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Showing Compound Methacrylic acid (FDB004841)

Record Information
Version1.0
Creation date2010-04-08 22:06:25 UTC
Update date2019-11-26 03:00:16 UTC
Primary IDFDB004841
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethacrylic acid
DescriptionMethacrylic acid, also known as A-methacrylate or 2-methyl-2-propenoic acid, is a member of the class of compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Methacrylic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Methacrylic acid can be synthesized from acrylic acid. Methacrylic acid is also a parent compound for other transformation products, including but not limited to, bisphenol A dimethacrylate, trichagmalin B, and methyl methacrylate. Methacrylic acid can be found in roman camomile, which makes methacrylic acid a potential biomarker for the consumption of this food product. Methacrylic acid, abbreviated MAA, is an organic compound. This colorless, viscous liquid is a carboxylic acid with an acrid unpleasant odor. It is soluble in warm water and miscible with most organic solvents. Methacrylic acid is produced industrially on a large scale as a precursor to its esters, especially methyl methacrylate (MMA) and poly(methyl methacrylate) (PMMA). The methacrylates have numerous uses, most notably in the manufacture of polymers with trade names such as Lucite and Plexiglas. MAA occurs naturally in small amounts in the oil of Roman chamomile .
CAS Number79-41-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Methyl-2-propenoic acidChEBI
2-Methylacrylic acidChEBI
2-Methylenepropionic acidChEBI
2-Methylpropenoic acidChEBI
2-MethylpropensaeureChEBI
alpha-Methacrylic acidChEBI
alpha-Methylacrylic acidChEBI
MethacrylsaeureChEBI
MethakrylsaeureChEBI
Methylacrylic acidChEBI
2-Methyl-2-propenoateGenerator
2-MethylacrylateGenerator
2-MethylenepropionateGenerator
2-MethylpropenoateGenerator
a-MethacrylateGenerator
a-Methacrylic acidGenerator
alpha-MethacrylateGenerator
Α-methacrylateGenerator
Α-methacrylic acidGenerator
a-MethylacrylateGenerator
a-Methylacrylic acidGenerator
alpha-MethylacrylateGenerator
Α-methylacrylateGenerator
Α-methylacrylic acidGenerator
MethylacrylateGenerator
MethacrylateGenerator
Methacrylic acid, calcium saltMeSH
Methacrylic acid, sodium saltMeSH
Sodium methacrylateMeSH
α-methacrylic acidbiospider
α-methylacrylic acidbiospider
2-Methacrylic acidbiospider
2-methylenepropionic acidbiospider
2-methylprop-2-enoic acidbiospider
2-Propenoic acid, 2-methyl-biospider
Acrylic acid, 2-methyl-biospider
Alpha-methacrylic acidbiospider
Alpha-methylacrylic acidbiospider
CH2=C(CH3)COOHbiospider
Methacrylic acidbiospider
Methacrylic acid glacialbiospider
Methacrylic acid, inhibitedbiospider
Methacrylic acid, inhibited [UN2531] [Corrosive]biospider
Propenoic acid, 2-methylbiospider
Propionic acid, 2-methylene-biospider
Predicted Properties
PropertyValueSource
logP0.93ChemAxon
pKa (Strongest Acidic)4.85ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity21.65 m³·mol⁻¹ChemAxon
Polarizability8.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H6O2
IUPAC name2-methylprop-2-enoic acid
InChI IdentifierInChI=1S/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)
InChI KeyCERQOIWHTDAKMF-UHFFFAOYSA-N
Isomeric SMILESCC(=C)C(O)=O
Average Molecular Weight86.0892
Monoisotopic Molecular Weight86.036779436
Classification
Description Belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acids
Direct ParentCarboxylic acids
Alternative Parents
Substituents
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point16 oC
Boiling PointNot Available
Experimental Water Solubility89 mg/mL at 20 oCRIDDICK,JA et al. (1986)
Experimental logP0.93HANSCH,C ET AL. (1995)
Experimental pKa4.65
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethacrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000f-9000000000-bb999734fb4574780548Spectrum
Predicted GC-MSMethacrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethacrylic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethacrylic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9000000000-8a46621356d93992cdbc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-7b7840a0b379a88fe1dc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-2fa3803e852c3f25b9482016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-df06ae42b782163427332016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-230b98717ec1d62e4c272016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-e2e678221355c25dfd2c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-9000000000-d7a0f8aaffc6486780a02021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-607ef0ce2be3ee0741d42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-b2ae96797452a018841f2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-ec20127c74818b1f634d2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-203e124061735c8fb3782021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-e9422df076c0e9b5154e2021-10-12View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID4093
Pubchem Substance IDNot Available
ChEBI ID25219
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDMETHACRYLIC-ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).