You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:09 UTC
Update Date2018-03-12 21:54:21 UTC
HMDB IDHMDB0031292
Secondary Accession Numbers
  • HMDB31292
Metabolite Identification
Common NameOctafluorocyclobutane
DescriptionPropellant and aerating agent in foamed or sprayed food products Octafluorocyclobutane is a dimer of tetrafluoroethylene. Its critical point is at 115.3 °C and 2.79 MPa. Octafluorocyclobutane, or perfluorocyclobutane, C4F8, is a compound of carbon and fluorine used in the production and processing of semiconductor materials and devices, for example as a deposition gas and etchant. It has also been investigated as a refrigerant in specialised applications, as a replacement for Ozone depleting chlorofluorocarbon refrigerants
Structure
Thumb
Synonyms
ValueSource
1,1,2,2,3,3,4,4-OctafluorocyclobutaneChEBI
e 946ChEBI
e-946ChEBI
e946ChEBI
Freon 318ChEBI
Freon C 318ChEBI
Freon C-318ChEBI
PerfluorocyclobutaneChEBI
1,1,2,2,3,3,4,4-octafluoro-CyclobutaneHMDB
C318HMDB
CyclooctafluorobutaneHMDB
Fluorocarbon C-318HMDB
Freon C318HMDB
Halocarbon C-138HMDB
octafluoro-CyclobutaneHMDB
Propellant C318HMDB
Chemical FormulaC4F8
Average Molecular Weight200.03
Monoisotopic Molecular Weight199.98722564
IUPAC Nameoctafluorocyclobutane
Traditional Nameoctafluorocyclobutane
CAS Registry Number115-25-3
SMILES
FC1(F)C(F)(F)C(F)(F)C1(F)F
InChI Identifier
InChI=1S/C4F8/c5-1(6)2(7,8)4(11,12)3(1,9)10
InChI KeyBCCOBQSFUDVTJQ-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as organofluorides. These are compounds containing a chemical bond between a carbon atom and a fluorine atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassOrganofluorides
Sub ClassNot Available
Direct ParentOrganofluorides
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Organofluoride
  • Alkyl halide
  • Alkyl fluoride
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-41.4 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.024 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP2.98ALOGPS
logP2.8ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity18.67 m³·mol⁻¹ChemAxon
Polarizability8.36 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9500000000-5faf4443ecf16cfe4ee7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-602dc2e702cca36e6220View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0190000000-ed06d55114c63af22b08View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0590000000-24d087ab9ec873afea7fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-d8510ea56ce7a6e6d831View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-d8510ea56ce7a6e6d831View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0900000000-d8510ea56ce7a6e6d831View in MoNA
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003338
KNApSAcK IDNot Available
Chemspider ID13846040
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOctafluorocyclobutane
METLIN IDNot Available
PubChem Compound8263
PDB IDNot Available
ChEBI ID31007
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. ElSohly AM, Tschumper GS, Crocombe RA, Wang JT, Williams F: Computational and ESR studies of electron attachment to decafluorocyclopentane, octafluorocyclobutane, and hexafluorocyclopropane: electron affinities of the molecules and the structures of their stable negative ions as determined from 13C and 19F hyperfine coupling constants. J Am Chem Soc. 2005 Aug 3;127(30):10573-83. [PubMed:16045345 ]
