2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propanoic acid (CHEM043656)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 11:08:08 UTC
Update Date2016-11-09 01:22:58 UTC
Accession NumberCHEM043656
Identification
Common Name2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propanoic acid
ClassSmall Molecule
DescriptionA perfluorinated compound that is 2-propoxypentanoic acid in which all 11 of the hydrogens attached to carbon atoms have been replaced by fluorine atoms. Used as an alternative to perfluorooctanoic acid in the fluoropolymer industry for years, its widespread environmental distribution, high bioaccumulation capability, and human exposure have caused great concern, particularly as its potential toxicity and health risk is still largely unknown.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propionic acidChEBI
FRD-908ChEBI
GenXChEBI
Hexafluoropropylene oxide dimer acidChEBI
HFPO-DAChEBI
2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propionateGenerator
2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propanoateGenerator
2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propanoic acidMeSH
Chemical FormulaC6HF11O3
Average Molecular Mass330.053 g/mol
Monoisotopic Mass329.975 g/mol
CAS Registry Number26099-32-1
IUPAC Name2,3,3,3-tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propanoic acid
Traditional Name2,3,3,3-tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propanoic acid
SMILESOC(=O)C(F)(OC(F)(F)C(F)(F)C(F)(F)F)C(F)(F)F
InChI IdentifierInChI=1S/C6HF11O3/c7-2(1(18)19,4(10,11)12)20-6(16,17)3(8,9)5(13,14)15/h(H,18,19)
InChI KeyCSEBNABAWMZWIF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAlpha-halocarboxylic acids and derivatives
Direct ParentAlpha-halocarboxylic acids
Alternative Parents
Substituents
  • Alpha-halocarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl fluoride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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 Solubility0.016 g/LALOGPS
logP3.54ALOGPS
logP4ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)-0.77ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity35.14 m³·mol⁻¹ChemAxon
Polarizability15.05 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-029x-0907000000-51be34b0005a1a40d076Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-0209000000-fbe148d98f15734857faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-1900000000-c1909283e1cbfa7dec50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-915092c30f17235a7000Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0109000000-e6430f13318843510b51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-3962000000-ebef6be324264da50706Spectrum
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 IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFRD-903
Chemspider IDNot Available
ChEBI ID143205
PubChem Compound ID114481
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20823541
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=26106903
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=28853567
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=30207460
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=30256633
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=30594801
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=30785727
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=30920876
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=31146223
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=31181522
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=31215065
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=31251593