methyl methacrylate
methyl 2-methylpropenoate
Identification
| Name | methyl methacrylate |
| IUPAC | methyl 2-methylprop-2-enoate |
| CAS Number | 80-62-6 |
| EINECS | 201-297-1 |
| FDA UNII | 196OC77688 |
| Molecular Formula | C5 H8 O2 |
| Molecular Weight | 100.11716000 |
| MDL Number | MFCD00008587 |
| Nikkaji Number | J3.532G |
| Beilstein | 0605459 |
| XlogP3 | 1.40 (est) |
Regulatory
| JECFA Food Flavoring | 1834 methyl 2-methyl-2-propenoate |
| DG SANTE Food Flavourings | 09.647 methyl methacrylate |
| DG SANTE Food Contact Materials | methyl methacrylate |
| FEMA Number | 4002 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 80-62-6 ; METHYL METHACRYLATE |
| FDA Mainterm (IAUFC) | 80-62-6 ; METHYL METHACRYLATE |
| FDA Regulation | FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.93300 to 0.93900 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.763 to 7.813 |
| Refractive Index | 1.40900 to 1.41500 @ 20.00 °C. |
| Melting Point | -49.00 to -47.00 °C. @ 760.00 mm Hg |
| Boiling Point | 98.00 to 100.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 36.889999 mmHg @ 25.00 °C. (est) |
| Vapor Density | 3.5 ( Air = 1 ) |
| Flash Point | 49.00 °F. TCC ( 9.44 °C. ) |
| logP (o/w) | 1.380 |
| Shelf Life | 12.00 month(s) or longer if stored properly. |
| Storage | refrigerate in tightly sealed containers. |
| Soluble in | propylene glycol |
Organoleptic Properties
| Odor Description | at 0.10 % in dipropylene glycol. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 7872 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 5000 mg/kg |
| Inhalation Toxicity | inhalation-dog LCLo 41200 mg/m3/3H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE\nKIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI', 'BEHAVIORAL: SLEEP\nBEHAVIORAL: EXCITEMENT\nVASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION']
Safety in Use
| Category | substances for use only as components of adhesives for food packaging, transporting, or holding food |
| IFRA Critical Effect | Dermal sensitization |
| Recommendation for methyl methacrylate usage levels up to | PROHIBITED: Should not be used as a fragrance ingredient. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.061 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 3900 (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| baked goods | - |
| beverages(nonalcoholic) | 2.00000 |
| beverages(alcoholic) | 4.00000 |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | 4.00000 |
| fish products | - |
| frozen dairy | - |
| fruit ices | 2.00000 |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | 2.00000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 7.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 5.00000 |
| Edible ices, including sherbet and sorbet (03.0) | 10.00000 |
| Processed fruit (04.1) | 7.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 10.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | 10.00000 |
| Meat and meat products, including poultry and game (08.0) | 5.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 5.00000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 5.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 10.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 5.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 10.00000 |
| Ready-to-eat savouries (15.0) | 20.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 5.00000 |
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Potential Uses
Natural Occurrence
Synonyms
acrylic acid, 2-methyl-, methyl ester
methacrylic acid methyl ester
methacrylic acid, methyl ester
2-(
methoxycarbonyl)-1-propene
methyl 2-methyl propenoate
methyl 2-methyl-2-propenoate
methyl 2-methylacrylate
methyl 2-methylprop-2-enoate
methyl 2-methylpropenoate
2-
methyl acrylic acid methyl ester
methyl ester of methacrylic acid
methyl methyl acrylate
methyl-2-methyl-2-propenoate
2-
methyl-2-propenoic acid methyl ester
2-
methylacrylic acid methyl ester
2-
methylacrylic acid, methyl ester
2-
methylmethacrylate
2-
propenoic acid, 2-methyl-, methyl ester
PubMed:
Determination of Carvedilol Enantiomers in Pharmaceutical Dosages by SBSE-HPLC Based on Diastereomer Formation.
PubMed:
Kinetic Study of Candida antarctica Lipase B Immobilization Using Poly(Methyl Methacrylate) Nanoparticles Obtained by Miniemulsion Polymerization as Support.
PubMed:
Synthesis and application of ion-imprinted polymer nanoparticles for the extraction and preconcentration of zinc ions.
PubMed:
Physicochemical and chromatographic characteristics of random amphiphilic copolymer aggregation in electrokinetic chromatography.
PubMed:
Antibacterial properties of tough and strong electrospun PMMA/PEO fiber mats filled with Lanasol--a naturally occurring brominated substance.
PubMed:
Characterisation and toxicological assessment of Neutral Methacrylate Copolymer for GRAS evaluation.
PubMed:
Color stability and flexural strength of poly (methyl methacrylate) and bis-acrylic composite based provisional crown and bridge auto-polymerizing resins exposed to beverages and food dye: an in vitro study.
