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779342

Sigma-Aldrich

Glycidyl methacrylate

≥97.0% (GC)

Synonym(s):

GMA, 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester

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About This Item

Empirical Formula (Hill Notation):
C7H10O3
CAS Number:
106-91-2
Molecular Weight:
142.15
Beilstein/REAXYS Number:
2506
EC Number:
203-441-9
MDL number:
MFCD00005137
UNSPSC Code:
12352100
PubChem Substance ID:
329768028
NACRES:
NA.22

Quality Level

200

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).

signalword

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

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

wgk_germany

WGK 3

flash_point_f

168.8 °F - closed cup

flash_point_c

76 °C - closed cup

Certificates of Analysis (COA)

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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)
Adam Blanazs et al.
Journal of the American Chemical Society, 133(41), 16581-16587 (2011-08-19)
Amphiphilic diblock copolymers composed of two covalently linked, chemically distinct chains can be considered to be biological mimics of cell membrane-forming lipid molecules, but with typically more than an order of magnitude increase in molecular weight. These macromolecular amphiphiles are
Synthesis, characterization, and polymerization of glycidyl methacrylate derivatized dextran.
van Dijk-Wolthuis WNE, et al.
Macromolecules, 28(18), 6317-6322 (1995)
Amir H Milani et al.
Biomacromolecules, 13(9), 2793-2801 (2012-08-11)
The use of injectable pH-responsive doubly cross-linked microgels (DX microgels) to improve the mechanical properties of degenerated intervertebral discs is demonstrated for the first time. The microgel comprised methyl methacrylate (MMA), methacrylic acid (MAA), ethyleneglycol dimethacrylate (EGD) and glycidyl methacrylate
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