<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 03:05:56 UTC</creation_date>
  <update_date>2026-08-23 03:20:28 UTC</update_date>
  <accession/>
  <common_name>2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro-</common_name>
  <class>SmallMolecule</class>
  <description>2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- is an organic compound with the chemical formula C6Cl4O2 and an average molecular weight of 245.86 g/mol. 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds.

This substance has been identified in or released from 23 recorded sources. Within the category of electrical and electronic equipment, it is associated with antennas, amplifiers, adjustable resistors, communication cables or conductors, and conductors or conductive bodies characterised by the conductive materials, among 11 other sources. It is also found in household cleaning and consumer products, specifically within soap detergents, bleaching agents, and perfumes within detergents and soaps. Additionally, the compound is linked to food, food processing and cookware, including the processing of meats, food preservation, and fermentation processes for beer. It has also been detected in drinking water and water supply systems. The recorded exposure route for this compound is oral.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>2,3,5,6-Tetrachloro-1,4-benzoquinone</synonym>
    <synonym>Chloranil</synonym>
    <synonym>tetrachloro-p-benzoquinone</synonym>
    <synonym>tetrachlorocyclohexa-2,5-diene-1,4-dione</synonym>
  </synonyms>
  <chemical_formula>C6Cl4O2</chemical_formula>
  <average_molecular_weight>245.86</average_molecular_weight>
  <monisotopic_moleculate_weight>243.86524</monisotopic_moleculate_weight>
  <iupac_name>tetrachlorocyclohexa-2,5-diene-1,4-dione</iupac_name>
  <traditional_iupac>chloranil</traditional_iupac>
  <cas_registry_number>118-75-2</cas_registry_number>
  <smiles>ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O</smiles>
  <inchi>InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11</inchi>
  <inchikey>UGNWTBMOAKPKBL-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbonyl compounds</sub_class>
    <direct_parent>P-benzoquinones</direct_parent>
    <alternate_parents>
      <alternative_parent>Alpha-chloroketones</alternative_parent>
      <alternative_parent>Chloroalkenes</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Vinyl chlorides</alternative_parent>
      <alternative_parent>Vinylogous halides</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic homomonocyclic compound</substituent>
      <substituent>Alpha-chloroketone</substituent>
      <substituent>Alpha-haloketone</substituent>
      <substituent>Chloroalkene</substituent>
      <substituent>Haloalkene</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>P-benzoquinone</substituent>
      <substituent>Vinyl chloride</substituent>
      <substituent>Vinyl halide</substituent>
      <substituent>Vinylogous halide</substituent>
    </substituents>
    <molecular_framework>Aliphatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>benzoquinones</descriptor>
      <descriptor>organochlorine compound</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>3.4</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.85</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.02</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.33e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.58</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>tetrachlorocyclohexa-2,5-diene-1,4-dione</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>245.86</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>243.86524</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C6Cl4O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>UGNWTBMOAKPKBL-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>34.14</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>50.19</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>18.38</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</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>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
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  <use_source/>
  <min_risk_level/>
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  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>8371</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>8068</chemspider_id>
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</compound>
