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234893

Sigma-Aldrich

Ethyl methacrylate

contains 15-20 ppm monomethyl ether hydroquinone as inhibitor, 99%

Synonym(s):

2-Methyl-2-propenoic acid

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About This Item

Linear Formula:
CH2=C(CH3)COOC2H5
CAS Number:
97-63-2
Molecular Weight:
114.14
Beilstein/REAXYS Number:
471201
EC Number:
202-597-5
MDL number:
MFCD00009161
UNSPSC Code:
12162002
PubChem Substance ID:
24854062
NACRES:
NA.25

vapor density

>3.9 (vs air)

vapor pressure

15 mmHg ( 20 °C)

assay

99%

form

liquid

autoignition temp.

771 °F

contains

15-20 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.413 (lit.)

bp

118-119 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)C(C)=C

InChI

1S/C6H10O2/c1-4-8-6(7)5(2)3/h2,4H2,1,3H3

InChI key

SUPCQIBBMFXVTL-UHFFFAOYSA-N

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General description

Ethyl methacrylate (EMA) is a monomer commonly used in the field of polymer industries. It is an ester of methacrylic acid and ethanol and is a colorless liquid with a characteristic odor. EMA is widely used in the production of various polymers such as poly(methyl methacrylate) (PMMA), poly(ethyl acrylate) (PEA), and ethylene-EMA (EE). These polymers find their application in various fields, including medical implant devices, packaging, paper coatings, textile coatings, emulsion polymers, and plastics.

Ethyl methacrylate is a readily polymerizable monomer used for certain types of acrylic resins. The monomethyl ether hydroxyl quinone present in it is an inhibitor that prevents polymerization.

Application

Ethyl methacrylate (EMA) can be used as a monomer in the following applications:
  • To synthesize artificial nanosized latexes of poly(styrene-co-methyl methacrylate) or poly(styrene-co-ethyl methacrylate), which are in producing drug-releasing films.
  • In the production of additive-manufactured methacrylate-based resins used in dentistry.
  • In the synthesis of a star-shaped block copolymer electrolyte for all-solid-state lithium batteries.
  • In the synthesis of a copolymer used as a matrix for semiconductor nanoparticles, which is crucial for the formation of a stable matrix for the quantum dots-copolymer composite material used in optoelectronic applications.
It can also be used to prepare copolymers of EMA on waxy maize starch and hydroxypropyl starch, the potential application of these copolymers are as excipients for compressed non-disintegrating matrix tablets. It may be used to study reactions of n-butyl acrylate and EMA with ozone in the gas phase.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

66.2 °F - closed cup

flash_point_c

19 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Reactions of n-butyl acrylate and ethyl methacrylate with ozone in the gas phase, Computational and Theoretical Chemistry
Sun Y, et al.
Computational & Theoretical Chemistry, 1039, 33-39 (2014)
K Dharmalingam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(2), 467-470 (2007-06-02)
Molecular interaction between alcohols (1-propanol, 1-butanol, s-butanol, t-butanol, 1-pentanol, 1-heptanol, 1-octanol and 1-decanol) with ethyl methacrylate has been studied in n-heptane, CCl(4) and benzene at 298K using FTIR spectroscopic and dielectric methods. The result obtained from both the methods indicates
Debra T Auguste et al.
Biomaterials, 27(12), 2599-2608 (2005-12-29)
Triggered release of adsorbed polymers from liposomes enables protection against immune recognition during circulation and subsequent intracellular delivery of DNA. Polycationic blocks, poly[2-(dimethylamino) ethyl methacrylate] (DMAEMA) (0.8, 3.1, 4.9, or 9.8 kg/mol) or polylysine (K) (3 kg/mol), act as anchors
Jacobo Otero-Romaní et al.
Talanta, 79(3), 723-729 (2009-07-07)
The capabilities of a synthesized ionic imprinted polymer (IIP), originally prepared for Ni recognition/pre-concentration from seawater, have been evaluated for other trace elements pre-concentration. The polymer has been synthesized by the precipitation polymerization technique using a ternary pre-polymerization complex formed
M C Rusu et al.
Journal of materials science. Materials in medicine, 19(7), 2609-2617 (2008-01-17)
Bromine-containing methacrylate, 2-(2-bromopropionyloxy) ethyl methacrylate (BPEM), had been used in the formulation of acrylic radiopaque cements. The effect of this monomer incorporated into the liquid phase of acrylic bone cement, on the curing parameters, thermal properties, water absorption, density, compression
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