Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2015-07-20 21:35:51 UTC
Primary IDFDB000912
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThiophene
DescriptionMaillard product At room temperature, thiophene is a colorless liquid with a mildly pleasant odor reminiscent of benzene, with which thiophene shares some similarities. The high reactivity of thiophene toward sulfonation is the basis for the separation of thiophene from benzene, which are difficult to separate by distillation due to their similar boiling points (4 °C difference at ambient pressure). Like benzene, thiophene forms an azeotrope with water.; Not only is thiophene reactive toward electrophiles, it is also readily lithiated with butyl lithium to give 2-lithiothiophene, which is a precursor to a variety of derivatives, including dithienyl.
CAS Number110-02-1
Structure
Thumb
Synonyms
SynonymSource
ThiofuranChEBI
ThiophenChEBI
2-Thienylacetic acidHMDB
2-Thiopheneacetic acidHMDB
Divinylene sulfideHMDB
Hopkin'S lactic acid reagentHMDB
PolythiopheneHMDB
ThiacyclopentadieneHMDB
ThiapheneHMDB
Thien-2-ylacetateHMDB
Thio-furanHMDB
ThiofenHMDB
ThiofuramHMDB
ThiofurfuranHMDB
ThioleHMDB
Thiophene, homopolymerHMDB
ThiotetroleHMDB
Furan, thio-biospider
Hopkin's lactic acid reagentbiospider
Predicted Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP1.89ALOGPS
logP1.75ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity23.16 m³·mol⁻¹ChemAxon
Polarizability8.56 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC4H4S
IUPAC namethiophene
InChI IdentifierInChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
InChI KeyYTPLMLYBLZKORZ-UHFFFAOYSA-N
Isomeric SMILESS1C=CC=C1
Average Molecular Weight84.14
Monoisotopic Molecular Weight84.003370818
Classification
Description belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Thiophene
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.10%; H 4.79%; S 38.11%DFC
Melting PointMp -38.3°DFC
Boiling PointBp 84°DFC
Experimental Water Solubility3.01 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP1.81HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.06DFC
Refractive Indexn20D 1.5246DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9000000000-b617a94704f7b42da42dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9000000000-c293c7cf614468c6e0e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-9000000000-9a03d6e6508f83882334View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9000000000-052f8b82aca4fcb7d715View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-3b6cb97c53d937e7660aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-67fd3ae2e7363f5336a5View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID7739
ChEMBL IDCHEMBL278958
KEGG Compound IDC02595
Pubchem Compound ID8030
Pubchem Substance IDNot Available
ChEBI ID30856
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29718
CRC / DFC (Dictionary of Food Compounds) IDBMN05-G:BMN05-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet ID110-02-1
GoodScent IDrw1289141
SuperScent IDNot Available
Wikipedia IDThiophene
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
garlic
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
alliaceous
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference