276685

Methacrylic anhydride

contains 2,000 ppm topanol A as inhibitor, ≥94%

• Synonym(s): Methacrylic acid anhydride
• Linear Formula: [H₂C=C(CH₃)CO]₂O
• CAS Number: 760-93-0
• Molecular Weight: 154.16
• Beilstein: 1761982
• MDL number: MFCD00008586
• PubChem Substance ID: 24856712
• NACRES: NA.23

Properties

• Quality Level: 200
• Assay: ≥94%
• form: liquid
• contains: 2,000 ppm topanol A as inhibitor
• refractive index: n20/D 1.453 (lit.)
• bp: 87 °C/13 mmHg (lit.)
• density: 1.035 g/mL at 25 °C (lit.)
• SMILES string: CC(=C)C(=O)OC(=O)C(C)=C
• InChI: 1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3
• InChI key: DCUFMVPCXCSVNP-UHFFFAOYSA-N

Description

General description

The copolymerization of methacrylic anhydride at 36.6^oC produces its polymer. It can be prepared directly from the corresponding acids through the use of dehydrating agents and indirectly from the reaction of sodium salts of the acids with corresponding acid chlorides.
Gelatins prepared from methayacrylamide hydrogel have high storage modulus.

Application

Methacrylic anhydride can be 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.

It can be used as a methacrylating agent to prepare high-performance lignin-based thermosets.

It can also 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.
• Intramolecularly cross-linked macromolecules (ICMs) with higher intramolecular cross-link density via iniferter-mediated polymerization.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302 + H332 - H315 - H317 - H318 - H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point(F): 183.2 °F - closed cup
• Flash Point(C): 84 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves