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Record Information
Version1.0
Creation Date2016-05-19 01:33:36 UTC
Update Date2016-11-09 01:09:16 UTC
Accession NumberCHEM004059
Identification
Common NameMethyl methacrylate
ClassSmall Molecule
DescriptionAn enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component.
Contaminant Sources
  • Clean Air Act Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
2-(Methoxycarbonyl)-1-propeneChEBI
2-Methyl-2-propenoic acid methyl esterChEBI
2-Methylacrylic acid methyl esterChEBI
Methacrylate de methyleChEBI
Methacrylic acid methyl esterChEBI
Methacrylsaeuremethyl esterChEBI
Methyl 2-methyl-2-propenoateChEBI
Methyl 2-methylacrylateChEBI
Methyl 2-methylpropenoateChEBI
Methyl alpha-methylacrylateChEBI
Methyl methylacrylateChEBI
Methyl-methacrylatChEBI
MethylmethacrylateChEBI
MMAChEBI
2-Methyl-2-propenoate methyl esterGenerator
2-Methylacrylate methyl esterGenerator
Methacrylic acid de methyleGenerator
Methacrylate methyl esterGenerator
Methyl 2-methyl-2-propenoic acidGenerator
Methyl 2-methylacrylic acidGenerator
Methyl 2-methylpropenoic acidGenerator
Methyl a-methylacrylateGenerator
Methyl a-methylacrylic acidGenerator
Methyl alpha-methylacrylic acidGenerator
Methyl α-methylacrylateGenerator
Methyl α-methylacrylic acidGenerator
Methyl methylacrylic acidGenerator
Methylmethacrylic acidGenerator
Methyl methacrylic acidGenerator
Polymethyl methacrylic acidHMDB
2-Methyl-acrylic acid methyl esterHMDB
2-Propenoic acid, 2-methyl-, methyl esterHMDB
Acrylic acid, 2-methyl-, methyl esterHMDB
Methyl ester OF 2-methyl-2-propenoic acidHMDB
MetaplicesMeSH
Methyl monomer, methacrylateMeSH
SintexMeSH
Zimmer bone cementsMeSH
Bone cements, zimmerMeSH
Cement, zimmer boneMeSH
Cements, zimmer boneMeSH
CranioplastsMeSH
Kallocryl aMeSH
Methacrylate methyl monomersMeSH
Methylmethacrylate methyl monomerMeSH
Monomer, methacrylate methylMeSH
Monomers, methylmethacrylate methylMeSH
CranioplastMeSH
MetaplexMeSH
Monomer, methylmethacrylate methylMeSH
Monomers, methacrylate methylMeSH
Simplex pMeSH
Bone cement, zimmerMeSH
KallocrylMeSH
KallocrylsMeSH
Methacrylate methyl monomerMeSH
Methyl monomer, methylmethacrylateMeSH
Methyl monomers, methacrylateMeSH
Methyl monomers, methylmethacrylateMeSH
Methylmethacrylate methyl monomersMeSH
SinticesMeSH
Zimmer bone cementMeSH
Chemical FormulaC5H8O2
Average Molecular Mass100.116 g/mol
Monoisotopic Mass100.052 g/mol
CAS Registry Number80-62-6
IUPAC Namemethyl 2-methylprop-2-enoate
Traditional Namemethyl methacrylate
SMILESCOC(=O)C(C)=C
InChI IdentifierInChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3
InChI KeyVVQNEPGJFQJSBK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentEnoate esters
Alternative Parents
Substituents
  • Enoate ester
  • Methyl ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility50.5 g/LALOGPS
logP1.1ALOGPS
logP1.31ChemAxon
logS-0.3ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.42 m³·mol⁻¹ChemAxon
Polarizability10.47 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0006-9100000000-c7de093e2ae146122642View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-00kf-9000000000-77a257ba815641d19301View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9100000000-88f058bfbf5b9ed8387eView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-014i-9200000000-598b3051ae73088545daView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-00kf-9000000000-77a257ba815641d19301View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9100000000-88f058bfbf5b9ed8387eView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-014i-9200000000-598b3051ae73088545daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2413b648229b3e94869aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-9700000000-81822add10a210995745View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-23cdc552bf98ca51da6fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-4484d04b7eb3d4bfc616View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-790ff6ef8153c5b6c655View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gba-9000000000-5bccf026b5962d862db1View in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0032385
FooDB IDFDB009805
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMethyl_methacrylate
Chemspider ID6406
ChEBI ID34840
PubChem Compound ID6658
Kegg Compound IDC19504
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10444249
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11714252
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16020090
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22566411
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23242048
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23306624
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23342990
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23432523
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23450227
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23508285
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23583434
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23584430
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23719017
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=9036138
15. Polly DW Jr, Kuklo TR, Doukas WC, Scoville C: Advanced medical care for soldiers injured in Iraq and Afghanistan. Minn Med. 2004 Nov;87(11):42-4.
16. EAFUS: Everything Added to Food in the United States.