Methyl methacrylate

Base Information

• Chemical Name: Methyl methacrylate
• CAS No.: 9011-14-7
• Deprecated CAS: 162221-54-7,220713-32-6,874217-13-7,1196968-39-4,1227277-87-3,1451188-71-8,1453489-95-6,211862-43-0,1196968-39-4,1227277-87-3,220713-32-6,874217-13-7
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.117
• Hs Code.: 39061000
• European Community (EC) Number: 201-297-1,618-466-4,924-135-8,686-139-3
• ICSC Number: 0300
• NSC Number: 4769
• UN Number: 1247
• UNII: 196OC77688
• DSSTox Substance ID: DTXSID2020844
• Nikkaji Number: J3.532G
• Wikipedia: Poly(methyl_methacrylate),Methyl_methacrylate
• Wikidata: Q382897
• NCI Thesaurus Code: C47615
• RXCUI: 29897
• Metabolomics Workbench ID: 45475
• ChEMBL ID: CHEMBL49996
• Mol file: 9011-14-7.mol

Synonyms:METHYL METHACRYLATE;80-62-6;methyl 2-methylprop-2-enoate;Methylmethacrylate;Methyl methylacrylate;Methyl 2-methylpropenoate;Methacrylic acid methyl ester;Pegalan;Methyl-methacrylat;Methyl 2-methyl-2-propenoate;Diakon;Acryester M;2-Propenoic acid, 2-methyl-, methyl ester;Methacrylate de methyle;Methyl 2-methylacrylate;Cranioplast;Metaplex;2-Methyl-2-propenoic acid methyl ester;Methacrylsaeuremethyl ester;2-(Methoxycarbonyl)-1-propene;Kallocryl A;Metakrylan metylu;Methylmethacrylaat;Metil metacrilato;Simplex P;Rcra waste number U162;Methyl alpha-methylacrylate;Methyl methacrylate monomer;TEB 3K;NCI-C50680;2-Methylacrylic acid, methyl ester;Methacrylic acid, methyl ester;9011-14-7;Acrylic acid, 2-methyl-, methyl ester;Methylmethacrylaat [Dutch];2-Methyl-acrylic acid methyl ester;Metakrylan metylu [Polish];NSC 4769;Methyl-methacrylat [German];Metil metacrilato [Italian];Monocite methacrylate monomer;CCRIS 1364;HSDB 195;Methylester kyseliny methakrylove;CHEBI:34840;Methacrylate de methyle [French];2-methylacrylic acid methyl ester;Methyl meth-d3-acrylate;Methacrylsaeuremethyl ester [German];EINECS 201-297-1;UN1247;RCRA waste no. U162;BRN 0605459;Methylester kyseliny methakrylove [Czech];Methyl .alpha.-methylacrylate;monocite" Methacrylate monomer;AI3-24946;DTXSID2020844;UNII-196OC77688;NSC-4769;Methyl methacrylate monomer, inhibited;143476-91-9;Methyl ester of 2-methyl-2-propenoic acid;196OC77688;EC 201-297-1;114512-63-9;4-02-00-01519 (Beilstein Handbook Reference);51391-19-6;Plexiglass;Kallocryl;Sintex;Zimmer Bone Cement;55063-97-3;Methacrylate Methyl Monomer;Metylmetakrylat;Eudragit;Methylmethacrylate Methyl Monomer;methoxymethacrolein;MMA (stabilized);J69;Methacrylate monomer;Methacrylate, methyl-;MMM (CHRIS Code);2-Propenoic acid, 2-methyl- methyl ester;Acrylic resins (PMMA);METHYL METHACTRYLATE;Epitope ID:131321;Methyl 2-methylacrylate #;Methyl methacrylate (MMA);Methyl-.alpha.-methacrylate;SCHEMBL1849;CH2=C(CH3)COOCH3;Methacrylic acid-methyl ester;methyl-2-methyl-2-propenoate;NA 1247 (Salt/Mix);UN 1247 (Salt/Mix);BIDD:ER0634;CHEMBL49996;DTXCID80844;Methyl methacrylate, 99.5%;WLN: 1UY1&VO1;Methyl methacrylate, stabilized;Methyl ester of methacrylic acid;Methyl methacrylate, CP,98.0%;NSC4769;METHYL METHACRYLATE [HSDB];METHYL METHACRYLATE [IARC];METHYL METHACRYLATE [INCI];METHYLMETHACRYLATE [MART.];METHYL METHACRYLATE [VANDF];METHYLMETHACRYLATE [WHO-DD];Tox21_200367;MFCD00008587;NA1247;STL283952;AKOS000120216;Methyl methacrylate, 99%, stabilized;LS-1799;CAS-80-62-6;NCGC00091089-01;NCGC00091089-02;NCGC00257921-01;9065-11-6;Methacrylic Acid Methyl Ester (stabilized;METHACRYLIC ACID METHYL ESTER [MI];M0087;METHYL 2-METHYL-2-PROPENOATE [FHFI];EN300-19210;C19504;Methyl methacrylate 1000 microg/mL in Methanol;Methyl methacrylate, SAJ first grade, >=99.0%;A839957;Q382897;J-522614;F0001-2087;Methacrylic acid-methyl ester 100 microg/mL in Cyclohexane;Methyl Methacrylate (stabilized with 6-tert-Butyl-2,4-xylenol);Methyl methacrylate monomer, inhibited [UN1247] [Flammable liquid];Methyl Methacrylate, (stabilized with 6-tert-Butyl-2,4-xylenol);Methyl methacrylate, contains <=30 ppm MEHQ as inhibitor, 99%;Methyl methacrylate, European Pharmacopoeia (EP) Reference Standard;Methyl methacrylate (MMA), 99.5%(GC), contains 30ppm MEHQ as stabilizer;Methyl methacrylate (MMA), AR, 99.0%, contains 30ppm MEHQ as stabilizer;Methyl methacrylate monomer, inhibited [UN1247] [Flammable liquid];PROPENOIC ACID,2-METHYL,METHYLESTER (METHACRYLATE METHYLESTER);80209-57-0;97555-82-3

