23578-45-2

Basic information

• Product Name: N-Methacryloylglycine
• Synonyms: N-METHACRYLOYLGLYCINE;METHACRYLOYLAMINOACETIC ACID;METHACRYLOYLGLYCINE;N-METHACRYL GLYCINE;N-METHACRYLOGLGLYCINE;Methacryloylaminoacetic acid Methacryloylglycine;METHACRYL GLYCINE;Metacryloyl glycine
• CAS NO: 23578-45-2
• Molecular Formula: C₆H₉NO₃
• Molecular Weight: 143.14
• Mol File: 23578-45-2.mol

Chemical Properties

• Melting Point: 104 °C
• Boiling Point: 391.2 °C at 760 mmHg
• Flash Point: 190.4 °C
• Appearance: white crystal
• Density: 1.163 g/cm³
• Vapor Pressure: 3.28E-07mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: 2-8°C
• PKA: 3.56±0.10(Predicted)
• CAS DataBase Reference: N-Methacryloylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methacryloylglycine(23578-45-2)
• EPA Substance Registry System: N-Methacryloylglycine(23578-45-2)

Safety Data

• Hazardous Substances Data: 23578-45-2(Hazardous Substances Data)

Usage

Uses

Used in the Preparation of Fluorescence-Adjustable Europium-Containing Coordination Polymer Hydrogel Film:
N-Methacryloylglycine is used as a monomer in the preparation of fluorescence-adjustable europium-containing coordination polymer hydrogel films. Its incorporation into the hydrogel film allows for the fine-tuning of the film's fluorescence properties, making it a valuable component in the development of advanced optical materials and sensors.
Used in the Polymer Industry:
N-Methacryloylglycine is used as a monomer for the synthesis of polymers with specific properties. Its reactivity and versatility enable the creation of polymers with tailored characteristics, such as improved mechanical strength, thermal stability, or chemical resistance, depending on the desired application.
Used in the Medical Industry:
N-Methacryloylglycine can be used as a component in the development of biocompatible materials and coatings for medical devices. Its ability to form polymers with specific properties makes it a promising candidate for applications in drug delivery systems, tissue engineering, and other medical technologies.
Used in the Environmental Industry:
N-Methacryloylglycine can be utilized in the development of materials for environmental applications, such as water treatment and pollution control. The polymers derived from N-MAG can be designed to selectively adsorb or remove specific contaminants, making them valuable tools in the fight against environmental pollution.

InChI:InChI=1/C6H9NO3/c1-4(2)6(10)7-3-5(8)9/h1,3H2,2H3,(H,7,10)(H,8,9)

Upstream product

• 56-40-6 glycine 
• 920-46-7 Methacryloyl chloride 
• 79-41-4 poly(methacrylic acid) 
• 760-93-0 methacryloyl anhydride 

Downstream Products

• 76311-22-3 N-(methacrylamidoacetyl) benzylamine 
• 1372411-08-9 5-(N-methacryloylaminoacetoxy)-3,3-di(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 

Relevant articles and documents

Mineralization of synthetic polymer scaffolds: A bottom-up approach for the development of artificial bone

The controlled integration of organic and inorganic components confers natural bone with superior mechanical properties. Bone biogenesis is thought to occur by templated mineralization of hard apatite crystals by an elastic protein scaffold, a process we sought to emulate with synthetic biomimetic hydrogel polymers. Cross-linked polymethacrylamide and polymethacrylate hydrogels were functionalized with mineral-binding ligands and used to template the formation of hydroxyapatite. Strong adhesion between the organic and inorganic materials was achieved for hydrogels functionalized with either carboxylate or hydroxy ligands. The mineral-nucleating potential of hydroxyl groups identified here broadens the design parameters for synthetic bonelike composites and suggests a potential role for hydroxylated collagen proteins in bone mineralization.

Improving the Strategy and Performance of Molecularly Imprinted Polymers Using Cross-Linking Functional Monomers

A new strategy for monomer design has been investigated that combines interactive monomer functionality with a cross-linking format, giving as a result noncovalent molecularly imprinted polymers (MIPs) with improved performance. This strategy was explored under the premise that more functionality could be introduced without suffering performance losses due to reduced cross-linking. While this proved to be correct, equally important contributions to selectivity enhancement at the molecular level by conformation control and diastereomeric complexation were also discovered. Monomers derived from L-serine and L-aspartic acid were synthesized and used to prepare MIPs, with the best performance obtained for the MIP formulated with the serine-based cross-linker (N,O-bis-methacryloyl L-serine, 3), versus the aspartic-acid-based cross-linkers and the traditional methacrylic acid/ethylene glycol dimethacrylate (MAA/EGDMA) formulation. Quantitative structure selectivity relationship (QSSR) studies revealed that the improved performance of 3 was due to three key factors: (1) the cross-linking nature of this monomer; (2) control of conformational flexibility; (3) a strong influence of monomer chirality on enantioselectivity in MIPs.

A method of manufacturing a carboxylic acid monomer

PROBLEM TO BE SOLVED: To provide a method for producing a carboxylic acid monomer with a slight halide content by using an easily available carboxylic acid compound and (meth)acrylic anhydride as raw materials. SOLUTION: A carboxylic acid monomer such as 2-(methacryloyloxy)acetic acid, 2-(methacryloyloxy)propionic acid or 2-(methacryloyloxy)-2-phenylacetic acid is produced by reaction between the corresponding carboxylic acid compound having OH, SH or NH2group and (meth)acrylic anhydride. In this case, an OH-bearing carboxylic acid compound to be used is preferable as a raw material. COPYRIGHT: (C)2012,JPOandINPIT

An organic silicon compound containing polymerized amide, due to their tropicalis tool and silicon-containing polymer

There is provided a fast curing composition comprising an alpha, beta-unsaturated amido-containing organosilicon compound, useful in making water absorbing silicone-hydrogel films for biomedical devices, such as contact lens, and a process for producing these monomers. This invention also provides for hydrogels made from the alpha, beta-unsaturated amido-containing organosilicon compound described herein.

Synthesis and study of photochromic properties of copolymers based on functionalized chromenes

Chromenes functionalized with methacryl groups were synthesized and involved into the radical polymerization to obtain copolymers with ethyl acrylate. Comparison of spectral kinetic characteristics of poly(methyl methacrylate) glasses containing chromenes and photochromic copolymers as additives led to a conclusion that incorporation of a photochromic compound as a part of a copolymer into the polymeric glass increases efficiency of photocoloration of photochromic compounds in the polymeric layer.

Water soluble polymers containing amino acid residues for dental restoratives

Glass ionomer cements for dental restoratives with improved physical properties are produced by the present invention. Acryloyl and methacryloyl derivatives of amino acids are used in the invention to copolymerize with acrylic acid, methacrylic acid or various acrylic acid-comonomer mixtures to produce water soluble polycarboxylic acids.

Preparation and Enzymatic Hydrolysis of Polymers Anchoring Biphenyl-2-ol

Polymers anchoring fungicidal biphenyl-2-ol(BPOL) were prepared by the polymerization and copolymerization of 2-biphenylyl methacrylate(BPMA) with various comonomers such as styrene, vinyl acetate, 2-hydroxyethyl methacrylate, N-methacryloylglycine, and N-methacryloyl-DL-alanine.The reactivity ratios of BPMA with the comonomers were evaluated.The α-chymotrypsin-catalyzed hydrolysis of the polymers was also studied.The release of BPOL from the polymers was represented by means of the Michaelis constant Km and the catalytic-rate constant kcat.The BPMA homopolymer gave higher Km and kcat values than the copolymers, and the copoly mers with a higher content of substrate units underwent cleavage more readily.It was found that the hydrolysis of the polymeric substrates is affected by the structure and character of the comonomer rather than the arrangement order of the repeating monomer units in the polymer sequence.

Enzymes immobilisees. 14 : Immobilisation de la chymotrypsine prealablement protegee par un inhibiteur macromoleculaire synthetique

A new water-soluble acrylic copolymer 13, with spacer-arms bearing N-(4-phenylbutyl)amido groups, was sythesized and was efficiently used to protect α-chymotrypsin during immobilization of the latter on Acaprosuc, an insoluble cross-linked polyacrylic gel whose side-chains end with reactive N-siccinimidyl ester groups.The insoluble chymotrypsin/Acaprosuc conjugates prepared in the presence of the polyinhibitor 13 were twice as active towards heamoglobin, and 2 to 4 times as active towards ATEE, as the corresponding conjugates prepared in the absence of the polyinhibitor 13.These results represent a generalization of the enzyme protection/immobilization/deprotection method which was developed in our laboratory some years ago in the particular case of trypsin.

N-Acylglycines: Gas chromatographic mass spectrometric identification and determination in urine by selected ion monitoring

Eleven biologically interesting N-acylglycines have been synthesized and the gas chromatographic and mass spectrometric properties of their trimethylsilyl derivatives studied. A sharp and reproducible gas chromatographic peak could be obtained for each n-acylglycine as the N,O-bis(trimethylsilyl)-N-acylglycine. By the use of these derivatives a sensitive and specific selected ion monitoring method for the determination of N-acylglycines in human urine has been developed.