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methyl methacrylate
General Material Information
| Preferred name | methyl methacrylate |
| Trivial Name | 2-Propenoic acid, 2-methyl-, methyl ester |
| Short Description | methyl 2-methylpropenoate |
| Formula | C5 H8 O2 |
| CAS Number | 80-62-6 |
| FEMA Number | 4002 |
| Flavis Number | 9.647 |
| ECHA Number | 201-297-1 |
| FDA UNII | 196OC77688 |
| Nikkaji Number | J3.532G |
| Beilstein Number | 0605459 |
| MDL | MFCD00008587 |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| JECFA Food Flavoring | 1834 methyl 2-methyl-2-propenoate |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 80-62-6 ; METHYL METHACRYLATE |
| Synonyms |
|
US / EU / FDA / JECFA / FEMA / Scholar / Patents
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| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
Literature & References
| methyl 2-methylprop-2-enoate | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 80-62-6 |
| Pubchem (cid): | 6658 |
| Pubchem (sid): | 134972327 |
| Pherobase: | View |
Other Information
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| FDA Substances Added to Food (formerly EAFUS): | View |
| FDA Indirect Additives used in Food Contact Substances: | View |
| CHEBI: | View |
| CHEMBL: | View |
| KEGG (GenomeNet): | C14527 |
| HMDB (The Human Metabolome Database): | HMDB32385 |
| FooDB: | FDB009805 |
| Export Tariff Code: | 2916.14.2020 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
| Wikipedia: | View |
| Formulations/Preparations: •99.8% purity •grade: technical (inhibited) •methyl methacrylate is one of nine compounds comprising tun, a resin binder, which is used in a dental filling composition. •supplied commercially as the polymers. methacrylate ester •inhibitors of polymerization: hydroquinone, 22-65 ppm; hydroquinone methyl ether, 22-120 ppm; dimethyl tert-butylphenol, 45-65 ppm. •commercial products contain hydroquinone methyl ether or similar polymerization inhibitors | |
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 100.11715698242 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.763 to 7.813 |
| Refractive Index | 1.409 to 1.415 @ 20 °C |
| Melting Point | -49 to -47°C @ 760 mm Hg |
| Boiling Point | 98 to 100°C @ 760 mm Hg |
| Vapor Pressure | 36.889999 mmHg @ 25 °C |
| Vapor Density | 3.5 |
| Flash Point TCC Value | 9.44 °C TCC |
| logP (o/w) | 1.38 |
| Shelf life | 12 months (or longer if stored properly.) |
| Storage notes | Refrigerate in tightly sealed containers. |
| Solubility | |
| propylene glycol | Yes |
| water, 7747 mg/L @ 25 °C (est) | Yes |
| water, 1.50E+04 mg/L @ 25 °C (exp) | Yes |
Organoleptic Properties
| Odor Type: Acrylate | |
| acrylate, aromatic, fruity | |
| General comment | At 0.10 % in dipropylene glycol. acrylic aromatic fruity |
Safety Information
Safety information
| Preferred SDS: View | |
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
| R 11 - Highly flammable. R 37/38 - Irritating to respiratory system and skin. R 43 - May cause sensitisation by skin contact. S 02 - Keep out of the reach of children. S 16 - Keep away from sources of ignition - No Smoking. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 - Wear suitable gloves and eye/face protection. S 46 - If swallowed, seek medical advice immediately and show this container or label. | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
| oral-rat LD50 7872 mg/kg LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: COMA BEHAVIORAL: MUSCLE WEAKNESS Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. oral-dog LD50 4725 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS Industrial Medicine. Vol. 14, Pg. 292, 1945. intravenous-dog LDLo 120 uL/kg Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974. intraperitoneal-guinea pig LD50 1890 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. oral-guinea pig LD50 5954 mg/kg GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. intraperitoneal-mouse LD50 945 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. oral-mouse LD50 3625 mg/kg Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976. oral-rabbit LD50 8700 mg/kg Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976. intraperitoneal-rat LD50 1328 mg/kg Journal of Dental Research. Vol. 51, Pg. 1632, 1972. | |
| Dermal Toxicity: | |
| skin-rabbit LD50 > 5000 mg/kg SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0544282 subcutaneous-cat LDLo 7 mL/kg PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE KIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI National Technical Information Service. Vol. OTS0520933 subcutaneous-dog LD50 4252 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. subcutaneous-guinea pig LD50 5954 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. subcutaneous-mouse LD50 5954 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. subcutaneous-rabbit LDLo 14 mL/kg LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: HEMATURIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0520933 subcutaneous-rat LD50 7088 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945. | |
| Inhalation Toxicity: | |
| inhalation-dog LCLo 41200 mg/m3/3H BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS Industrial Medicine. Vol. 14, Pg. 292, 1945. inhalation-guinea pig LCLo 19000 mg/m3/5H BEHAVIORAL: COMA BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. inhalation-human TCLo 60 mg/m3 BEHAVIORAL: SLEEP BEHAVIORAL: EXCITEMENT VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 1, Pg. 56, 1957. inhalation-human TCLo 125 ppm BEHAVIORAL: SLEEP BEHAVIORAL: EXCITEMENT BEHAVIORAL: ANOREXIA (HUMAN Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 19(10), Pg. 25, 1954. inhalation-mammal (species unspecified) LC50 20000 mg/m3 Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986. inhalation-mouse LC50 18500 mg/m3/2H Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976. inhalation-rabbit LCLo 17500 mg/m3/4. LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: COMA BEHAVIORAL: MUSCLE WEAKNESS Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. inhalation-rat LC50 78000 mg/m3/4H Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976. | |
