2210-24-4

Basic information

• Product Name: N-PHENYLACRYLAMIDE
• Synonyms: N-PHENYLACRYLAMIDE;ASYLANILIDE;N-Phenylacrylateamide;N-phenylprop-2-enamide;2-PropenaMide, N-phenyl-;N-Phenylacrylamide
• CAS NO: 2210-24-4
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17
• EINECS: 1312995-182-4
• Product Categories: monomer
• Mol File: 2210-24-4.mol
• Article Data: 68

Chemical Properties

• Melting Point: 103-106 °C(lit.)
• Boiling Point: 308.5°Cat760mmHg
• Flash Point: 177.7°C
• Appearance: /
• Density: 1.097g/cm³
• Vapor Pressure: 0.000677mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 13?+-.0.70(Predicted)
• CAS DataBase Reference: N-PHENYLACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYLACRYLAMIDE(2210-24-4)
• EPA Substance Registry System: N-PHENYLACRYLAMIDE(2210-24-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2210-24-4(Hazardous Substances Data)

Usage

General Description

N-Phenylacrylamide is a chemical compound with the formula C8H8NO and a molecular weight of 134.16 g/mol. It is a white crystalline solid at room temperature and is commonly used in the production of polymers and as a monomer in the synthesis of copolymers. N-Phenylacrylamide is known for its ability to undergo free radical polymerization, leading to the production of high molecular weight polymers with various applications in industry and research. It is also used as a crosslinking agent in the production of hydrogels and has potential applications in fields such as drug delivery, tissue engineering, and biomaterials. However, it is important to handle N-phenylacrylamide with caution as it is a known irritant and sensitizer.

InChI:InChI=1/C9H9NO/c1-2-9(11)10-8-6-4-3-5-7-8/h2-7H,1H2,(H,10,11)

Upstream product

• 598-72-1 2-Bromopropionic acid 
• 62-53-3 aniline 
• 3460-04-6 3-chloro-N-phenylpropionamide 
• 61245-07-6 2',2'-dimethyl-spiro[bicyclo[2.2.1]hept-5-ene-2,5'-[1,3]dioxane]-4',6'-dione 
• 814-68-6 acryloyl chloride 
• 79-10-7 acrylic acid 
• 79888-54-3 β-anilinopropionic acid anilide 
• 66223-76-5 N-phenyl hydroxy-3 propanamide 
• 67-63-0 isopropyl alcohol 
• 50-00-0 formaldehyd 
• 5326-87-4 N-(phenyl)bromoacetamide 
• 79-06-1 2-propenamide 
• 108-90-7 chlorobenzene 
• 1606589-22-3 C₁₂H₁₅NO₂ 

Downstream Products

• 1224594-04-0 3-nitro-N-phenylisoxazole-5-carboxamide 
• 1224594-10-8 4,4,4-trinitro-N-phenylbutanamide 
• 3056-73-3 N-phenylcinnamamide 
• 1515848-58-4 methyl (1S,4aS,8aR)-1,4a,6-trimethyl-5-(2-{2-[(E)-3-oxo-3-(phenylamino)prop-1-en-1-yl]furan-3-yl}ethyl)-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate 
• 1353568-86-1 2-(hydroxymethyl)-N-methyl-N-phenylacrylamide 
• 1442644-25-8 methyl (2R,4R,5S)-5-phenyl-4-(phenylcarbamoyl)pyrrolidine-2-carboxylate 
• 1416773-10-8 3-(2-bromobenzyloxy)-N-phenylpropanamide 
• 1416773-14-2 N-phenyl-3-((tetrahydrofuran-2-yl)methoxy)propanamide 
• 1416773-13-1 N-phenyl-3-(prop-2-ynyloxy)propanamide 

Relevant articles and documents

Probing the influence of polymer architecture on liquid-liquid phase transitions of aqueous poly(N,N-dimethylacrylamide) copolymer solutions

Thermosensitive poly(N,N-dimethylacrylamide-co-N-phenylacrylamide) (DMA-co-PhAm) copolymers were prepared by atom transfer radical polymerization (ATRP) in methanol/water mixtures at room temperature with methyl 2-chloropropionate as the initiator and CuCl/Me6TREN as the catalyst. The resultant DMA-co-PhAm copolymers had tailored compositions and controlled molecular weights, and their aqueous solutions underwent liquid-liquid phase separation upon heating. These phase transition temperatures, measured by the cloud point method, were dependent on polymer concentrations, compositions, and molecular weights. The efficiency of the thermally induced liquid-liquid phase transition, i.e., the yield of phase-separated polymer, increased with increasing solution temperature, suggesting this thermally induced liquid-liquid phase transition to be a continuous equilibrium process. The efficiency of phase separation could be enhanced by adding NaCl to the solution.

Asymmetric Transfer Hydrogenation of α-Keto Amides; Highly Enantioselective Formation of Malic Acid Diamides and α-Hydroxyamides

The asymmetric transfer hydrogenation (ATH) of α-keto-1,4-diamides using a tethered Ru/TsDPEN catalyst was achieved in high ee. Studies on derivatives identified the structural elements which lead to the highest enantioselectivities in the products. The α-keto-amide reduction products have been converted to a range of synthetically valuable derivatives.

Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions

The Morita–Baylis–Hillman (MBH) reaction of secondary N-alkyl acrylamides, discarded up to now from investigations of the scope of activated alkenes, was studied. Optimization of the reaction conditions revealed that a balance must be found between activation of the MBH coupling reaction and that of the undesired competitive aldehyde Cannizzaro reaction. Using 3-Hydroxyquinuclidine (3-HQD) in a 1:1 water-2-MeTHF mixture provides the appropriate conditions that were applicable to a wide range of diversely substituted secondary N-alkyl acrylamides and aromatic aldehydes, giving rise to novel amide-containing MBH adducts under mild and clean conditions.