82489-29-0

Basic information

• Product Name: Ethenamine, N,N-diethyl-2-phenyl-, (1E)-
• Synonyms: N,N-diethyl-1,2-phenylethanamine;(E)-N,N-diethyl-2-phenylethylenamine;(E)-N,N-diethyl-2-phenylethenamine;diethylstyrylamine;(E)-N-(2-phenylethenyl)-diethylamine;(E)-PhCHCHNEt2
• CAS NO: 82489-29-0
• Molecular Formula: C12H17N
• Molecular Weight: 175.274
• Mol File: 82489-29-0.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Ethenamine, N,N-diethyl-2-phenyl-, (1E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethenamine, N,N-diethyl-2-phenyl-, (1E)-(82489-29-0)
• EPA Substance Registry System: Ethenamine, N,N-diethyl-2-phenyl-, (1E)-(82489-29-0)

Safety Data

• Hazardous Substances Data: 82489-29-0(Hazardous Substances Data)

Upstream product

• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 109-89-7 diethylamine 
• 100-42-5 styrene 
• 55606-20-7 (E)-N-styrylpiperidine 
• 39166-25-1 (E)-N-(2-phenylethenyl)morpholine 
• 122-78-1 phenylacetaldehyde 
• 61582-64-7 N,N-diethyl-O-benzoylhydroxylamine 
• 83947-56-2 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane 
• 536-74-3 phenylacetylene 
• 2431-96-1 N,N-diethylphenylacetamide 
• 1566-67-2 (Z)-styryl acetate 

Downstream Products

• 82489-28-9 7-Diethylamino-1,1,1-trifluor-6-phenyl-2,5,5-tris(trifluormethyl)-3,4-diazahepta-2,6-dien 
• 85956-51-0 4,8-Dihydro-4,4-dimethoxy-7-phenyl-1,2,4-triazolo<5,1-c><1,2,4>triazine 
• 85939-81-7 4,6-Dihydro-4,4-dimethoxy-7-phenyl-1,2,4-triazolo<5,1-c><1,2,4>triazine 
• 85956-35-0 4-(Diethylamino)-4,6-dihydro-β-phenyl-1,2,4-triazolo<5,1-c><1,2,4>triazine 
• 85939-75-9 3,7-Diphenyl-8-methylpyrazolo<5,1-c><1,2,4>triazine 
• 5300-21-0 N,N-diethylphenethylamine 
• 39166-25-1 (E)-N-(2-phenylethenyl)morpholine 
• 122-78-1 phenylacetaldehyde 
• 55606-20-7 (E)-N-styrylpiperidine 
• 84395-76-6 (E)-N-benzyl-N-methyl-2-phenylethen-1-amine 
• 6908-73-2 (E)-1-styrylpyrrolidine 
• 1235304-71-8 2-(diethylamino)-3,3-difluoro-3-phenylpropanenitrile 
• 1235304-70-7 2-(diethylamino)-3-fluoro-3-phenylpropanenitrile 
• 59591-39-8 5-phenyl-3-(3-trifluoromethyl-phenyl)-1H-pyridazin-4-one 

Relevant articles and documents

Iridium-PPh3 Catalysts for Conversion of Amides to Enamines

Studies on the deactivation mechanism of the reaction of N,N-dialkylamides with TMDS catalyzed by Vaska's complex, IrCl(CO)(PPh3)2 (1a), triggered the discovery of highly active Ir-PPh3 catalysts: Photochemically activated

Hydroamination of terminal alkynes with secondary amines catalyzed by copper: Regioselective access to amines

A simple and convenient copper-catalyzed hydroamination of arylacetylenes with secondary amines has been performed giving a simple access to aliphatic amines after reduction of the hydroaminated products (E-enamines). Here we described a mild catalytic system utilizing CuCN precatalyst without any additive ligands in a solvent-free system.

1,3-Dipolar cycloaddition reactivities of perfluorinated aryl azides with enamines and strained dipolarophiles

The reactivities of enamines and predistorted (strained) dipolarophiles toward perfluoroaryl azides (PFAAs) were explored experimentally and computationally. Kinetic analyses indicate that PFAAs undergo (3 + 2) cycloadditions with enamines up to 4 orders of magnitude faster than phenyl azide reacts with these dipolarophiles. DFT calculations were used to identify the origin of this rate acceleration. Orbital interactions between the cycloaddends are larger due to the relatively low-lying LUMO of PFAAs. The triazolines resulting from PFAA-enamine cycloadditions rearrange to amidines at room temperature, while (3 + 2) cycloadditions of enamines and phenyl azide yield stable, isolable triazolines. The 1,3-dipolar cycloadditions of norbornene and DIBAC also show increased reactivity toward PFAAs over phenyl azide but are slower than enamine-azide cycloadditions.