Record Information
Version1.0
Creation date2010-04-08 22:05:41 UTC
Update date2015-07-20 21:51:51 UTC
Primary IDFDB003195
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTetrahydrofurfuryl acetate
DescriptionTetrahydrofurfuryl acetate, also known as 2-acetoxymethyloxolane or fema 3055, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Tetrahydrofurfuryl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Tetrahydrofurfuryl acetate is a sweet, brown, and caramel tasting compound.
CAS Number637-64-9
Structure
Thumb
Synonyms
SynonymSource
Tetrahydrofurfuryl acetic acidGenerator
2-(Acetoxymethyl)tetrahydrofuranHMDB
2-AcetoxymethyloxolaneHMDB
2-Furanmethanol, tetrahydro-, 2-acetateHMDB
2-Furanmethanol, tetrahydro-, acetateHMDB
FEMA 3055HMDB
Furfuryl alcohol, tetrahydro-, acetateHMDB
Furfuryl alcohol, tetrahydro-, acetate (8ci)HMDB
Tetrahydro-2-furanmethanol acetateHMDB
Tetrahydro-2-furanmethyl acetateHMDB
Tetrahydro-2-furanylmethyl acetateHMDB
Tetrahydro-2-furylmethyl acetateHMDB
(Oxolan-2-yl)methyl acetic acidGenerator
(±)-Tetrahydro-2-furfuryl acetatemanual
Furfuryl alcohol, tetrahydro-, acetate (8CI)biospider
Tetrahydrofurfuryl acetatebiospider
Predicted Properties
PropertyValueSource
Water Solubility25.8 g/LALOGPS
logP0.57ALOGPS
logP0.34ChemAxon
logS-0.75ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability15.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H12O3
IUPAC nameoxolan-2-ylmethyl acetate
InChI IdentifierInChI=1S/C7H12O3/c1-6(8)10-5-7-3-2-4-9-7/h7H,2-5H2,1H3
InChI KeyAAQDYYFAFXGBFZ-UHFFFAOYSA-N
Isomeric SMILESCC(=O)OCC1CCCO1
Average Molecular Weight144.1684
Monoisotopic Molecular Weight144.07864425
Classification
Description belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 58.32%; H 8.39%; O 33.29%DFC
Melting PointNot Available
Boiling PointBp18 88-90°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd2020 1.06DFC
Refractive Indexn20D 1.4475DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9000000000-b13249bb1064320d2085JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9000000000-b13249bb1064320d2085JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0096-9100000000-252b5e57d3a4eb0359b2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-7900000000-a55b6ebbdaf9efc2d3d1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9300000000-5bfeadb8b2d5273e6a72JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-3a144440392a93baae32JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-9600000000-eecbb1aef570a41686e5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-eeb22f2b9c070e2bcea5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-6347c1748d9a9caa21f7JSpectraViewer
ChemSpider ID21105997
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID12506
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31176
CRC / DFC (Dictionary of Food Compounds) IDCST45-X:CST53-Y
EAFUS ID3629
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1034881
SuperScent ID12506
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
maple
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  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.
brown
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rum
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ether
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  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