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Methacrylic anhydride

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CAS:760-93-0
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Methacrylic anhydride manufacturers

  • methacrylic anhydride
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  • $0.00 / 50kg
  • 2024-04-28
  • CAS:760-93-0
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  • Methacrylic anhydride
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  • $5.00 / 200kg
  • 2024-04-28
  • CAS:760-93-0
  • Min. Order: 1kg
  • Purity: ≥98%
  • Supply Ability: 200mt/year
  • Methacrylic anhydride
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  • $6.00 / 1KG
  • 2024-04-23
  • CAS:760-93-0
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Methacrylic anhydride Basic information
Product Name:Methacrylic anhydride
Synonyms:2-Propenoicacid,2-methyl-,anhydride;Methylacrylic acid anhydride;Methacryloyl anhydride;methacryloylanhydride;Methacrylic anhydride contains 2,000 ppM topanol A as inhibitor, 94%;3-Methyl-2-oxobut-3-enoyl 3-Methyl-2-oxobut-3-enoate;Methacrylic anhydride, 94%, stabilized;Methacrylic anhydride, stabilized with &ap:0.2% 2,4-dimethyl-6-tert-butylphenol
CAS:760-93-0
MF:C8H10O3
MW:154.17
EINECS:212-084-8
Product Categories:Organic acids;Carbonyl Compounds;Carboxylic Acid Anhydrides;Organic Building Blocks;Anhydride Monomers;Monomers;Polymer Science;760-93-0
Mol File:760-93-0.mol
Methacrylic anhydride Structure
Methacrylic anhydride Chemical Properties
Melting point -20°C
Boiling point 87 °C13 mm Hg(lit.)
density 1.04 g/mL at 20 °C
vapor pressure 90Pa at 20℃
refractive index n20/D 1.453(lit.)
Fp 184 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Miscible with ethanol and ether.
form clear liquid
color Colorless to Light yellow to Light orange
Water Solubility 98g/L at 20℃
Sensitive Moisture Sensitive
BRN 1761982
Stability:Stable. Flammable. Moisture-sensitive.
InChIKeyDCUFMVPCXCSVNP-UHFFFAOYSA-N
LogP1.23
CAS DataBase Reference760-93-0(CAS DataBase Reference)
NIST Chemistry ReferenceMethacrylic anhydride(760-93-0)
EPA Substance Registry SystemMethacrylic anhydride (760-93-0)
Safety Information
Hazard Codes Xn
Risk Statements 20-37/38-41
Safety Statements 26-39
RIDADR UN 3265 8/PG 2
WGK Germany 1
RTECS OZ5700000
10-21
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29161900
Hazardous Substances Data760-93-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Methyl-2-Propenoic acid anhydride English
SigmaAldrich English
ALFA English
Methacrylic anhydride Usage And Synthesis
DescriptionMethacrylic anhydride is a reactive monomer used primarily as a monomer in the preparation of polymers, particularly poly(methacrylic acid) and its copolymers. The reaction mechanism involves the formation of covalent bonds between methacrylic acid and acetic anhydride molecules, resulting in the formation of a novel compound. The newly formed compound then undergoes a series of reactions including hydrolysis and polymerisation. Methacrylic anhydride produces polymers with good chemical and thermal stability, which are used in a wide range of applications in various industries such as bio-renewable resins, pH-sensitive hydrogels, thermoset plastics, coatings, adhesives and plastics.
Chemical PropertiesMethacrylic anhydride is a colorless transparent liquid which reacts with water exothermically. It can also react with hydroxyl- and amino-groups present in some organic compounds leading to covalent attachment of methacryloyl moieties.
UsesMethacrylic anhydride is a reactive monomer used for the preparation of different type of monomers under mild reaction conditions. It finds applications in light-curing coatings, cross-linked materials like synthetic resin. It acts as an intermediate for the preparation of fibers and resins.
PreparationTo synthesize Methacrylic anhydride, sodium methacrylate (1 mol), propionyl chloride (3 mol), and a polymerization inhibitor (0.1 mol) were added to a reaction kettle. The mixture was heated to 90-100 ℃ and refluxed for 8 hours. Methacrylic anhydride was then obtained by distilling and collecting fractions at 100-105 ℃. The yield of the product was 98.33%.
ApplicationMethacrylic anhydride can be used as a starting material to synthesize:
Methacrylated chondroitin sulfate pH-sensitive hydrogels by copolymerization reaction. These hydrogels can be used in drug delivery systems.
High-performance lignin-based thermosets.
Gel polymer electrolyte, which is then integrated with the cathode to form high-performance lithium-ion batteries.
Methacrylic anhydride can be also used as a precursor to synthesize bio-renewable resins for composite applications. For example, it can be used to prepare soybean oil and a eugenol-based resin system. This resin possesses high thermal stability, and good mechanical properties, which makes it a suitable matrix for the pultrusion process.
General DescriptionLiquid.
Air & Water ReactionsReacts exothermically with water to form methacrylic acid.
Reactivity ProfileMethacrylic anhydride reacts exothermically with water. The reactions are sometimes slow, but can become violent when local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.
Fire Hazard(Non-Specific -- Methacrylic Acid) Methacrylic anhydride may burn but may not ignite readily. Flammable/ poisonous gases may accumulate in tanks and hopper cars. Some of these materials may ignite combustibles (wood, paper, oil, etc.).
SynthesisIn a 300 ml four-necked flask equipped with a stirrer and a thermometer, pure air was charged with 148.6 mL of acetone, 49.5 g (0.46 mol) of potassium methacrylate, 49.5 mg of 4-methoxyphenol, and 49.5 mg of phenothiazine under an ice bath. It was stirred and dispersed. 25.0 g (0.22 mol) of MsCl was added dropwise thereto over 30 minutes. Then, the mixture was stirred under an ice bath, and when it was confirmed that the exotherm had subsided, the outside temperature was set to 25 ° C., and the reaction was followed by GC while aging for 1 hour. As a result, it was confirmed that MsCl had disappeared. The conversion rate of the crude body was 99.0%. After completion of the reaction, the mixture was filtered using a filter paper, washed with 100 mL of acetone three times, and then acetone was distilled off under reduced pressure to obtain 27.8 g of crude methacrylic anhydride (crude yield 101.0% with respect to MsCl, GC). Purity 98.0%) was obtained. Subsequently, the crude product was distilled under reduced pressure under pure air to obtain 26.1 g of methacrylic anhydride (b.p.53 ° C. (O.4 kPa), yield 94.8% with respect to MsCl, GC purity 99.6%).
Purification MethodsDistil the anhydride at 2mm pressure, immediately before use, in the presence of hydroquinone. [Beilstein 2 IV 1537.]
Tag:Methacrylic anhydride(760-93-0) Related Product Information
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