- Methyl methacrylate
Methyl methacrylate Identifiers CAS number ChemSpider UNII KEGG ChEBI ChEMBL RTECS number OZ5075000 Jmol-3D images Image 1 Properties Molecular formula C5H8O2 Molar mass 100.12 g mol−1 Appearance Colorless liquid Density 0.94 g/cm³ Melting point
-48 °C, 225 K, -54 °F
101 °C, 374 K, 214 °F
Solubility in water 1.5 g/100 ml Viscosity 0.6 cP at 20 °C Structure Dipole moment 1.6-1.97 D Hazards MSDS External MSDS Main hazards Flammable Flash point 2 °C (36 °F) Autoignition
435 °C (815 °F) Supplementary data page Structure and
n, εr, etc. Thermodynamic
Solid, liquid, gas
Spectral data UV, IR, NMR, MS (what is: /?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Methyl methacrylate is an organic compound with the formula CH2=C(CH3)COOCH3. This colourless liquid, the methyl ester of methacrylic acid (MAA) is a monomer produced on a large scale for the production of poly(methyl methacrylate) (PMMA).
The compound is manufactured by several methods, the principal one being the acetone cyanohydrin (ACH) route, using acetone and hydrogen cyanide as raw materials. The intermediate cyanohydrin is converted with sulfuric acid to a sulfate ester of the methacrylamide, methanolysis of which gives ammonium bisulfate and MMA. Although widely used, the ACH route coproduces substantial amounts of ammonium sulfate. Some producers start with an isobutylene or, equivalently, tert-butanol, which is sequentially oxidized first to methacrolein and then to methacrylic acid, which is then esterified with methanol. Propene can be carbonylated in the presence of acids to isobutyric acid, which undergoes subsequent dehydrogenation. The combined technologies afford more than 3 billion kilograms per year. MMA can also be prepared from methyl propionate and formaldehyde.
The principal application, consuming approximately 80% of the MMA, is the manufacture of polymethyl methacrylate acrylic plastics (PMMA). Methyl methacrylate is also used for the production of the co-polymer methyl methacrylate-butadiene-styrene (MBS), used as a modifier for PVC. Also used in fracture repair in small exotic animal species using internal fixation.
In 2010 the world experienced an MMA shortage, believed to be due to production facilities shutting down for economic reasons. One of the largest producers, Dow Chemical, surprised many purchasers when they announced a six month shut down of their plant that produced 60% of MMA.
- ^ William Bauer, Jr. "Methacrylic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. DOI: 10.1002/14356007.a16_441. Article Online Posting Date: June 15, 2000
- ^ http://www.chemsystems.com/reports/search/docs/abstracts/0405-2_abs.pdf
- ^ http://www.npr.org/templates/story/story.php?storyId=127095942
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methyl methacrylate — n a volatile flammable liquid ester C5H8O2 that polymerizes readily and is used esp. as a monomer for acrylic resin * * * a methyl ester of methacrylic acid, which polymerizes to form polymethyl methacrylate; used in the manufacture of acrylic… … Medical dictionary
methyl methacrylate — noun 1. : a volatile flammable liquid ester CH2 . C(CH3)COOCH3 that polymerizes readily (as in the presence of a peroxide) 2. or methyl methacrylate resin : an acrylic resin made by polymerization of monomeric methyl methacrylate * * * Chem. a… … Useful english dictionary
methyl methacrylate — metilmetakrilatas statusas T sritis chemija formulė CH₂=C(CH₃)COOCH₃ atitikmenys: angl. methyl methacrylate rus. метилметакрилат; метиловой эфир метакриловой кислоты ryšiai: sinonimas – 1 (metoksikarbonil) 1 metiletilenas … Chemijos terminų aiškinamasis žodynas
methyl methacrylate — noun The methyl ester of methacrylic acid, CH:C(CH)COOCH, used as a monomer in the manufacture of polymethyl methacrylate plastics … Wiktionary
methyl methacrylate — noun Date: 1933 a volatile flammable liquid C5H8O2 that polymerizes readily and is used especially as a monomer for resins … New Collegiate Dictionary
methyl methacrylate — Chem. a colorless, volatile, flammable, water insoluble, liquid, unsaturated ester, C5H8O2, that polymerizes readily to a clear plastic. Cf. Lucite, Plexiglas. [1930 35] * * * … Universalium
methyl methacrylate — meth′yl methac′rylate n. chem. a colorless, volatile, flammable liquid, C5H8O2, an unsaturated ester of methacrylic acid that polymerizes readily to a clear plastic • Etymology: 1930–35 … From formal English to slang
methyl methacrylate — /mɛθəl məˈθækrəleɪt/ (say methuhl muh thakruhlayt) noun a colourless volatile liquid, CH2C(CH3)COOCH3, which polymerises to form a clear, transparent thermoplastic, as perspex or plexiglas … Australian English dictionary
Methyl methacrylate (data page) — This page provides supplementary chemical data on Methyl methacrylate. Contents 1 Material Safety Data Sheet 2 Structure and properties 3 Thermodynamic properties 4 Spectr … Wikipedia
methyl methacrylate resin — noun see methyl methacrylate 2 … Useful english dictionary