2-Hydroxyethyl 2-methylprop-2-enoate (CHEM011231)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:35:01 UTC
Update Date2016-11-09 01:14:21 UTC
Accession NumberCHEM011231
Identification
Common Name2-Hydroxyethyl 2-methylprop-2-enoate
ClassSmall Molecule
DescriptionAn enoate ester that is the monomethacryloyl derivative of ethylene glycol.
Contaminant Sources
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Hydroxyethyl)methacrylateChEBI
1,2-Ethanediol mono(2-methyl)-2-propenoateChEBI
2-(Methacryloyloxy)ethanolChEBI
2-Hydroxyethyl 2-methylacrylateChEBI
2-HydroxyethylmethacrylateChEBI
beta-Hydroxyethyl methacrylateChEBI
Ethylene glycol methacrylateChEBI
Ethylene glycol monomethacrylateChEBI
Glycol methacrylateChEBI
Glycol monomethacrylateChEBI
HEMAChEBI
Hydroxyethyl methacrylateChEBI
(Hydroxyethyl)methacrylic acidGenerator
1,2-Ethanediol mono(2-methyl)-2-propenoic acidGenerator
2-Hydroxyethyl 2-methylacrylic acidGenerator
2-Hydroxyethylmethacrylic acidGenerator
b-Hydroxyethyl methacrylateGenerator
b-Hydroxyethyl methacrylic acidGenerator
beta-Hydroxyethyl methacrylic acidGenerator
Β-hydroxyethyl methacrylateGenerator
Β-hydroxyethyl methacrylic acidGenerator
Ethylene glycol methacrylic acidGenerator
Ethylene glycol monomethacrylic acidGenerator
Glycol methacrylic acidGenerator
Glycol monomethacrylic acidGenerator
Hydroxyethyl methacrylic acidGenerator
2-Hydroxyethyl methacrylic acidGenerator
2-Hydroxyethyl 2-methylprop-2-enoic acidGenerator
HistoresinMeSH
2-Hydroxyethyl methacrylateMeSH
Chemical FormulaC6H10O3
Average Molecular Mass130.143 g/mol
Monoisotopic Mass130.063 g/mol
CAS Registry Number25249-16-5
IUPAC Name2-hydroxyethyl 2-methylprop-2-enoate
Traditional NameHEMA
SMILESCC(=C)C(=O)OCCO
InChI IdentifierInChI=1S/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H3
InChI KeyWOBHKFSMXKNTIM-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
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility175 g/LALOGPS
logP0.27ALOGPS
logP0.62ChemAxon
logS0.13ALOGPS
pKa (Strongest Acidic)15.1ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.71 m³·mol⁻¹ChemAxon
Polarizability13.47 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9000000000-79d70b3fe3e46e59d922Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-7900000000-dda58e59c2e483c37492Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-9300000000-6e4dbc7a6d9dd7b353aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-d2adaeff9877b78c467cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004r-9800000000-35c7ea4e3d5ec279dae7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002u-9400000000-0026e1804bf17102832eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-9000000000-4cf9ae526df52c66f226Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014m-9000000000-1ec9841fc7f3b9ae3ad8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kg-9000000000-c1781158dd61dd8f2b0aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-08e13551cdf4703e3339Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-ec20127c74818b1f634dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-9000000000-034c72f1a343a44e3883Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-8c76d55b487a74bbd425Spectrum
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 IDHMDB0245159
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link(Hydroxyethyl)methacrylate
Chemspider ID12791
ChEBI ID34288
PubChem Compound IDNot Available
Kegg Compound IDC14530
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=15186380
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22886489
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22889382
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23137186
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23157270
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23182953
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23275084
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23305206
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23360228
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23370864
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23399173
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23466546
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23516576
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23587005
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=23611114
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=23670604
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=23673616