Chemical Property of Methyl methacrylate

Chemical Property:

• Melting Point: 105oC
• Refractive Index: n20/D 1.49
• Boiling Point: 108 °C
• Flash Point: 250 °C
• PSA: 26.30000
• Density: 1.2 g/mL at 25 °C(lit.)
• LogP: 0.73550
• Storage Temp.: 2-8°C
• Solubility.: alcohols and aliphatic hydrocarbons: insoluble
• Water Solubility.: Soluble in tetrahydrofuran, toluene, cyclohexanone, ethyl acetate and chloroform. Insoluble in water, alcohols and aliphatic hyd
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 94.3
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

Poly(methyl methacrylate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/22
• Safety Statements: 36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CC(=C)C(=O)OC
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the peripheral nervous system.
• Production method: PMMA can be obtained from its monomer using different techniques of polymerization. The monomer undergoes polymerization using the common methods of free radical and anionic initiations by bulk, solution, suspension, and emulsion techniques. [15] Following the discovery of a new technique of polymerization by Krzysztof Matyjaszewski in 1995[16] called Atom Transfer Radical Polymerization (ATRP), Matyjaszewski et al. successfully polymerized the monomer of methyl methacrylate (MMA) to produce PMMA as a living polymer with 80% conversion, poly-dispersity as low as 1.1, and an Mn of 20,000 in a few hours.[17]
• Description: Methyl methacrylate is one of the most common methacrylates. This acrylic monomer, the essential component of the fluid mixed to the powder, may cause allergic contact dermatitis mainly in dental technicians and dentists. Cases were also reported in those using seulptured nails and in ceramics workers.
• Uses: Poly(methyl methacrylate) is used in production of Carbonate-olefin based copolymer for molded plastics. Poly(methyl methacrylate) may be used as a reference suspension polymer for the analysis of the composition of poly(methyl methacrylate) (PMMA) by gas chromatography method. PMMA/HA (Hydroxyapatite) composites have be used in biomedical applications such as dentistry, orthopedic retainers, and bone replacement. It has been used as substrate for graphene growth.Some studies report its use asPMMA-titania hybrid optical thins filmsPMMA/polystryrene/clay nanocompositesPMMA/polyurethane/carbon black nanocomposites for methanol fuel cells.

Technology Process of Methyl methacrylate

There total 179 articles about Methyl methacrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + methyl salicylate (119-36-8,8024-54-2) → methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

poly(methacrylic acid); With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl salicylate; at 110 ℃; for 24h;

DOI:10.1055/s-0033-1340285

Reference yield: 48.7%

cellulose (9004-34-6) → methyl lactate (547-64-8,2155-30-8) + methyl 2-hydroxybutyrate (29674-47-3) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7)

Guidance literature:

With ortho-tungstic acid; In methanol; for 2h; Solvent; Reagent/catalyst; Autoclave;

Reference yield: 48.7%

cellulose (9004-34-6) → methyl lactate (547-64-8,2155-30-8) + levulinic acid methyl ester (624-45-3) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7)

Guidance literature:

With ortho-tungstic acid; In ethanol; for 2h; Time; Autoclave;

upstream raw materials:

quinoline

methyl 3-chloro-2-methylpropionate

hydroquinone

methyl 2-chloroisobutyrate

Downstream raw materials:

(+/-)-methyl 3-phenyl-5-methyl-4,5-dihydroisoxazole-5-carboxylate

methyl α-methyl-γ-carboethoxy-γ-acetylbutyrate

2-methyl-N-p-tolylacrylamide

2-chloro-2-methyl-3-p-tolyl-propionic acid methyl ester

Refernces

• 1、 -. "Gold-based catalyst for oxidative esterification of aldehydes to carboxylic acid esters". Page/Page column 15. . Retrieved 2021/02/03.
• 2、 Fouilloux, Hugo,Placet, Vincent,Qiang, Wei,Robert, Carine,Thomas, Christophe M.. "Multicatalytic Transformation of (Meth)acrylic Acids: a One-Pot Approach to Biobased Poly(meth)acrylates". supporting information. p. 19374 - 19382. Retrieved 2021/07/21.