Record Information
Version1.0
Creation date2010-04-08 22:15:42 UTC
Update date2018-05-29 01:51:18 UTC
Primary IDFDB021444
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-(3,4-Methylenedioxyphenyl)-2-butanone
Description4-(3,4-Methylenedioxyphenyl)-2-butanone, also known as 3,4-methylenedioxybenzyl acetone or piperonyl acetone, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. 4-(3,4-Methylenedioxyphenyl)-2-butanone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-(3,4-Methylenedioxyphenyl)-2-butanone is a sweet, candy, and cotton tasting compound.
CAS Number55418-52-5
Structure
Thumb
Synonyms
SynonymSource
3,4-METHYLENEDIOXYBENZYL acetoneHMDB
3,4-MethylenedioxybenzylacetoneHMDB
3,4-METHYLENEDIOXYBENZYLIDENE acetoneHMDB
4-(1,3-Benzodioxol-5-yl)-2-butanoneHMDB
4-(1,3-Benzodioxol-5-yl)butan-2-oneHMDB
4-(3,4-Methylenedioxyphenyl)-2-butanone, 9ciHMDB
FEMA 2701HMDB
HeliotropylacetoneHMDB
Piperonyl acetoneHMDB
PiperonylacetoneHMDB
Piperonylidene acetoneHMDB
2-Butanone, 4-(1,3-benzodioxol-5-yl)-biospider
3,4-METHYLENEDIOXYBENZYL ACETONEbiospider
3,4-METHYLENEDIOXYBENZYLIDENE ACETONEbiospider
4-(3,4-Methylenedioxyphenyl)-2-butanone, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.53 g/LALOGPS
logP1.59ALOGPS
logP2.01ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)19.59ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.28 m³·mol⁻¹ChemAxon
Polarizability20.38 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H12O3
IUPAC name4-(2H-1,3-benzodioxol-5-yl)butan-2-one
InChI IdentifierInChI=1S/C11H12O3/c1-8(12)2-3-9-4-5-10-11(6-9)14-7-13-10/h4-6H,2-3,7H2,1H3
InChI KeyTZJLGGWGVLADDN-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CCC1=CC2=C(OCO2)C=C1
Average Molecular Weight192.2112
Monoisotopic Molecular Weight192.07864425
Classification
Description belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • Benzenoid
  • Ketone
  • Oxacycle
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.74%; H 6.29%; O 24.97%DFC
Melting PointMp 55° (47-48°)DFC
Boiling PointBp2 130-131°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-4900000000-ac9b2fea1878e5144c7bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0900000000-3525e495d33bc9c77b76JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-1900000000-02446f80e5cc5ec58745JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-6900000000-28a8fba4a202c974ba17JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-40956cbf99ffbda4c174JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-60cdb8101c4256073c4eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00bc-2900000000-b7f00bb66442755efbe9JSpectraViewer
ChemSpider ID55934
ChEMBL IDCHEMBL3184992
KEGG Compound IDNot Available
Pubchem Compound ID62098
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41481
CRC / DFC (Dictionary of Food Compounds) IDFCC42-M:NTZ75-I
EAFUS ID2317
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1012851
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
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
raspberry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
heliotrope
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cotton
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
candy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference