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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:
2506
EC Number:
203-441-9
MDL number:
MFCD00005137
UNSPSC Code:
12352100
PubChem Substance ID:
329768028
NACRES:
NA.22

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

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)
Synthesis, characterization, and polymerization of glycidyl methacrylate derivatized dextran.
van Dijk-Wolthuis WNE, et al.
Macromolecules, 28(18), 6317-6322 (1995)
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
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
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