<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 03:25:50 UTC</creation_date>
  <update_date>2026-08-19 02:59:38 UTC</update_date>
  <accession/>
  <common_name>Cyclohexanamine, 4,4'-methylenebis-</common_name>
  <class>SmallMolecule</class>
  <description>Cyclohexanamine, 4,4'-methylenebis- is an organic nitrogen compound with the formula C13H26N2 and an average molecular weight of 210.37 g/mol. Cyclohexanamine, 4,4'-methylenebis- belongs to the cyclohexylamines, a subclass of organonitrogen compounds within the organic compounds. In industrial applications, this compound serves as a hardener, a chemical reaction regulator, and as a monomer.

The substance has been identified in 37 recorded sources across several sectors. Within electrical and electronic equipment, it is found in antennas, coils, communication cables or conductors, cores yokes or armatures, and electric switches, among six other items. It is present in drinking water and water supply sources, including tap water, bottled water, desalinated water, and drinking water. It is also detected in aquatic systems and sediments, specifically in groundwater, surface water, seawater, and freshwater. In the building and construction sector, it is found in roofs, floors, waterproofing sprays, and tents or canopies. It is further recorded in wastewater, sanitation, and biosolids, including mine wastewater, industrial wastewater, wastewater treatment effluent, and unspecified wastewater. Additionally, the compound appears in household cleaning and consumer products such as soap detergents and bleaching agents, as well as in cigar cigarettes. It is found in five other sectors. Recorded routes of exposure for this compound include touch, oral, and inhalation.</description>
  <categories/>
  <types>
    <type>PMT</type>
  </types>
  <synonyms>
    <synonym>4,4'-Diaminodicyclohexylmethane</synonym>
    <synonym>4,4'-methylenebis(cyclohexylamine)</synonym>
  </synonyms>
  <chemical_formula>C13H26N2</chemical_formula>
  <average_molecular_weight>210.365</average_molecular_weight>
  <monisotopic_moleculate_weight>210.209598845</monisotopic_moleculate_weight>
  <iupac_name>4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine</iupac_name>
  <traditional_iupac>4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine</traditional_iupac>
  <cas_registry_number>1761-71-3</cas_registry_number>
  <smiles>NC1CCC(CC2CCC(N)CC2)CC1</smiles>
  <inchi>InChI=1S/C13H26N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h10-13H,1-9,14-15H2</inchi>
  <inchikey>DZIHTWJGPDVSGE-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic nitrogen compounds</super_class>
    <class>Organonitrogen compounds</class>
    <sub_class>Cyclohexylamines</sub_class>
    <direct_parent>Cyclohexylamines</direct_parent>
    <alternate_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monoalkylamines</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic homomonocyclic compound</substituent>
      <substituent>Amine</substituent>
      <substituent>Cyclohexylamine</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Primary aliphatic amine</substituent>
      <substituent>Primary amine</substituent>
    </substituents>
    <molecular_framework>Aliphatic homomonocyclic compounds</molecular_framework>
    <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>1.9</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.98</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.09</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.72e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.01</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>10.76</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>210.365</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>210.209598845</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>NC1CCC(CC2CCC(N)CC2)CC1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C13H26N2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C13H26N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h10-13H,1-9,14-15H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>DZIHTWJGPDVSGE-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>52.04</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>64.56</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>26.93</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>2</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>2</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/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f727bd8b360&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>15660</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>13868371</chemspider_id>
  <kegg_id/>
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  <biocyc_id/>
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  <wikipidia/>
  <general_references/>
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</compound>
