Chemistry:Ethyl methacrylate

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Short description: Organic compound
Ethyl methacrylate
Ethyl methacrylate 200.svg
Names
Preferred IUPAC name
Ethyl 2-methylprop-2-enoate
Other names
Ethyl 2-methylpropenoate, Acryester E, Acryester BMA
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 202-597-5
RTECS number
  • OZ4550000
UNII
UN number 2277
Properties
C6H10O2
Molar mass 114.144 g·mol−1
Appearance colorless liquid
Density 0.9135 g/cm3
Boiling point 117 °C (243 °F; 390 K)
Hazards
GHS pictograms GHS02: FlammableGHS07: Harmful
GHS Signal word Warning
H225, H315, H317, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P332+313, P333+313, P337+313, P362, P363, P370+378, P403+233, P403+235
NFPA 704 (fire diamond)
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no codeNFPA 704 four-colored diamond
3
2
2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ethyl methacrylate is the organic compound with the formula C2H5O2CC(CH3)=CH2. A colorless liquid, it is a common monomer for the preparation of acrylate polymers.[1] It is typically polymerized under free-radical conditions.[2]

Ethyl methacrylate was first obtained by treating 2-hydroxyisobutyric acid with phosphorus pentachloride in an apparent dehydration reaction.[3]

Environmental issues and health hazards

The acute toxicity of the related butyl methacrylate is the LD50 is 20 g/kg (oral, rat). Acrylate esters irritate the eyes and can cause blindness.[1]

See also

References

  1. 1.0 1.1 Bauer, Jr., William (2002). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a16_441. .
  2. Granel, C.; Dubois, Ph.; Jérôme, R.; Teyssié, Ph. (1996). "Controlled Radical Polymerization of Methacrylic Monomers in the Presence of a Bis(ortho-chelated) Arylnickel(II) Complex and Different Activated Alkyl Halides". Macromolecules 29 (27): 8576–8582. doi:10.1021/ma9608380. Bibcode1996MaMol..29.8576G. 
  3. E. Frankland, B. F. Duppa (1865). "Untersuchungen über Säuren aus der Acrylsäure-Reihe; 1) Umwandlung der Säuren aus der Milchsäure-Reihe in die der Acrylsäure-Reihe". Justus Liebigs Annalen der Chemie 136: 12. doi:10.1002/jlac.18651360102. https://zenodo.org/record/1427247.