Merck
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276685

Sigma-Aldrich

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:
Molecular Weight:
154.16
Beilstein:
1761982
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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General description

The copolymerization of methacrylic anhydride at 36.6oC produces its polymer.[1] 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.[2]
Gelatins prepared from methayacrylamide hydrogel have high storage modulus.[3]

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.

Packaging

100, 500 mL in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

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

Certificate of Analysis

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Certificate of Origin

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