Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2015-07-20 21:35:27 UTC
Primary IDFDB000875
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Naphthalenethiol
Description2-Naphthalenethiol, also known as 2-thionaphthol or 2-mercaptonaphthalene, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 2-Naphthalenethiol is a very weakly acidic compound (based on its pKa). 2-Naphthalenethiol is an artichoke, creamy, and meaty tasting compound.
CAS Number91-60-1
Structure
Thumb
Synonyms
SynonymSource
2-MercaptonaphthaleneHMDB
2-MERCAPTONAPHTHALENE, pureHMDB
2-NaphthalenthiolHMDB
2-Naphthyl hydrosulfideHMDB
2-Naphthyl mercaptanHMDB
2-Naphthyl thiolHMDB
2-ThionaphtholHMDB
b-ThionaphtholHMDB
beta -MercaptonaphthaleneHMDB
beta -NaphthalenethiolHMDB
beta -Naphthyl mercaptanHMDB
beta -ThionaphtholHMDB
beta-MercaptonaphthaleneHMDB
beta-NaphthalenethiolHMDB
beta-Naphthyl mercaptanHMDB
FEMA 3314HMDB
Renacit 1HMDB
RPA 2HMDB
Rpa no. 2HMDB
Thio-2-naphthol (beta )HMDB
Thio-2-naphthol (beta)HMDB
Thio-beta -naphtholHMDB
ThionaphtholHMDB
Vulcamel TBNHMDB
2-NaphthalenethiolMeSH
β-mercaptonaphthalenebiospider
β-naphthalenethiolbiospider
β-naphthyl mercaptanbiospider
β-thionaphtholbiospider
2-MERCAPTONAPHTHALENE, PUREbiospider
2-naphthalenthiolbiospider
2-naphthyl hydrosulfidebiospider
Beta-mercaptonaphthalenebiospider
Beta-naphthalenethiolbiospider
Beta-naphthyl mercaptanbiospider
Naphthalene-2-thiolbiospider
Thio-β-naphtholbiospider
Thio-2-naphthol (β)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP3.54ALOGPS
logP3.06ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)6.74ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.52 m³·mol⁻¹ChemAxon
Polarizability17.81 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H8S
IUPAC namenaphthalene-2-thiol
InChI IdentifierInChI=1S/C10H8S/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
InChI KeyRFCQDOVPMUSZMN-UHFFFAOYSA-N
Isomeric SMILESSC1=CC2=C(C=CC=C2)C=C1
Average Molecular Weight160.236
Monoisotopic Molecular Weight160.034670946
Classification
Description belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Thiophenol
  • Arylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 74.96%; H 5.03%; S 20.01%DFC
Melting PointMp 81°DFC
Boiling PointBp10.3 146.3°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa 6.47 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-1900000000-a7def3f0094800df66c2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-8868fccc8b74f153ae1cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-e0cb738f5ad76b5d45dbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-2900000000-b5d0072316c026ed6f41JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-bad33a131e4aa141357cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-96afb7f3df0b14beb73cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0900000000-633b3a875efed2bba1c8JSpectraViewer
ChemSpider ID6791
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID7058
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29689
CRC / DFC (Dictionary of Food Compounds) IDBLM60-H:BLM60-H
EAFUS ID2636
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1035811
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
Flavours
FlavorCitations
sulfurous
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rubbery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
meaty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
artichoke
  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