8 N-methylaniline 
• 6273-94-5 N-methyl-N-phenylacrylamide 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 100-52-7 benzaldehyde 
• 124-38-9 carbon dioxide 
• 98-80-6 phenylboronic acid 
• 74-88-4 methyl iodide 
• 100-39-0 benzyl bromide 
• 109-65-9 1-bromo-butane 
• 100-62-9 N-methylenebenzenamine 

Downstream Products

• 100-61-8 N-methylaniline 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 854880-24-3 3-phenyl-valeric acid-(N-methyl-anilide) 
• 348611-81-4 3,3-diphenyl-propionic acid-(N-methyl-anilide) 
• 37935-62-9 N-Methyl-3,N-diphenyl-3-trimethylsilanyl-propionamide 
• 1191104-12-7 N-methyl-N,3-diphenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide 
• 34219-51-7 (E)-1-methyl-3-benzylidene-2,3-dihydro-1H-indol-2-one 
• 34219-52-8 3-benzylidene-1-methyl-1,3-dihydroindol-2-one 
• 1279129-42-8 C₁₉H₂₁NO 
• 2859-29-2 1-methyl-3-phenylquinolin-2(1H)-one 
• 59181-30-5 3-benzylidene-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 

Relevant articles and documents

Cyclobutane-cleavage of anti-head-to-head coumarin and quinolinone homo- and cross-dimers via single- and two-photon-absorption photochemistry

The light-driven cleavage of cyclobutane containing systems via [2 + 2] cycloreversion, such as di-coumarin, is an important yet poorly investigated photochemical reaction. Its applications can be found in smart crosslinking polymers or light-activated drug release. We report the increased cleavage efficiencies of the coumarins lactam analog quinolinone for single-photon as well as two-photon-absorption experiments. To investigate the structure-function relationship of the molecular substitution pattern and its influence on the photoactivity, a coumarin-quinolinone cross-dimer was synthesized and investigated towards its cleavage efficiencies in single-photon as well as two-photon photocleavage. The cross-dimer shows a lower cleavage efficiency than both homo-dimers. The presented results are of interest, e.g., for applications utilizing highly efficient cleavage reactions in symmetric or asymmetric molecular frameworks.

Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand

Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.

Copper(I)-Catalyzed Asymmetric 1,4-Conjugate Hydrophosphination of α,β-Unsaturated Amides

A catalytic asymmetric conjugate hydrophosphination of α,β-unsaturated amides is accomplished by virtue of the strong nucleophilicity of copper(I)-PPh2 species, which provides an array of chiral phosphines bearing an amide moiety in high to excellent yields with excellent enantioselectivity. Furthermore, the dynamic kinetic resolution of unsymmetrical diarylphosphines (HPAr1Ar2) is successfully carried out through the copper(I)-catalyzed conjugate addition to α,β-unsaturated amides, which affords P-chiral phosphines with good-to-high diastereoselectivity and high enantioselectivity. 1H NMR studies show that the precoordination of HPPh2 to copper(I)-bisphosphine complex is critical for the efficient deprotonation by Barton's Base. Moreover, the relative stability of the copper(I)-(R,RP)-TANIAPHOS complex in the presence of excessive HPPh2, confirmed by 31P NMR studies, is pivotal for the high asymmetric induction, as the ligand exchange between bisphosphine and HPPh2 would significantly reduce the enantioselectivity. At last, a double catalytic asymmetric conjugate hydrophosphination furnishes the corresponding product in high yield with high diastereoselectivity and excellent enantioselectivity, which is transformed to a chiral pincer palladium complex in moderate yield. This chiral palladium complex is demonstrated as an excellent catalyst in the asymmetric conjugate hydrophosphination of chalcone.