Methacrylic anhydride - ≥94%, contains 0.2% topanol CA as stabilizer , CAS No.760-93-0

CAS: 760-93-0 Cat. No.: M102519 Formula: [H₂C=C(CH₃)CO]₂O Molecular Weight: 154.16 Beilstein Registry Number: 1761982 EC Number: 212-084-8

GRADE & PURITY ≥94%, contains 0.2% topanol CA as stabilizer

Synonyms

2-Propenoic acid, 2-methyl-, 1,1'-anhydride | 2-methylacrylic anhydride | AKOS009029007 | 2-Methyl-2-propenoic acid anhydride | UNII-N2RJR03340 | MFCD00008586 | 2-methylprop-2-enoyl 2-methylprop-2-enoate | Methacrylic anhydride, contains 2,000 ppm topanol

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Methacrylic anhydride is an organic compound derived from methacrylic acid, which belongs to the class of acrylic acids. It is primarily employed as a monomer in the production of polymers, particularly poly(methacrylic acid) and its copolymers. These polymers find applications in a wide range of industries, including bio-renewable resins, pH-sensitive hydrogels, thermosets, coatings, adhesives, and plastics, due to their excellent chemical and thermal stability. In the polymerization of methacrylic anhydride, the most common inhibitor used is Topanol A. It is typically added in small quantities (2,000 ppm) to hinder undesirable side reactions during the polymerization, ensuring controlled and high-quality polymer formation.
Purpose
Methacrylic 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.

Specifications

Synonyms

2-Propenoic acid, 2-methyl-, 1,1'-anhydride | 2-methylacrylic anhydride | AKOS009029007 | 2-Methyl-2-propenoic acid anhydride | UNII-N2RJR03340 | MFCD00008586 | 2-methylprop-2-enoyl 2-methylprop-2-enoate | Methacrylic anhydride, contains 2,000 ppm topanol

Specifications & Purity

≥94%, contains 0.2% topanol CA as stabilizer

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥94%

Names and Identifiers

Pubchem Sid

508814868

Canonical Smiles

CC(=C)C(=O)OC(=O)C(=C)C

IUPAC Name

2-methylprop-2-enoyl 2-methylprop-2-enoate

InChIKey

DCUFMVPCXCSVNP-UHFFFAOYSA-N

INCHI

1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3

Isomeric SMILES

CC(=C)C(=O)OC(=O)C(=C)C

WGK Germany

1

RTECS

OZ5700000

UN Number

3265

Packing Group

I

Molecular Weight

154.16

Beilstein

1761982

Reaxy-Rn

1761982

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1761982&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Carboxylic acid anhydrides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with ethanol and ether.
• Sensitivity: Moisture & Heat & light sensitive.
• Refractive Index: 1.453
• Flash Point(°C): 83 °C
• Boil Point(°C): 87 °C/13 mmHg (lit.)
• Melt Point(°C): -109°C
• Molecular Weight: 154.160 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 154.063 Da
• Monoisotopic Mass: 154.063 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 201.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1