<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 03:03:19 UTC</creation_date>
  <update_date>2026-08-22 15:30:50 UTC</update_date>
  <accession/>
  <common_name>2,2'-Thiobisethanol</common_name>
  <class>SmallMolecule</class>
  <description>2,2'-Thiobisethanol belongs to the dialkylthioethers, a subclass of thioethers within the organic compounds. This organosulfur compound has the chemical formula C4H10O2S and an average molecular weight of 122.19 g/mol. In industrial applications, it serves as an antioxidant.

The compound is found in or released from 21 recorded sources across several categories. Within electrical and electronic equipment, it is associated with amplifiers, antennas, auxiliary devices, electric switches, and conductors or conductive bodies characterised by the conductive materials. It is present in building and construction materials, specifically fencing and ceilings, and is found in household items such as coins. In the context of household cleaning and consumer products, it is identified in soap detergents, bleaching agents, tobacco smoke filters, and perfumes within detergents and soaps. Additionally, it is linked to food, food processing, and cookware, specifically in processing meats, food preservation, and fermentation processes for beer. It has also been detected in drinking water and water supply. The recorded exposure route for this compound is oral.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>Ethanol, 2,2'-thiodi-</synonym>
    <synonym>thiodiglycol</synonym>
  </synonyms>
  <chemical_formula>C4H10O2S</chemical_formula>
  <average_molecular_weight>122.186</average_molecular_weight>
  <monisotopic_moleculate_weight>122.040150254</monisotopic_moleculate_weight>
  <iupac_name>2-[(2-hydroxyethyl)sulfanyl]ethan-1-ol</iupac_name>
  <traditional_iupac>thiodiglycol</traditional_iupac>
  <cas_registry_number>111-48-8</cas_registry_number>
  <smiles>OCCSCCO</smiles>
  <inchi>InChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2</inchi>
  <inchikey>YODZTKMDCQEPHD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organosulfur compounds</super_class>
    <class>Thioethers</class>
    <sub_class>Dialkylthioethers</sub_class>
    <direct_parent>Dialkylthioethers</direct_parent>
    <alternate_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Sulfenyl compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Alcohol</substituent>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Dialkylthioether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Sulfenyl compound</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>aliphatic sulfide</descriptor>
      <descriptor>diol</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-0.6</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.65</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.11</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>9.41e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-0.68</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>15.24</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-2.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2-[(2-hydroxyethyl)sulfanyl]ethan-1-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>122.186</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>122.040150254</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OCCSCCO</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C4H10O2S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>YODZTKMDCQEPHD-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>40.46</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>31.88</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>13.34</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
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  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7227d0e940&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB20413</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>5447</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>13881956</chemspider_id>
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</compound>