Safety in use information
| Category: | |||
| substances for use only as components of adhesives for food packaging, transporting, or holding food | |||
| IFRA Critical Effect: | |||
| Dermal sensitization | |||
| View the IFRA Standard | |||
| 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 | ||
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
| publication number: 20 | |||
| Click here to view publication 20 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | - | |
| beverages(nonalcoholic): | 2.00000 | 10.00000 | |
| beverages(alcoholic): | 4.00000 | 20.00000 | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | 4.00000 | 20.00000 | |
| fish products: | - | - | |
| frozen dairy: | - | - | |
| fruit ices: | 2.00000 | 10.00000 | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | - | |
| imitation dairy: | - | - | |
| instant coffee / tea: | - | - | |
| jams / jellies: | - | - | |
| meat products: | - | - | |
| milk products: | 2.00000 | 10.00000 | |
| nut products: | - | - | |
| other grains: | - | - | |
| poultry: | - | - | |
| processed fruits: | - | - | |
| processed vegetables: | - | - | |
| reconstituted vegetables: | - | - | |
| seasonings / flavors: | - | - | |
| snack foods: | - | - | |
| soft candy: | - | - | |
| soups: | - | - | |
| sugar substitutes: | - | - | |
| sweet sauces: | - | - | |
| Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i). | |||
| Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm. | |||
| average usage mg/kg | maximum usage mg/kg | ||
| Dairy products, excluding products of category 02.0 (01.0): | 7.00000 | 35.00000 | |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 5.00000 | 25.00000 | |
| Edible ices, including sherbet and sorbet (03.0): | 10.00000 | 50.00000 | |
| Processed fruit (04.1): | 7.00000 | 35.00000 | |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - | |
| Confectionery (05.0): | 10.00000 | 50.00000 | |
| Chewing gum (05.3): | - | - | |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 5.00000 | 25.00000 | |
| Bakery wares (07.0): | 10.00000 | 50.00000 | |
| Meat and meat products, including poultry and game (08.0): | 5.00000 | 25.00000 | |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 5.00000 | 25.00000 | |
| Eggs and egg products (10.0): | - | - | |
| Sweeteners, including honey (11.0): | - | - | |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 5.00000 | 25.00000 | |
| Foodstuffs intended for particular nutritional uses (13.0): | 10.00000 | 50.00000 | |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 5.00000 | 25.00000 | |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 10.00000 | 50.00000 | |
| Ready-to-eat savouries (15.0): | 20.00000 | 100.00000 | |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | 5.00000 | 25.00000 | |
Safety references
| European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
| European Food Safety Authority (EFSA) reference(s): |
| Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to Flavouring Group Evaluation 5: Esters of 23 branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and 24 branched- and straight-chain unsaturated carboxylic acids from chemical groups 1, 2, and 5 View page or View pdf |
| Flavouring Group Evaluation 5, Revision 1 (FGE.05Rev1):Esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids from chemical groups 1, 2, and 5 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) [1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) View page or View pdf |
| Flavouring Group Evaluation 62 (FGE.62) Consideration of linear and branched-chain aliphatic unsaturated, unconjugated alcohols, aldehydes, acids, and related esters evaluated by JECFA (61st meeting) structurally related to esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids evaluated by EFSA in FGE.05 (2005) and to straight- and branched-chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids, and esters evaluated by EFSA in FGE.06 (2004) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 71: Consideration of aliphatic, linear, alpha,beta-unsaturated carboxylic acids and related esters View page or View pdf |
| Flavouring Group Evaluation 72 (FGE.72): Consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids, and related esters evaluated by the JECFA (61st meeting) structurally related to branched- and straight-chain unsaturated carboxylic acids. Esters of these and straight-chain aliphatic saturated alcohols evaluated by EFSA in FGE.05Rev2 (2010) View page or View pdf |
| Flavouring Group Evaluation 5, Revision 2 (FGE.05Rev2): Branched- and straight-chain unsaturated carboxylic acids and esters of these with aliphatic saturated alcohols from chemical groups 1, 2, 3 and 5 View page or View pdf |
| Scientific Opinion on the safety of neutral methacrylate copolymer for the proposed uses as a food additive View page or View pdf |
| Scientific Opinion on the safety assessment of the substances (butadiene, ethyl acrylate, methyl methacrylate, styrene) copolymer either not crosslinked or crosslinked with divinylbenzene or 1,3-butanediol dimethacrylate, in nanoform, for use in food contact materials View page or View pdf |
| Safety of the proposed amendment of the specifications for basic methacrylate copolymer (E 1205) as a food additive View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 5, Revision 3 (FGE.05Rev3): Branched- and straight-chain unsaturated aldehydes, dienals, unsaturated and saturated carboxylic acids and related esters with saturated and unsaturated aliphatic alcohols and a phenylacetic acid related ester from chemical groups 1, 2, 3, 5 and 15 View page or View pdf |
| EPI System: View |
| EPA-Iris:IRIS |
| NIOSH International Chemical Safety Cards:search |
| NIOSH Pocket Guide:search |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| Carcinogenic Potency Database:Search |
| EPA Substance Registry Services (TSCA):80-62-6 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :6658 |
| National Institute of Allergy and Infectious Diseases:Data |
| WISER:UN 1247 |
| WGK Germany:1 |
| methyl 2-methylprop-2-enoate |
| Chemidplus:0000080626 |
| EPA/NOAA CAMEO:hazardous materials |
| RTECS:80-62-6 |