27318-06-5

Basic information

• Product Name: 2-PropenaMide, 3-(4-broMophenyl)-
• Synonyms: 2-PropenaMide, 3-(4-broMophenyl)-
• CAS NO: 27318-06-5
• Molecular Formula: C₉H₈BrNO
• Molecular Weight: 226.06992
• Mol File: 27318-06-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 409.1±37.0 °C(Predicted)
• Appearance: /
• Density: 1.533±0.06 g/cm3(Predicted)
• PKA: 15.45±0.50(Predicted)
• CAS DataBase Reference: 2-PropenaMide, 3-(4-broMophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PropenaMide, 3-(4-broMophenyl)-(27318-06-5)
• EPA Substance Registry System: 2-PropenaMide, 3-(4-broMophenyl)-(27318-06-5)

Safety Data

• Hazardous Substances Data: 27318-06-5(Hazardous Substances Data)

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 201230-82-2 carbon monoxide 
• 1200-07-3 trans-4-bromocinnamic acid 
• 1493-13-6 trifluorormethanesulfonic acid 
• 1085449-61-1 (E)-N-benzyl-3-(4-bromophenyl)-acrylamide 
• 27465-66-3 4-bromocinnamoyl chloride 
• 100-46-9 benzylamine 
• 103247-89-8 (+/-)-4-(4-bromophenyl)-2-azetidinone 
• 1407189-13-2 N-(benzyl)-4-(4-bromophenyl)-azetidin-2-one 
• 71-43-2 benzene 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 13565-09-8 4-bromocinnamoyl chloride 

Downstream Products

• 65984-53-4 3-(4-Bromophenyl)-1-propanamine 
• 586-76-5 4-Bromobenzoic acid 
• 1372804-72-2 3-(4-bromophenyl)-3-phenylpropionamide 
• 7474-19-3 3,3-diphenylpropionamide 

Relevant articles and documents

Palladium-Catalyzed Regioselective Hydroaminocarbonylation of Alkynes to α,β-Unsaturated Primary Amides with Ammonium Chloride

α,β-Unsaturated primary amides have found numerous applications in drug development, organic materials, and polymer sciences. However, the catalytic synthesis of α,β-unsaturated primary amides via carbonylation of alkynes has long been an elusive endeavor. Here, we report a novel palladium-catalyzed hydroaminocarbonylation of alkynes with NH4Cl as the amine source, enabling the highly chemo- and regioselective synthesis of α,β-unsaturated primary amides. A variety of alkynes, including aromatic alkynes, aliphatic alkynes, terminal alkynes, internal alkynes, as well as diynes with various functional groups, react well. The method turns the parasitic noncoordination ability of ammonium salts into a strategic advantage, enabling the gram-scale reaction to be performed in the presence of 0.05 mol % of catalyst with excellent selectivity.

The acid-mediated ring opening/cyclisation reaction of N-benzyl-α- aryl-azetidinones

N-Benzyl-4-aryl-azetidinones undergo ring opening with triflic acid to form N-benzyl-cinnamamides, which either undergo cyclisation to give 5-aryl-benzazepin-3-ones or N-debenzylation to give cinnamamides.

Synthesis, structure and quantitative structure-activity relationships of σ receptor ligands, 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazines

A set of the title compounds having different substituents (R1, R2) on their phenyl groups was synthesized to find σ receptor binding affinity. Among the compounds, 2b (R1=R2=Cl) has the most potent σ1-binding activity, while 2a (R1=R2=H, SA4503) was most selective to σ1 over σ2 receptor. The crystal structures of 2a and 2b were shown, by X-ray crystallography, to be similar except for the one torsional angle of their propylene parts. Quantitative structure-activity relationship study suggested the affinity of the compounds to the σ1 receptor was dependent on the electronic feature, Swain-Lupton's R or S(π) that was derived by molecular orbital method, of R1 and R2.