PubMed:
Formation of poly(methyl methacrylate) thin films onto wool fiber surfaces by vapor deposition polymerization.
PubMed:
Assessment of methyl methacrylate genotoxicity by the micronucleus test.
PubMed:
Contemporary review of injectable facial fillers.
PubMed:
Signal detection and location-dependent noise in cone-beam computed tomography using the spatial definition of the Hotelling SNR.
PubMed:
Quantifying mixing using magnetic resonance imaging.
PubMed:
Preparing photochromic nanofibers and animal cells using a photochromic compound of 1',3',3'-trimethyl-6-nitrospiro (2H-1-benzopyran-2,2'-indoline).
PubMed:
Final report of the Cosmetic Ingredient Review Expert Panel safety assessment of polymethyl methacrylate (PMMA), methyl methacrylate crosspolymer, and methyl methacrylate/glycol dimethacrylate crosspolymer.
PubMed:
An alternative method for analysis of food taints using stir bar sorptive extraction.
PubMed:
Electrical percolation-based biosensor for real-time direct detection of staphylococcal enterotoxin B (SEB).
PubMed:
Effects of different food colorants and polishing techniques on color stability of provisional prosthetic materials.
PubMed:
Effects of different repolishing techniques on colour change of provisional prosthetic materials.
PubMed:
Histomorphometric and microchemical characterization of maturing dental enamel in rats fed a boron-deficient diet.
PubMed:
Precipitation as a simple and versatile method for preparation of optical nanochemosensors.
PubMed:
Sequential interpenetrating polymer networks produced from vegetable oil based polyurethane and poly(methyl methacrylate).
PubMed:
Physical properties of sequential interpenetrating polymer networks produced from canola oil-based polyurethane and poly(methyl methacrylate).
PubMed:
Optical resonance-enhanced absorption-based near-field immunochip biosensor for allergen detection.
PubMed:
PMMA particle-mediated DNA vaccine for cervical cancer.
PubMed:
Quantitative determination of amino acids in functional foods by microchip electrophoresis.
PubMed:
Modified capsular tension ring for cortical removal after implantation.
PubMed:
CE microchips: an opened gate to food analysis.
PubMed:
[Encapsulating hepatocytes with chitosan in physiological conditions].
PubMed:
Assessment of methyl methacrylate vapor toxicity on the rat tracheal epithelium.
PubMed:
Characterization of amphoteric multilayered thin films by means of zeta potential measurements.
PubMed:
Gel trapping of dense colloids.
PubMed:
The electrochemical behaviour of ferrocene in a photocurable poly(methyl methacrylate-co-2-hydroxylethyl methacrylate) film for a glucose biosensor.
PubMed:
Controlled release of tebuconazole from a polymer matrix microparticle: release kinetics and length of efficacy.
PubMed:
Radical-scavenging activity of butylated hydroxytoluene (BHT) and its metabolites.
PubMed:
Advantages of using non-isothermal bioreactors in agricultural waste water treatment by means of immobilized urease. Study on the influence of spacer length and immobilization method.
PubMed:
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.
PubMed:
Excimer laser retreatment of residual myopia following photoastigmatic refractive keratectomy for compound myopic astigmatism.
PubMed:
Polymeric microcapsules of alachlor and metolachlor: preparation and evaluation of controlled-release properties.
PubMed:
The sensitization potential of methyl methacrylate and ethyl methacrylate.
PubMed:
A new adhesive bonding material for the cementation of implantable devices in otologic surgery.
PubMed:
Chronic inhalation toxicity and oncogenicity of methyl methacrylate in rats and hamsters.
PubMed:
Proton nuclear magnetic resonance spectroscopic detection and determination of ethylene glycol dimethacrylate as a contaminant of methyl methacrylate raw material.
PubMed:
Components of weasel and fox odors elicit fast wave bursts in the dentate gyrus of rats.
PubMed:
Optical performance of decentered monofocal intraocular lenses.
PubMed:
Optical quality testing of monofocal intraocular lens implants with a 3 mm and a 4 mm aperture.
PubMed:
On the clinical deformation of maxillary complete dentures. Influence of the processing techniques of acrylate-based polymers.
PubMed:
Dependence of curing time, peak temperature, and mechanical properties on the composition of bone cement.
PubMed:
[Reduction of the transfer of surface active agent residues in food].
PubMed:
[Hygienic chemical studies on plastics (VIII). Migration test of methyl methacrylate and plastic additives from polymethyl methacrylate (author's transl)].
PubMed:
[Hygienic chemical studies on plastics (VII). Determination of methyl methacrylate by gas chromatography (author's transl)].
PubMed:
Container-derived contamination of maple sirup with methyl methacrylate, toluene, and styrene as determined by headspace gas-liquid chromatography.
PubMed:
Letter: Methyl methacrylate restrictions.