<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:09 UTC</creation_date>
  <update_date>2020-02-24 19:10:59 UTC</update_date>
  <accession>FDB010494</accession>
  <name>Diphenylamine</name>
  <description>It is used for control of superficial scald in stored apples

Diphenylamine is the organic compound with the formula (C6H5)2NH. It is a colourless solid, but samples are often yellow due to oxidized impurities.; It is a weak base, with a KB of 10?14. With strong acids, it forms the water soluble salt. Diphenylamine is found in many foods, some of which are wild celery, tea, lemon, and garden onion.</description>
  <synonyms>
    <synonym>(Phenylamino)-benzene</synonym>
    <synonym>(phenylamino)benzene</synonym>
    <synonym>2-Biphenylyl-N-pyridyl-acetamide</synonym>
    <synonym>2-Biphenylyl-N-pyridylacetamide</synonym>
    <synonym>Acetamide, 2-biphenylyl-N-pyridyl-</synonym>
    <synonym>Aniline, n-phenyl-</synonym>
    <synonym>Anilino-benzene</synonym>
    <synonym>Anilinobenzene</synonym>
    <synonym>Benzenamine, n-phenyl-</synonym>
    <synonym>Benzenamine, n-phenyl-, styrenated</synonym>
    <synonym>Benzene, (phenylamino)-</synonym>
    <synonym>Benzene, anilino-</synonym>
    <synonym>Big dipper</synonym>
    <synonym>C6H5-NH-C6H5</synonym>
    <synonym>Deccoscald 282</synonym>
    <synonym>DFA</synonym>
    <synonym>Difenylamin</synonym>
    <synonym>Diphenpyramide</synonym>
    <synonym>Diphenyl-amine</synonym>
    <synonym>Diphenylamine indicator</synonym>
    <synonym>Diphenylamine, acs</synonym>
    <synonym>Diphenylamine, reaction product with 2,2,4-trimethylpentene</synonym>
    <synonym>N-fenylanilin</synonym>
    <synonym>N-Phenyl-aniline</synonym>
    <synonym>N-Phenyl-benzenamine</synonym>
    <synonym>N-phenylaniline</synonym>
    <synonym>N-phenylbenzenamine</synonym>
    <synonym>N-Phenylbenzenamine, 9CI</synonym>
    <synonym>N-phenylbenzenamine, styrenated</synonym>
    <synonym>N-phenylbenzeneamine</synonym>
    <synonym>N,n-diphenylamine</synonym>
    <synonym>Naugalube 428L</synonym>
    <synonym>No scald</synonym>
    <synonym>No scald dpa 283</synonym>
    <synonym>No-scald</synonym>
    <synonym>No-Scald DPA 283</synonym>
    <synonym>Phenylaniline</synonym>
    <synonym>Poly(diphenylamine)</synonym>
    <synonym>Pyridyl-biphenylyl-acetamide</synonym>
    <synonym>Scaldip</synonym>
    <synonym>Shield dpa</synonym>
    <synonym>Styrenated diphenylamine</synonym>
    <synonym>Styrene, reaction product with diphenylamine</synonym>
  </synonyms>
  <chemical_formula>C12H11N</chemical_formula>
  <average_molecular_weight>169.2224</average_molecular_weight>
  <monisotopic_moleculate_weight>169.089149357</monisotopic_moleculate_weight>
  <iupac_name>N-phenylaniline</iupac_name>
  <traditional_iupac>diphenylamine</traditional_iupac>
  <cas_registry_number>122-39-4</cas_registry_number>
  <smiles>N(C1=CC=CC=C1)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H</inchi>
  <inchikey>DMBHHRLKUKUOEG-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.</description>
    <direct_parent>Aniline and substituted anilines</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Aniline and substituted anilines</sub_class>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Secondary amines</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Aniline or substituted anilines</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Secondary amine</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>a small molecule</external_descriptor>
      <external_descriptor>aromatic amine</external_descriptor>
      <external_descriptor>bridged diphenyl fungicide</external_descriptor>
      <external_descriptor>secondary amino compound</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.34</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.83</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.52e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 52-54°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>3.41</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>0.78</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>N-phenylaniline</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>169.2224</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>169.089149357</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>N(C1=CC=CC=C1)C1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C12H11N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>DMBHHRLKUKUOEG-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>12.03</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>54.54</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>19.26</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</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::EiMs</type>
      <spectrum_id>410</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2194</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2887</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>5533</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>5534</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>5535</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>18752</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27982</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>29613</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>29666</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101162</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101163</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101164</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>157355</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>55428</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>55429</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>55430</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>110577</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>110578</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>110579</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443680</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443681</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443682</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443683</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443684</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>443685</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>445995</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>445996</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>445997</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>445998</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>445999</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448465</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448466</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448467</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448468</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448469</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448470</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448471</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448472</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB32562</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>4640</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce3352bf28&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352bd70&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352bb90&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b9d8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b820&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b668&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b4b0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b2d0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352b118&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352af60&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352ada8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352abf0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352aa38&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352a858&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3352a6a0&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce3352a330&gt;</reference>
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    <reference>#&lt;Reference:0x000055ce33529c50&gt;</reference>
    <reference>#&lt;Reference:0x000055ce33529a98&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Black tea</name>
      <food_type>Type 1</food_type>
      <category/>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Coriander</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Coriandrum sativum</name_scientific>
      <ncbi_taxonomy_id>4047</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Garden onion</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Allium cepa</name_scientific>
      <ncbi_taxonomy_id>4679</ncbi_taxonomy_id>
      <average_value>550.7</average_value>
      <max_value>550.7</max_value>
      <min_value>550.7</min_value>
      <unit>mg/100 g</unit>
    </food>
    <food>
      <name>Green tea</name>
      <food_type>Type 1</food_type>
      <category/>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Herbal tea</name>
      <food_type>Type 1</food_type>
      <category/>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Lemon</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Citrus limon</name_scientific>
      <ncbi_taxonomy_id>2708</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Red tea</name>
      <food_type>Type 1</food_type>
      <category/>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Tea</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Camellia sinensis</name_scientific>
      <ncbi_taxonomy_id>4442</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Wild celery</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Apium graveolens</name_scientific>
      <ncbi_taxonomy_id>4045</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
    <health_effect>
      <name>Anti-diabetic</name>
      <id>228</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-oxidant</name>
      <id>502</id>
      <definition>A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.</definition>
    </health_effect>
    <health_effect>
      <name>Hypoglycemic</name>
      <id>1017</id>
      <definition>A drug which lowers the blood glucose level.</definition>
    </health_effect>
    <health_effect>
      <name>Nephrotoxic</name>
      <id>1148</id>
      <definition>A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.</definition>
    </health_effect>
  </health_effects>
</compound>
