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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:
471201
EC Number:
202-597-5
MDL number:
MFCD00009161
UNSPSC Code:
12162002
PubChem Substance ID:
24854062
NACRES:
NA.25
Pricing and availability is not currently available.

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.[1] It may be used to study reactions of n-butyl acrylate and EMA with ozone in the gas phase.[2]

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H317,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

66.2 °F - closed cup

Flash Point(C)

19 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1421
MKCW2357
MKCT4629
MKCS9999
MKCV4375

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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)
Elena Torres et al.
Polymers, 12(8) (2020-08-06)
We aimed to study the distribution of hydroxyapatite (HA) and halloysite nanotubes (HNTs) as fillers and their influence on the hydrophobic character of conventional polymers used in the biomedical field. The hydrophobic polyester poly (ε-caprolactone) (PCL) was blended with its
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
Mengwei Pi et al.
Colloids and surfaces. B, Biointerfaces, 78(2), 193-199 (2010-03-30)
The nanoparticles composed of polystyrene core and poly[2-(diethylamino)ethyl methacrylate] (PDEA) hairy shell were used as colloidal templates for in situ silica mineralization, allowing the well-controlled synthesis of hybrid silica core-shell nanoparticles with raspberry-like morphology and hollow silica nanoparticles by subsequent
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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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