Record Information
Version1.0
Creation date2010-04-08 22:08:15 UTC
Update date2015-07-20 22:26:18 UTC
Primary IDFDB008792
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDibenzyl disulfide
DescriptionDibenzyl disulfide, also known as BDS, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Dibenzyl disulfide is a burnt, caramel, and earthy tasting compound. Based on a literature review a significant number of articles have been published on Dibenzyl disulfide.
CAS Number150-60-7
Structure
Thumb
Synonyms
SynonymSource
1,1'-[Dithiobis(methylene)]dibenzeneChEBI
1,4-Diphenyl-2,3-dithiabutaneChEBI
1,4-Diphenyl-2,3-dithiobutaneChEBI
alpha-(Benzyldithio)tolueneChEBI
BDSChEBI
Benzyl bisulfideChEBI
Benzyl disulfideChEBI
Bis(phenylmethyl) disulfideChEBI
Di(phenylmethyl) disulfideChEBI
Dibenzyl disulphideChEBI
a-(Benzyldithio)tolueneGenerator
Α-(benzyldithio)tolueneGenerator
Benzyl bisulphideGenerator
Benzyl disulphideGenerator
Bis(phenylmethyl) disulphideGenerator
Di(phenylmethyl) disulphideGenerator
4,4'-Biphenyldiglyoxal disodium bisulfiteHMDB
Aliphatic disulfide analogHMDB
Benzyl disulfide (8ci)HMDB
Benzyl disulfide, 8ciHMDB
Benzyldisulfanyl-methyl-benzeneHMDB
BenzyldisulfideHMDB
Bis(phenylmethyl) disulfide, 9ciHMDB
Di(phenylmethyl)disulfideHMDB
DibenzyldisulfidHMDB
Diphenylmethyl disulfideHMDB
Disulfide, bis(phenylmethyl)HMDB
Disulfide, dibenzylHMDB
FEMA 3617HMDB
Ghl.PD_Mitscher_leg0.312HMDB
[(Benzyldisulfanyl)methyl]benzeneHMDB
[(benzyldisulfanyl)methyl]benzenebiospider
α-(benzyldithio)toluenebiospider
1,1'-[dithiobis(methylene)]dibenzenebiospider
Alpha-(benzyldithio)toluenebiospider
Benzyl disulfide (8CI)biospider
Benzyl disulfide, 8CIdb_source
Bis(phenylmethyl) disulfide, 9CIdb_source
ghl.PD_Mitscher_leg0.312biospider
α-(benzyldithio)tolueneGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.00091 g/LALOGPS
logP4.6ALOGPS
logP4.75ChemAxon
logS-5.4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity76.32 m³·mol⁻¹ChemAxon
Polarizability28.05 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H14S2
IUPAC name[(benzyldisulfanyl)methyl]benzene
InChI IdentifierInChI=1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChI KeyGVPWHKZIJBODOX-UHFFFAOYSA-N
Isomeric SMILESC(SSCC1=CC=CC=C1)C1=CC=CC=C1
Average Molecular Weight246.391
Monoisotopic Molecular Weight246.053691828
Classification
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Dialkyldisulfide
  • Organic disulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.25%; H 5.73%; S 26.03%DFC
Melting PointMp 71-72°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data279 (e 340) (MeOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDibenzyl disulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9200000000-00a30e0584d6428ee822Spectrum
Predicted GC-MSDibenzyl disulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-3390000000-f59d81458fc1ef0de4c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006y-5930000000-0067ec6f662c5b00a72eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-61961c7a535d813c6dc4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-2690000000-192bf723798a6881d302Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-2910000000-e3c258f535defe38ea38Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9300000000-abe1d028e0370838cc8aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6y-9480000000-0d3421ad854191b2e34dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-3cef6ed75f8af7ddd6f1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f2e75ce71dd430e783daSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-006t-0890000000-f6c09745a3e8c4417a6fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-3900000000-134229601ac330cd579cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00b9-9400000000-0be44f84954c0508aa21Spectrum
NMRNot Available
ChemSpider ID8662
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID9012
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32077
CRC / DFC (Dictionary of Food Compounds) IDDXQ52-C:DXQ52-C
EAFUS ID318
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00037046
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1011651
SuperScent ID9012
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
smoky
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
burnt
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  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