27845-85-8

Basic information

• Product Name: 2-PropenaMide, N-ethyl-3-phenyl-, (2E)-
• Synonyms: 2-PropenaMide, N-ethyl-3-phenyl-, (2E)-
• CAS NO: 27845-85-8
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 27845-85-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-PropenaMide, N-ethyl-3-phenyl-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PropenaMide, N-ethyl-3-phenyl-, (2E)-(27845-85-8)
• EPA Substance Registry System: 2-PropenaMide, N-ethyl-3-phenyl-, (2E)-(27845-85-8)

Safety Data

• Hazardous Substances Data: 27845-85-8(Hazardous Substances Data)

Upstream product

• 75-04-7 ethylamine 
• 102-92-1 Cinnamoyl chloride 
• 519-73-3 triphenylmethane 
• 126437-20-5 1-cinnamoylaziridine 
• 621-79-4 cinnamamide 
• 5796-97-4 bis(triethylsilyl) peroxide 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 128596-13-4 N-ethyl-thiocinnamamide 
• 50901-80-9 5-methyl-4-phenyl-pyrrolidin-2-one 
• 128596-15-6 N-Ethyl-N-((4R,5R,6R)-5-ethylthiocarbamoyl-4,6-diphenyl-5,6-dihydro-4H-thiopyran-2-yl)-acetamide 
• 128596-16-7 N-[(2R,3R,4R)-6-(Acetyl-ethyl-amino)-2,4-diphenyl-3,4-dihydro-2H-thiopyran-3-carbothioyl]-N-ethyl-acetamide 
• 4186-39-4 trans-N-ethyl-2-phenylcyclopropanecarboxamide 

Relevant articles and documents

Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

A benchtop stable, bifunctional reagent for the redox-neutral cyclopropanation of olefins has been developed. Triethylammonium bis(catecholato)iodomethylsilicate can be readily prepared on multigram scale. Using this reagent in combination with an organic photocatalyst and visible light, cyclopropanation of an array of olefins, including trifluoromethyl- and pinacolatoboryl-substituted alkenes, can be accomplished in a matter of hours. The reaction is highly tolerant of traditionally reactive functional groups (carboxylic acids, basic heterocycles, alkyl halides, etc.) and permits the chemoselective cyclopropanation of polyolefinated compounds. Mechanistic interrogation revealed that the reaction proceeds via a rapid anionic 3-exo-tet ring closure, a pathway consistent with experimental and computational data.

Alkylsilyl Peroxides as Alkylating Agents in the Copper-Catalyzed Selective Mono-N-Alkylation of Primary Amides and Arylamines

The copper-catalyzed selective mono-N-alkylation of primary amides or arylamines using alkylsilyl peroxides as alkylating agents is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the alkylsilyl peroxides, as well as to the primary amides and arylamines. Mechanistic studies suggest that the present reaction should proceed through a free-radical process that includes alkyl radicals generated from the alkylsilyl peroxides.

Highly efficient diastereoselective exo Diels-Alder reactions of homochiral 2-(N-acylamino)-1-thia-1,3-dienes: A powerful entry into optically pure thiopyrans

4-Phenyl-2-N-(R-(-)-α-(2-naphthyl)ethylamino)-1-thia-1,3-dienes when activated by acetyl chloride, undergo extremely efficient diastereoselective exo Diels-Alder cycloadditions giving access to thiopyrans of high optical purity.