<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:08:15 UTC</creation_date>
  <update_date>2025-11-18 23:13:48 UTC</update_date>
  <accession>FDB008792</accession>
  <name>Dibenzyl disulfide</name>
  <description>Flavouring ingredient</description>
  <synonyms>
    <synonym>[(benzyldisulfanyl)methyl]benzene</synonym>
    <synonym>&amp;alpha;-(benzyldithio)toluene</synonym>
    <synonym>1,1'-[dithiobis(methylene)]dibenzene</synonym>
    <synonym>1,4-Diphenyl-2,3-dithiabutane</synonym>
    <synonym>1,4-Diphenyl-2,3-dithiobutane</synonym>
    <synonym>4,4'-Biphenyldiglyoxal disodium bisulfite</synonym>
    <synonym>a-(Benzyldithio)toluene</synonym>
    <synonym>Aliphatic disulfide analog</synonym>
    <synonym>Alpha-(benzyldithio)toluene</synonym>
    <synonym>BDS</synonym>
    <synonym>Benzyl bisulfide</synonym>
    <synonym>Benzyl bisulphide</synonym>
    <synonym>Benzyl disulfide</synonym>
    <synonym>Benzyl disulfide (8CI)</synonym>
    <synonym>Benzyl disulfide, 8CI</synonym>
    <synonym>Benzyl disulphide</synonym>
    <synonym>Benzyldisulfanyl-methyl-benzene</synonym>
    <synonym>Benzyldisulfide</synonym>
    <synonym>Bis(phenylmethyl) disulfide</synonym>
    <synonym>Bis(phenylmethyl) disulfide, 9CI</synonym>
    <synonym>Bis(phenylmethyl) disulphide</synonym>
    <synonym>Di(phenylmethyl) disulfide</synonym>
    <synonym>Di(phenylmethyl) disulphide</synonym>
    <synonym>Di(phenylmethyl)disulfide</synonym>
    <synonym>Dibenzyl disulphide</synonym>
    <synonym>Dibenzyldisulfid</synonym>
    <synonym>Diphenylmethyl disulfide</synonym>
    <synonym>Disulfide, bis(phenylmethyl)</synonym>
    <synonym>Disulfide, dibenzyl</synonym>
    <synonym>FEMA 3617</synonym>
    <synonym>ghl.PD_Mitscher_leg0.312</synonym>
    <synonym>α-(benzyldithio)toluene</synonym>
  </synonyms>
  <chemical_formula>C14H14S2</chemical_formula>
  <average_molecular_weight>246.391</average_molecular_weight>
  <monisotopic_moleculate_weight>246.053691828</monisotopic_moleculate_weight>
  <iupac_name>[(benzyldisulfanyl)methyl]benzene</iupac_name>
  <traditional_iupac>disulfide, bis(phenylmethyl)</traditional_iupac>
  <cas_registry_number>150-60-7</cas_registry_number>
  <smiles>C(SSCC1=CC=CC=C1)C1=CC=CC=C1</smiles>
  <inchi>InChI=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>
  <inchikey>GVPWHKZIJBODOX-UHFFFAOYSA-N</inchikey>
  <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.</description>
    <direct_parent>Benzene and substituted derivatives</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class/>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Dialkyldisulfides</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Sulfenyl compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Dialkyldisulfide</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic disulfide</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Sulfenyl compound</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>organic aromatic compound</external_descriptor>
      <external_descriptor>organic disulfide</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.60</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.43</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>9.14e-04 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 71-72°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>4.75</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>[(benzyldisulfanyl)methyl]benzene</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>246.391</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>246.053691828</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>C(SSCC1=CC=CC=C1)C1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C14H14S2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>GVPWHKZIJBODOX-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>76.32</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>28.05</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>45894</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>45895</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>45896</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>128049</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>128050</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>128051</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2740282</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2740283</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2740284</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2939187</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2939188</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2939189</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>20157</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>161599</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB32077</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce306d6c40&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
    <flavor>
      <name>burnt</name>
    </flavor>
    <flavor>
      <name>caramel</name>
    </flavor>
    <flavor>
      <name>earthy</name>
    </flavor>
    <flavor>
      <name>green</name>
    </flavor>
    <flavor>
      <name>smoky</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
