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

Sigma-Aldrich

276685

Methacrylic anhydride

Acetic anhydride ACS reagent, ≥98.0%

Sigma-Aldrich

242845

Acetic anhydride

assay

≥94%

assay

97%

assay

≥99%

assay

≥98.0%

form

liquid

form

liquid

form

-

form

liquid

contains

2,000 ppm topanol A as inhibitor

contains

≤250 ppm monomethyl ether hydroquinone as inhibitor

contains

≤50 ppm monomethyl ether hydroquinone as inhibitor

contains

-

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.390 (lit.)

bp

87 °C/13 mmHg (lit.)

bp

67 °C/3.5 mmHg (lit.)

bp

67 °C/3.5 mmHg (lit.)

bp

138-140 °C (lit.)

density

1.035 g/mL at 25 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

density

1.08 g/mL (lit.)

General description

The copolymerization of methacrylic anhydride at 36.6oC 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.

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

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