Record Information
Version1.0
Creation date2010-04-08 22:10:03 UTC
Update date2018-05-28 23:35:00 UTC
Primary IDFDB012210
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl acrylate
DescriptionFlavouring ingredient Although there are some reports claiming that ethyl acrylate is a carcinogen, major respected bodies regard the evidence of human carcinogenicity as weak and/or inconsistent. The International Agency for Research on Cancer stated, "Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B)." The United States Environmental Protection Agency (EPA) states, "Human studies on occupational exposure to ethyl acrylate. have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the forestomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity and removed ethyl acrylate from its list of carcinogens." (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time.); Ethyl acrylate is an organic compound primarily used in the preparation of various polymers. It is a clear liquid with an acrid penetrating odor. The human nose is capable of detecting this odor at a thousand times lower concentration then is considered harmful if continuously exposed for some period of time. Ethyl acrylate is found in pineapple.
CAS Number140-88-5
Structure
Thumb
Synonyms
SynonymSource
Ethyl acrylic acidGenerator
2-Propenoic acid ethyl esterHMDB
2-Propenoic acid, ethyl esterHMDB
2-Propenoic acid, ethyl ester, homopolymerHMDB
Acrylic acid ethyl esterHMDB
Acrylic acid, ethyl esterHMDB
Acrylic acid, ethyl ester (inhibited)HMDB
AethylacrylatHMDB
Akrylanem etyluHMDB
Carboset 511HMDB
CH2=chcooc2h5HMDB
EthoxycarbonylethyleneHMDB
Ethyl 2-propenoateHMDB
Ethyl 2-propenoate, homopolymerHMDB
Ethyl acrylate (inhibited)HMDB
Ethyl acrylate homopolymerHMDB
Ethyl acrylate polymerHMDB
Ethyl acrylate, inhibitedHMDB
Ethyl ester OF 2-propenoic acidHMDB
Ethyl propenoateHMDB
Ethyl propenoate, inhibitedHMDB
EthylacrylaatHMDB
EthylakrylatHMDB
Ethylester kyseliny akryloveHMDB
Etil acrilatoHMDB
EtilacrilatuluiHMDB
Etilacrilatului(roumanian)HMDB
FEMA 2418HMDB
Poly(acrylic acid, ethyl ester)HMDB
Poly(ethyl acrylate)HMDB
PolyethylacrylateHMDB
Propenoic acid,ethyl ester (ethylacrylate)HMDB
Ethyl 2E-propenoic acidGenerator
Ethyl acrylateMeSH
2-Propenoic Acid Ethyl Esterbiospider
Acrylate ethyl esterGenerator
CH2=CHCOOC2H5biospider
Ethyl acrylate, inhibited [UN1917] [Flammable liquid]biospider
Ethyl ester of 2-propenoic acidbiospider
Etilacrilatului [romanian]biospider
Predicted Properties
PropertyValueSource
Water Solubility38.8 g/LALOGPS
logP1.24ALOGPS
logP1.27ChemAxon
logS-0.41ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.81 m³·mol⁻¹ChemAxon
Polarizability10.5 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H8O2
IUPAC nameethyl prop-2-enoate
InChI IdentifierInChI=1S/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3
InChI KeyJIGUQPWFLRLWPJ-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C=C
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
Classification
Description belongs to the class of organic compounds known as acrylic acid esters. These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAcrylic acids and derivatives
Direct ParentAcrylic acid esters
Alternative Parents
Substituents
  • Acrylic acid ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid 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
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 59.98%; H 8.05%; O 31.96%DFC
Melting PointMp -71.2°DFC
Boiling PointBp 99.8°DFC
Experimental Water Solubility15 mg/mL at 25 oCRIDDICK,JA et al. (1986)
Experimental logP1.32HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.92DFC
Refractive Indexn20D 1.4068DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-8762b44567cd7afeb692JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9000000000-25b2b71f04040f0959ddJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-9fb2ce6a8c6e827cca22JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-96cab8193fbae26c0e12JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-8762b44567cd7afeb692JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6r-9000000000-25b2b71f04040f0959ddJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-9fb2ce6a8c6e827cca22JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-96cab8193fbae26c0e12JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-9000000000-b44a167f27a11982ce88JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-6900000000-afe7a2cd2b3f23523df8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9200000000-b2987d0fef61f6de593eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-63a2abd18e012c3564b2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-9000000000-b878ab9b418ac14be652JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-9000000000-75144951146aefa9cb6cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9000000000-e6c22ca53e8d3d79f0b3JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0a4i-9000000000-200bb2f29d9c1c5820c7JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID8490
ChEMBL IDCHEMBL52084
KEGG Compound IDC19238
Pubchem Compound ID8821
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33978
CRC / DFC (Dictionary of Food Compounds) IDDFS27-M:HFD00-U
EAFUS ID1147
Dr. Duke IDETHYL-ACRYLATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1008231
SuperScent IDNot Available
Wikipedia IDEthyl_acrylate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
lachrymatoryDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
harsh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plastic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
acrylate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).