Record Information
Version1.0
Creation date2010-04-08 22:12:16 UTC
Update date2015-07-20 23:26:06 UTC
Primary IDFDB016150
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4,4'-Thiobis-2-butanone
Description4,4'-Thiobis-2-butanone, also known as 5-thianona-2,8-dione or bis(3-oxobutyl) sulfide, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 4,4'-Thiobis-2-butanone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number40790-04-3
Structure
Thumb
Synonyms
SynonymSource
4,4'-Thiobis(2-butanone)HMDB
4,4'-Thiodi(2-butanone)HMDB
4,4'-Thiodi-2-butanoneHMDB
5-Thianona-2,8-dioneHMDB
Bis(3-oxobutyl) sulfideHMDB
Di(butan-3-one-1-yl) sulfideHMDB
FEMA 3335HMDB
4-[(3-Oxobutyl)sulphanyl]butan-2-oneGenerator
2-Butanone, 4,4'-thiobis-biospider
2-Butanone, 4,4'-thiodi-biospider
Predicted Properties
PropertyValueSource
Water Solubility1.5 g/LALOGPS
logP0.97ALOGPS
logP1.11ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)18.92ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity47.66 m³·mol⁻¹ChemAxon
Polarizability19.62 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H14O2S
IUPAC name4-[(3-oxobutyl)sulfanyl]butan-2-one
InChI IdentifierInChI=1S/C8H14O2S/c1-7(9)3-5-11-6-4-8(2)10/h3-6H2,1-2H3
InChI KeyCIBUHUTVSRPCRO-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CCSCCC(C)=O
Average Molecular Weight174.261
Monoisotopic Molecular Weight174.071450382
Classification
Description belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 55.14%; H 8.10%; O 18.36%; S 18.40%DFC
Melting PointNot Available
Boiling PointBp2 100-105° (kugelrohr)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 Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-be2c5b3e0b971db6b7ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-3900000000-1bc8a48b1c7b167772d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zmr-9600000000-0cd444a101afbedd1e0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-9100000000-b21146bee4505fca2a99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0fk9-1900000000-4c376f717580f56c2e09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-5900000000-d06d270346a3434d6edfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pwi-9100000000-8379c165dc360410541aView in MoNA
ChemSpider ID55839
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61989
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37155
CRC / DFC (Dictionary of Food Compounds) IDKOO28-D:KOO28-D
EAFUS ID1058
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference