18254-00-7

Basic information

• Product Name: 2-Propenamide, 3-(4-methylphenyl)-
• CAS NO: 18254-00-7
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Mol File: 18254-00-7.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: 2-Propenamide, 3-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide, 3-(4-methylphenyl)-(18254-00-7)
• EPA Substance Registry System: 2-Propenamide, 3-(4-methylphenyl)-(18254-00-7)

Safety Data

• Hazardous Substances Data: 18254-00-7(Hazardous Substances Data)

Usage

General Description

2-Propenamide, 3-(4-methylphenyl)-, also known as N-(4-methylphenyl)acrylamide, is a chemical compound with the molecular formula C10H11NO. It is a pale yellow solid that is insoluble in water but soluble in organic solvents. 2-Propenamide, 3-(4-methylphenyl)- is commonly used in the production of polymers, particularly in the synthesis of polyacrylamide, which is used in a wide range of applications including wastewater treatment, soil conditioning, and the enhancement of oil recovery. Additionally, it is also used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Safety information about this compound includes potential skin and eye irritation, and it should be handled with appropriate safety precautions in a well-ventilated area.

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 79-06-1 2-propenamide 
• 104-87-0 4-methyl-benzaldehyde 
• 75-05-8 acetonitrile 
• 56578-35-9 4-methyl-cinnamaldehyde 
• 1597410-44-0 (E)-S-methyl 2-oxo-4-p-tolylbut-3-enethioate 
• 21161-19-3 (+/-)-4-(p-tolyl)-2-azetidinone 
• 71-43-2 benzene 
• 106-38-7 para-bromotoluene 
• 683-57-8 bromo-acetic acid amide 
• 15851-89-5 (E)-p-methylcinnamoyl chloride 
• 79-37-8 oxalyl dichloride 
• 1866-39-3 trans-p-methylcinnamic acid 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 135879-75-3 ((E)-2-p-Tolyl-vinyl)-carbamic acid methyl ester 
• 74533-76-9 3-(4-methylphenyl)propanamide 
• 36650-37-0 p,p'-Dimethyl-α-truxillamid 
• 83790-73-2 (E)-N-(Bis-methylsulfanyl-methylene)-3-p-tolyl-acrylamide 
• 366016-64-0 4-Chloromethyl-2-[(E)-2-(4-methylphenyl)ethenyl]-1,3-oxazole 
• 7474-19-3 3,3-diphenylpropionamide 
• 680191-19-9 3-(4-methylphenyl)-3-phenylpropanamide 

Relevant articles and documents

Mizoroki–Heck Cross-Coupling of Acrylate Derivatives with Aryl Halides Catalyzed by Palladate Pre-Catalysts

The Mizoroki–Heck (MH) reaction involving aryl halides with various acrylates and acrylamides has been studied using air and moisture-stable imidazolium-based palladate pre-catalysts. These pre-catalysts can be converted into Pd-NHC species (NHC = N-heterocyclic carbene) under catalytic conditions and are capable of facilitating the Mizoroki–Heck reaction of aryl halides with various acrylates. The effects of solvent, catalyst loading, temperature and bases on the reaction outcome have been investigated. Various coupling partners were tolerated under the optimal reaction conditions catalyzed by palladate 1, [SIPr·H][Pd(η3-2-Me-allyl)Cl2]. The efficiency of the optimized synthetic methodology was tested on various aryl halides and substituted acrylates as well as acrylamides. The MH reaction yielded the coupled products in good to excellent isolated yields (up to 98%).

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides

Cu(II)-catalyzed reaction of α-keto thioesters with trimethylsilyl azide (TMSN3) proceeds with the transformation of the thioester group into urea through C-C and C-S bond cleavages, constituting a practical and straightforward synthesis of N-acylureas. When diphenyl phosphoryl azide (DPPA) is used instead as the azide source in an aqueous environment, primary amides are formed via substitution of the thioester group. The reactions are proposed to proceed through Curtius rearrangement of the initially formed α-keto acyl azide to generate an acyl isocyanate intermediate, which reacts further with an additional amount of azide or water and rearranges to afford the corresponding products. To demonstrate the potentiality of the method, one-step syntheses of pivaloylurea and isovaleroylurea, displaying anticonvulsant activities, have been carried out.

Heck arylation of conjugated alkenes with aryl bromides or chlorides catalyzed by immobilization of palladium in MCM-41

A new 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized palladium(II) complex [MCM-41-2N-PdCl2] was conveniently synthesized from commercially available and cheap 3-(2-aminoethylamino) propyltrimethoxysilane via immobilization on MCM-41, followed by reacting with palladium chloride. It was found that this heterogeneous palladium complex is a highly efficient catalyst for Heck arylation of conjugated alkenes with aryl bromides or chlorides using tetrabutylammonium bromide as additive and can be reused for at least six consecutive trials without any decreases in activity.