51727-47-0

Basic information

• Product Name: 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate
• Synonyms: 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate;2-methyl-2-propenoic acid 2-[[(phenylamino)carbonyl]oxy]ethyl ester;2-Methylpropenoic acid 2-[[(phenylamino)carbonyl]oxy]ethyl ester;Phenylcarbamic acid 2-(methacryloyloxy)ethyl ester;2-Propenoic acid, 2-methyl-, 2-(((phenylamino)carbonyl)oxy)ethyl ester;Einecs 257-359-3
• CAS NO: 51727-47-0
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.2625
• EINECS: 257-359-3
• Mol File: 51727-47-0.mol

Chemical Properties

• Melting Point: 58-60 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 337.1°C at 760 mmHg
• Flash Point: 157.7°C
• Appearance: /
• Density: 1.188g/cm³
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.549
• PKA: 13.31±0.70(Predicted)
• CAS DataBase Reference: 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate(51727-47-0)
• EPA Substance Registry System: 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate(51727-47-0)

Safety Data

• Hazardous Substances Data: 51727-47-0(Hazardous Substances Data)

Usage

Uses

Used in Dental Materials:
2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate is used as a key ingredient in dental materials for its capacity to create strong, durable bonds that are essential for the longevity and stability of dental restorations.
Used in Adhesives:
In the adhesives industry, 2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate is utilized as a component in high-performance adhesive formulations, leveraging its strong bonding capabilities and excellent adhesion properties to ensure robust connections between various substrates.
Used in Coatings:
2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate is employed as a component in the production of coatings, where its polymerization properties contribute to the creation of durable and long-lasting protective layers on a range of surfaces.
Used in Specialty Chemicals and Materials Synthesis:
2-[[(phenylamino)carbonyl]oxy]ethyl methacrylate is also used as a building block in the synthesis of specialty chemicals and materials for a variety of industrial applications, capitalizing on its reactivity and polymerization characteristics to develop innovative products with specific performance attributes.

InChI:InChI=1/C13H15NO4/c1-10(2)12(15)17-8-9-18-13(16)14-11-6-4-3-5-7-11/h3-7H,1,8-9H2,2H3,(H,14,16)

Upstream product

• 868-77-9 2-methyl-2-propenoic acid 2-hydroxyethyl ester 
• 103-71-9 phenyl isocyanate 

Relevant articles and documents

Evaluation of a potential ionic contribution to the polymerization of highly reactive (meth)acrylate monomers

Monovinyl methacrylic and acrylic monomers that exhibit enhanced photopolymerization reactivities were studied to discern a possible secondary polymerization mechanism that involves an anionic contribution to the polymerization. To test for this possible anionic contribution, a strong acid, methanesulfonic acid, was added in small quantities to each of the (meth)acrylic monomers, and the steady-state photopolymerization rate was monitored. Initial control studies with conventional free-radical polymerizing monomers showed that the polymerization rate of these conventional (meth)acrylic monomers are not affected by small amounts of acid. Acid studies of secondary functionalized (meth)acrylate monomers, which typically exhibit rapid polymerization kinetics, demonstrated that the polymerization rate is decreased in these monomers by the addition of the strong acid. More specifically, the acid addition had a greater inhibitory effect on the monomers with faster bulk polymerization rates. The acid addition had a much more profound effect on the polymerization rate of the acrylate monomers compared to analogous methacrylate monomers. More specifically, addition of 250 ppm of the strong acid to the phenyl carbamate acrylate monomer showed that both the steady-state and unsteady-state polymerization profiles were similar to that of a traditional free-radical acrylate monomer. All experiments indicate that an anionic contribution to the polymerization is probable and has a profound impact on the polymerization rate.