BENZYL MERCAPTAN (CHEM004836)

Record Information
Version1.0
Creation Date2016-05-19 01:55:27 UTC
Update Date2026-04-03 08:48:50 UTC
Accession NumberCHEM004836
Identification
Common NameBENZYL MERCAPTAN
ClassSmall Molecule
Description
A thiol that is toluene in which one of the methyl hydrogens has been replaced by a sulfanyl group.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Mercaptomethyl)benzeneChEBI
alpha-MercaptotolueneChEBI
alpha-ToluenethiolChEBI
alpha-ToluolthiolChEBI
BenzenemethanethiolChEBI
Benzyl hydrosulfideChEBI
Benzyl mercaptanChEBI
BenzylthiolChEBI
Phenylmethyl mercaptanChEBI
Thiobenzyl alcoholChEBI
Toluene-alpha-thiolChEBI
a-MercaptotolueneGenerator
Α-mercaptotolueneGenerator
a-ToluenethiolGenerator
Α-toluenethiolGenerator
a-ToluolthiolGenerator
Α-toluolthiolGenerator
Benzyl hydrosulphideGenerator
Toluene-a-thiolGenerator
Toluene-α-thiolGenerator
(Mercaptomethyl)polystyreneHMDB
(Thiomethyl)benzeneHMDB
a-Toluenethiol, 8ciHMDB
alpha -MercaptotolueneHMDB
alpha -ToluenethiolHMDB
alpha -ToluolthiolHMDB
alpha -Tolyl mercaptanHMDB
alpha-mercapto-TolueneHMDB
alpha-Tolyl mercaptanHMDB
Benzenemethanethiol, 9ciHMDB
Benzyl thiolHMDB
BenzylhydrosulfideHMDB
Dodeoyl benzyl mercaptanHMDB
FEMA 2147HMDB
Mercaptomethyl, polymer-boundHMDB
Phenyl-methanethiolHMDB
Thiol, polymer-boundHMDB
PhenylmethanethiolChEBI
Chemical FormulaC7H8S
Average Molecular Mass124.203 g/mol
Monoisotopic Mass124.035 g/mol
CAS Registry Number100-53-8
IUPAC Namephenylmethanethiol
Traditional Namebenzyl mercaptan
SMILESSCC1=CC=CC=C1
InChI IdentifierInChI=1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
InChI KeyUENWRTRMUIOCKN-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Alkylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.35 g/LALOGPS
logP2.33ALOGPS
logP2.46ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.9 m³·mol⁻¹ChemAxon
Polarizability13.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0029633
FooDB IDFDB000803
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBenzyl mercaptan
Chemspider ID13851383
ChEBI ID137674
PubChem Compound ID7509
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12590483
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19962152
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23386308
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25284255
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25516366
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=26358562
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=26708339
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=9920748
9. Henderson AP, Bleasdale C, Delaney K, Lindstrom AB, Rappaport SM, Waidyanatha S, Watson WP, Golding BT: Evidence for the formation of Michael adducts from reactions of (E,E)-muconaldehyde with glutathione and other thiols. Bioorg Chem. 2005 Oct;33(5):363-73. Epub 2005 Jul 11.
10. Muglali MI, Liu J, Bashir A, Borissov D, Xu M, Wang Y, Woll C, Rohwerder M: On the complexation kinetics for metallization of organic layers: palladium onto a pyridine-terminated araliphatic thiol film. Phys Chem Chem Phys. 2012 Apr 14;14(14):4703-12. doi: 10.1039/c2cp40072c. Epub 2012 Feb 29.
11. Wood WF, Sollers BG, Dragoo GA, Dragoo JW: Volatile components in defensive spray of the hooded skunk, Mephitis macroura. J Chem Ecol. 2002 Sep;28(9):1865-70.
12. Labarbe B, Cheynier V, Brossaud F, Souquet JM, Moutounet M: Quantitative fractionation of grape proanthocyanidins according to their degree of polymerization. J Agric Food Chem. 1999 Jul;47(7):2719-23.
13. Pelyvas I, Hasegawa A, Whistler RL: Synthesis of N-trifluoroacetyl-L-acosamine, N-trifluoroacetyl-L-daunosamine, and their 1-thio analogs. Carbohydr Res. 1986 Feb 1;146(2):193-203.
14. Hasegawa JY, Hamada M, Miyamoto T, Nishide K, Kajimoto T, Uenishi J, Node M: The application of phenylmethanethiol and benzenethiol derivatives as odorless organosulfur reagents in the synthesis of thiosugars and thioglycosides. Carbohydr Res. 2005 Oct 31;340(15):2360-8.
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.