<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4270</id>
  <title>T3D4216</title>
  <common-name>Nitrobenzene</common-name>
  <description>Approximately 95% of nitrobenzene is consumed in the production of aniline, which is a precursor to rubber chemicals, pesticides, dyes, explosives, and pharmaceuticals. Nitrobenzene is an organic compound with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents. Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called 'mixed acid.' The production of nitrobenzene is one of the most dangerous processes conducted in the chemical industry because of the exothermicity of the reaction ( delta H = 117 kJ/mol).</description>
  <cas>98-95-3</cas>
  <pubchem-id>7416</pubchem-id>
  <chemical-formula>C6H5NO2</chemical-formula>
  <weight>123.11</weight>
  <appearance></appearance>
  <melting-point>5.7°C</melting-point>
  <boiling-point>210.8°C (411.4°F)</boiling-point>
  <density nil="true"/>
  <solubility>2.09 mg/mL at 25°C</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-29T05:53:42Z</created-at>
  <updated-at type="dateTime">2026-04-17T19:49:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>nitrobenzene</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06813</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>27798</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id>NBZ</pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>O=N(=O)C1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C6H5NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H</moldb-inchi>
  <moldb-inchikey>LQNUZADURLCDLV-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">123.1094</moldb-average-mass>
  <moldb-mono-mass type="decimal">123.032028409</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp>1.85</logp>
  <hmdb-id>HMDB41950</hmdb-id>
  <chembl-id>CHEMBL15750</chembl-id>
  <chemspider-id>7138</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003176</chemdb-id>
  <dsstox-id>DTXSID3020964</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00001683</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>43.14</moldb-polar-surface-area>
  <moldb-refractivity>32.3785</moldb-refractivity>
  <moldb-polarizability>11.263492274669511</moldb-polarizability>
  <moldb-rotatable-bond-count>1</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>-8.634151969747997</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>1.89</moldb-alogps-logp>
  <moldb-alogps-logs>-2.03</moldb-alogps-logs>
  <moldb-alogps-solubility>1.14e+00 g/l</moldb-alogps-solubility>
</compound>
