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Sigma-Aldrich

Glycidyl methacrylate

≥97.0% (GC)

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Synonym(s):
GMA, 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester
Empirical Formula (Hill Notation):
C7H10O3
CAS Number:
Molecular Weight:
142.15
Beilstein:
2506
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (GC)

form

liquid

contains

~0.01% hydrochinone monomethylether as stabilizer

refractive index

n20/D 1.449 (lit.)
n20/D 1.450

bp

189 °C (lit.)

density

1.075 g/mL at 20 °C
1.042 g/mL at 25 °C (lit.)

SMILES string

CC(=C)C(=O)OCC1CO1

InChI

1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3

InChI key

VOZRXNHHFUQHIL-UHFFFAOYSA-N

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Application

Glycidyl methacrylate (GMA) is an epoxy-functional monomer generally used to derivatize polymers. It can also undergo polymerization to form poly (glycidyl methacrylate).

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Corr. 1C - Skin Sens. 1 - STOT RE 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

168.8 °F - closed cup

Flash Point(C)

76 °C - closed cup


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Effect of glycidyl methacrylate (GMA) on the thermal, mechanical and morphological property of biodegradable PLA/PBAT blend and its nanocomposites.
Kumar M, et al.
Bioresource Technology, 101(21), 8406-8415 (2010)
Biologically active polymers: synthesis and antimicrobial activity of modified glycidyl methacrylate polymers having a quaternary ammonium and phosphonium groups.
Kenawy E-R, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 50(1-2), 145-152 (1998)
Synthesis, characterization, and polymerization of glycidyl methacrylate derivatized dextran.
van Dijk-Wolthuis WNE, et al.
Macromolecules, 28(18), 6317-6322 (1995)
Congying Gu et al.
Electrophoresis, 32(19), 2727-2737 (2011-10-11)
Glycidyl methacrylate-bonded β-cyclodextrin (GMA-β-CD) is synthesized as a new chiral monomer by direct chemical bonding with GMA using a fast and simple alternative procedure. Next, rigid and homogenous monolithic columns were prepared by polymerization of GMA-β-CD monomer with ethylene dimethacrylate
Liang Yuan et al.
Analytical chemistry, 83(17), 6800-6809 (2011-08-03)
A signal amplification strategy for sensitive detection of tumor necrosis factor-alpha (TNF-α) using quantum dots (QDs)-polymer-functionalized silica nanosphere as the label was proposed. In this approach, silica nanospheres with good monodispersity and uniform structure were employed as carriers for surface-initiated

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