  2. Simaan JA, Aviado DM: Hemodynamic effects of aerosol propellants. I. Cardiac depression in the dog. Toxicology. 1975 Nov;5(2):127-38. [PubMed:1209645 ]
  3. Zadoo S, Thompson JE: Rayleigh scattering measurements of several fluorocarbon gases. J Environ Monit. 2011 Nov;13(11):3294-7. doi: 10.1039/c1em10667h. Epub 2011 Oct 25. [PubMed:22027960 ]
  4. Andersson H, van der Wijngaart W, Stemme G: Micromachined filter-chamber array with passive valves for biochemical assays on beads. Electrophoresis. 2001 Jan;22(2):249-57. [PubMed:11288892 ]
  5. Peri SR, Akgun B, Satija SK, Jiang H, Enlow J, Bunning TJ, Foster MD: Control of interface nanoscale structure created by plasma-enhanced chemical vapor deposition. ACS Appl Mater Interfaces. 2011 Sep;3(9):3375-83. doi: 10.1021/am200543x. Epub 2011 Aug 29. [PubMed:21875044 ]
  6. Peyman GA, Namperumalsamy P, Vygantas C: Clinical trail of intravitreal C F in retinal detachment surgery. Can J Ophthalmol. 1975 Apr;10(2):218-21. [PubMed:1125848 ]
  7. Yeo LP, Yan YH, Lam YC, Chan-Park MB: Design of experiment for optimization of plasma-polymerized octafluorocyclobutane coating on very high aspect ratio silicon molds. Langmuir. 2006 Nov 21;22(24):10196-203. [PubMed:17107021 ]
  8. Bhandari D, Kravchenko II, Lavrik NV, Sepaniak MJ: Nanotransfer printing using plasma etched silicon stamps and mediated by in situ deposited fluoropolymer. J Am Chem Soc. 2011 May 25;133(20):7722-4. doi: 10.1021/ja201497a. Epub 2011 Apr 28. [PubMed:21526774 ]
  9. Wolf U, Scholz A, Terekhov M, Koebrich R, David M, Schreiber LM: Visualization of inert gas wash-out during high-frequency oscillatory ventilation using fluorine-19 MRI. Magn Reson Med. 2010 Nov;64(5):1478-83. doi: 10.1002/mrm.22528. [PubMed:20593369 ]
  10. van der Kooij AM, Luijendijk SC: Longitudinal dispersion of gases measured in a model of the bronchial airways. J Appl Physiol (1985). 1985 Nov;59(5):1343-9. [PubMed:4066563 ]
  11. Constable IJ, Swann DA: Vitreous substitution with gases. Arch Ophthalmol. 1975 Jun;93(6):416-9. [PubMed:805581 ]
  12. Spohr R, Sharma G, Forsberg P, Karlsson M, Hallen A, Westerberg L: Stroke asymmetry of tilted superhydrophobic ion track textures. Langmuir. 2010 May 4;26(9):6790-6. doi: 10.1021/la904137t. [PubMed:20085343 ]
  13. Peyman GA, Vygantas CM, Bennett TO, Vygantas AM, Brubaker S: Octafluorocyclobutane in vitreous and aqueous humor replacement. Arch Ophthalmol. 1975 Jul;93(7):514-7. [PubMed:806278 ]
  14. Vygantas CM, Peyman GA, Daily MJ, Ericson ES: Octafluorocyclobutane and other gases for vitreous replacement. Arch Ophthalmol. 1973 Sep;90(3):235-6. [PubMed:4729778 ]
  15. Urrets-Zavalia A, Maldonado A: The insufflation of freon in vitreoretinal surgery. Mod Probl Ophthalmol. 1977;18:253-8. [PubMed:876060 ]
  16. Shiotani M, Lund A, Lunell S, Williams F: Structures of the hexafluorocyclopropane, octafluorocyclobutane, and decafluorocyclopentane radical anions probed by experimental and computational studies of anisotropic electron spin resonance (ESR) spectra. J Phys Chem A. 2007 Jan 18;111(2):321-38. [PubMed:17214470 ]
  17. Miller TM, Friedman JF, Viggiano AA: Electron attachment and detachment and the electron affinity of cyclo-C4F8. J Chem Phys. 2004 Apr 15;120(15):7024-8. [PubMed:15267603 ]
  18. Brubaker S, Peyman GA, Vygantas C: Toxicity of octafluorocyclobutane after intracameral injection. Arch Ophthalmol. 1974 Oct;92(4):324-8. [PubMed:4416676 ]
  19. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .