23784-47-6

Basic information

• Product Name: (2E)-N-(1-methylethyl)-3-phenylprop-2-enamide
• Synonyms: (2E)-N-Isopropyl-3-phenylacrylamide; 2-propenamide, N-(1-methylethyl)-3-phenyl-, (2E)-
• CAS NO: 23784-47-6
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.2536
• Mol File: 23784-47-6.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 366.8°C at 760 mmHg
• Flash Point: 219°C
• Density: 1.016g/cm³
• Vapor Pressure: 1.43E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: (2E)-N-(1-methylethyl)-3-phenylprop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-N-(1-methylethyl)-3-phenylprop-2-enamide(23784-47-6)
• EPA Substance Registry System: (2E)-N-(1-methylethyl)-3-phenylprop-2-enamide(23784-47-6)

Safety Data

• Hazardous Substances Data: 23784-47-6(Hazardous Substances Data)

Usage

Description

(2E)-N-(1-methylethyl)-3-phenylprop-2-enamide, also known as N-isobutyl-3-phenylacrylamide, is a yellowish solid belonging to the class of N-alkylarylamides. It has a molecular formula of C13H15NO and a molecular weight of 201.264 grams per mole. This chemical compound has potential biological and pharmaceutical applications, particularly in medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
(2E)-N-(1-methylethyl)-3-phenylprop-2-enamide is used as an active pharmaceutical ingredient for its antifungal and antibacterial activities, making it a potentially useful agent in the development of new drugs.
Used in Medicinal Chemistry Research:
(2E)-N-(1-methylethyl)-3-phenylprop-2-enamide is used as a research compound for investigating its potential role in the treatment of conditions such as inflammatory bowel disease and rheumatoid arthritis.

Upstream product

• 134469-06-0 thiazolidine-2-thione 
• 34159-46-1 dimethylphosphonoacetic acid 
• 100-52-7 benzaldehyde 
• 75-31-0 isopropylamine 
• 132638-34-7 dibutyl(isopropylcarbamoylmethyl)tellurium chloride 
• 100-42-5 styrene 
• 2210-25-5 N-Isopropylacrylamide 
• 102-92-1 Cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 2895-21-8 2-chloro-N-isopropylacetamide 
• 14371-10-9 (E)-3-phenylpropenal 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 66894-04-0 2,3-dibromo-3-phenyl propanal 
• 591-50-4 iodobenzene 

Downstream Products

• 111875-38-8 N-benzoylformyl-N-isopropylcinnamamide 
• 111875-48-0 3-isopropyl-1,7-diphenyl-6-oxa-3-azabicyclo<3.1.1>heptane-2,4-dione 
• 945228-76-2 pentacarbonyl[isopropylidene-(4-phenyl-2-propylcyclopenta-1,4-dienyl)-amine, N-W]tungsten⁽⁰⁾ 
• 945228-77-3 pentacarbonyl[isopropylidene-(4-phenyl-2-propylcyclopenta-1,3-dienyl)-amine, N-W]tungsten⁽⁰⁾ 
• 4360-47-8 cinnamonitrile 
• 87462-11-1 N-isopropyl-3-phenylpropan-1-amine 

Relevant articles and documents

Organocatalytic Trans Semireduction of Primary and Secondary Propiolamides: Substrate Scope and Mechanistic Studies

We report a chemoselective, phosphine-catalyzed semireduction of primary and secondary propiolamides. In the presence of stoichiometric pinacolborane and catalytic n-tributylphosphine, a variety of propiolamides were successfully converted to the corresponding acrylamides in excellent yield with (E)-stereoselectivity. The reaction condition is tolerant of various functional groups including alkene, alkyne, ketone, or ester. Deuterium labeling studies established that the hydride from activated pinacolborane is added to the α-carbon and the proton on the amide nitrogen is abstracted by the ?-carbon to furnish the (E)-acrylamides. DFT calculations revealed a clear energetic driving force for the (E)- over the (Z)-isomer. (Figure presented.).

Enhancing Ligand-Free Fe-Catalyzed Aminocarbonylation of Alkynes by ZrF4

Zirconium fluoride was utilized to promote efficiently iron-catalyzed aminocarbonylation between alkynes and amines without the use of extra ligands. In particular, this new system is applicable to a wide range of amine and alkyne substrates affording α,β-unsaturated amides in good to excellent yields. Preliminary mechanistic studies reveal the activation model involving interactions of ZF4 with both iron catalyst and amine substrates.

Copper-catalyzed α-selective C–H trifluoromethylation of acrylamides with TMSCF3

A copper-catalyzed α-selective C–H trifluoromethylation of acrylamides with TMSCF3 is described. A wide range of arenes and heteroarenes at the β-position of acrylamides are compatible with the reaction, affording the corresponding (E)-trifluor