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151238

Sigma-Aldrich

Glycidyl methacrylate

97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):

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:
12162002
PubChem Substance ID:
24849103
NACRES:
NA.23

Quality Level

300

Assay

97%

form

liquid

contains

100 ppm monomethyl ether hydroquinone as inhibitor

impurities

0.02% epichlorohydrin

refractive index

n20/D 1.449 (lit.)

bp

189 °C (lit.)

density

1.042 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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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General description

Glycidyl methacrylate (GMA) is a polyfunctional monomer. It acts as an adhesion promoting crosslinking co-monomer for acrylic and vinyl resins. It is also a reactive colorless diluent. GMA is soluble in ethanol, acetone, diethyl ether, benzene.

Application

Glycidyl methacrylate dextran (GMA) has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4318
MKCM5823
MKCL3263
MKCK5411
MKCH4373

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Styrene-assisted melt free radical grafting of glycidyl methacrylate onto polypropylene
Cartier H and Hu GH
Journal of Polymer Science Part A: Polymer Chemistry, 36(7), 1053-1063 (1998)
Molded? macroporous poly (glycidyl methacrylate-co-trimethylolpropane trimethacrylate) materials with fine controlled porous properties: preparation of monoliths using photoinitiated polymerization
Viklund C, et al
Chemistry of Materials, 9(2), 463-471 (1997)
Liang Yuan et al.
Biosensors & bioelectronics, 38(1), 79-85 (2012-07-07)
A novel label-free immunosensing strategy for sensitive detection of tumor necrosis factor-alpha antigen (TNF-α) via surface-initiated atom transfer radical polymerization (SI-ATRP) was proposed. In this strategy, the Au electrode was first modified by consecutive SI-ATRP of ferrocenylmethyl methacrylate (FMMA) and
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
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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