2,2'-Thiobisethanol (CHEM009347)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:03:19 UTC
Update Date2016-11-09 01:13:58 UTC
Accession NumberCHEM009347
Identification
Common Name2,2'-Thiobisethanol
ClassSmall Molecule
DescriptionA diol that is pentane-1,5-diol in which the methylene group at position 3 is replaced by a sulfur atom
Contaminant Sources
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-[(2-Hydroxyethyl)sulfanyl]ethan-1-olChEBI
3-Thiapentane-1,5-diolChEBI
beta,Beta'-dihydroxydiethyl sulfideChEBI
beta,Beta'-dihydroxyethyl sulfideChEBI
beta-Bis(hydroxyethyl) sulfideChEBI
beta-Hydroxyethyl sulfidChEBI
beta-Hydroxyethyl sulfideChEBI
beta-ThiodiglycolChEBI
Bis(2-hydroxyethyl) sulfideChEBI
Bis(2-hydroxyethyl) sulphideChEBI
Bis(2-hydroxyethyl) thioetherChEBI
Bis(2-hydroxyethyl)sulfideChEBI
Bis(beta-hydroxyethyl) sulfideChEBI
Bis(beta-hydroxyethyl)sulfideChEBI
Bis(hydroxyethyl)sulfideChEBI
Di(2-hydroxyethyl) sulfideChEBI
Diethanol sulfideChEBI
Dihydroxyethyl sulfideChEBI
ThiodiethanolChEBI
Thiodiethylene glycolChEBI
ThiodiglycolumChEBI
TiodiglicolChEBI
TiodiglicoloChEBI
2-[(2-Hydroxyethyl)sulphanyl]ethan-1-olGenerator
b,Beta'-dihydroxydiethyl sulfideGenerator
b,Beta'-dihydroxydiethyl sulphideGenerator
beta,Beta'-dihydroxydiethyl sulphideGenerator
Β,beta'-dihydroxydiethyl sulfideGenerator
Β,beta'-dihydroxydiethyl sulphideGenerator
b,Beta'-dihydroxyethyl sulfideGenerator
b,Beta'-dihydroxyethyl sulphideGenerator
beta,Beta'-dihydroxyethyl sulphideGenerator
Β,beta'-dihydroxyethyl sulfideGenerator
Β,beta'-dihydroxyethyl sulphideGenerator
b-Bis(hydroxyethyl) sulfideGenerator
b-Bis(hydroxyethyl) sulphideGenerator
beta-Bis(hydroxyethyl) sulphideGenerator
Β-bis(hydroxyethyl) sulfideGenerator
Β-bis(hydroxyethyl) sulphideGenerator
b-Hydroxyethyl sulfidGenerator
b-Hydroxyethyl sulphidGenerator
beta-Hydroxyethyl sulphidGenerator
Β-hydroxyethyl sulfidGenerator
Β-hydroxyethyl sulphidGenerator
b-Hydroxyethyl sulfideGenerator
b-Hydroxyethyl sulphideGenerator
beta-Hydroxyethyl sulphideGenerator
Β-hydroxyethyl sulfideGenerator
Β-hydroxyethyl sulphideGenerator
b-ThiodiglycolGenerator
Β-thiodiglycolGenerator
Bis(2-hydroxyethyl)sulphideGenerator
Bis(b-hydroxyethyl) sulfideGenerator
Bis(b-hydroxyethyl) sulphideGenerator
Bis(beta-hydroxyethyl) sulphideGenerator
Bis(β-hydroxyethyl) sulfideGenerator
Bis(β-hydroxyethyl) sulphideGenerator
Bis(b-hydroxyethyl)sulfideGenerator
Bis(b-hydroxyethyl)sulphideGenerator
Bis(beta-hydroxyethyl)sulphideGenerator
Bis(β-hydroxyethyl)sulfideGenerator
Bis(β-hydroxyethyl)sulphideGenerator
Bis(hydroxyethyl)sulphideGenerator
Di(2-hydroxyethyl) sulphideGenerator
Diethanol sulphideGenerator
Dihydroxyethyl sulphideGenerator
2,2'-Thiobis-ethanolHMDB
2,2'-ThiobisethanolHMDB
2,2'-Thiobis[ethanol]HMDB
2,2'-Thiodi-ethanolHMDB
2,2'-ThiodiethanolHMDB
2,2'-ThiodiglycolHMDB
2,2-ThiodiethanolHMDB
Glyecine aHMDB
Kromfax solventHMDB
Kromfax@ solventHMDB
Sulfide, bis(2-hydroxyethyl)HMDB
TedegylHMDB
2,2'-SulfobisethanolHMDB
Chemical FormulaC4H10O2S
Average Molecular Mass122.186 g/mol
Monoisotopic Mass122.040 g/mol
CAS Registry Number111-48-8
IUPAC Name2-[(2-hydroxyethyl)sulfanyl]ethan-1-ol
Traditional Namethiodiglycol
SMILESOCCSCCO
InChI IdentifierInChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2
InChI KeyYODZTKMDCQEPHD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassDialkylthioethers
Direct ParentDialkylthioethers
Alternative Parents
Substituents
  • Dialkylthioether
  • Sulfenyl compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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 Solubility94.1 g/LALOGPS
logP-0.65ALOGPS
logP-0.68ChemAxon
logS-0.11ALOGPS
pKa (Strongest Acidic)15.24ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.88 m³·mol⁻¹ChemAxon
Polarizability13.34 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002e-9000000000-26d44c614b9be5a1c0dfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9700000000-ec9b591d9d7894e8b638Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-5900000000-3ac53d6f904de5ca7f8fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ba-9400000000-157603b803ea5f9977d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-b9b8f016706c54bb2779Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00fr-9700000000-27b27de26851817117d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-dcae47229ce45daa5676Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-c2e630ccd22f6be06a9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-9000000000-f909984c07348bc03804Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dj-9000000000-11e5f1a88a1aa68ebcdfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ot-9000000000-cbb0af24a9ebb7a99a7fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05i0-9100000000-ab8a7884c8c1224e9a87Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-4ca78d5ebe24a8933338Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-7e4a9cc2e7a9db94f5a5Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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
DrugBank IDNot Available
HMDB IDHMDB0042033
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkThiodiglycol
Chemspider ID13881956
ChEBI ID75184
PubChem Compound ID5447
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=16965944
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18584953
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19179003
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19191966
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22460856
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22752796
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23610933
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=3352237
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=8342295
10. Riches J, Read RW, Black RM: Analysis of the sulphur mustard metabolites thiodiglycol and thiodiglycol sulphoxide in urine using isotope-dilution gas chromatography-ion trap tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jan 1;845(1):114-20. Epub 2006 Sep 11.
11. Smith WA, Going JJ: Subgross breast pathology in the twenty-first century. Virchows Arch. 2012 May;460(5):489-95. doi: 10.1007/s00428-012-1226-y. Epub 2012 Mar 30.
12. Kuvichkina TN, Ermakova IT, Reshetilov AN: [Strain Alcaligenes xylosoxydans subsp. Denitrificans TD2 as a biosensor basis for determination of thiodiglycol]. Mikrobiologiia. 2012 Nov-Dec;81(6):810-1.
13. Wils ER, Hulst AG, van Laar J: Analysis of thiodiglycol in urine of victims of an alleged attack with mustard gas, Part II. J Anal Toxicol. 1988 Jan-Feb;12(1):15-9.