<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2011-03-30 21:42:02 UTC</creation_date>
  <update_date>2025-11-19 02:39:30 UTC</update_date>
  <accession>FDB021762</accession>
  <name>2-Phenoxyethanol</name>
  <description>2-Phenoxyethanol, also known as phenoxytol or phenyl cellosolve, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. 2-Phenoxyethanol is a potentially toxic compound. 2-Phenoxyethanol is a germicidal and germistatic glycol ether, phenol ether, and aromatic alcohol often used together with quaternary ammonium compounds. 2-Phenoxyethanol is used as a perfume fixative, an insect repellent, an antiseptic, a solvent for cellulose acetate, dyes, inks, and resins. It is also a preservative for pharmaceuticals, cosmetics and lubricants, an anesthetic in fish aquaculture, and it is also used in organic synthesis. 2-Phenoxyethanol is produced by the hydroxyethylation of phenol (Williamson synthesis), for example, in the presence of alkali-metal hydroxides or alkali-metal borohydrides.</description>
  <synonyms>
    <synonym>1-Hydroxy-2-phenoxyethane</synonym>
    <synonym>2-Hydroxyethyl phenyl ether</synonym>
    <synonym>2-Phenoxyethanol, 9CI</synonym>
    <synonym>2-Phenoxyethyl alcohol</synonym>
    <synonym>b-Hydroxyethyl phenyl ether</synonym>
    <synonym>beta-Hydroxyethyl phenyl ether</synonym>
    <synonym>Dalpad A</synonym>
    <synonym>Ethylene glycol monophenyl ether</synonym>
    <synonym>Ethylene glycol phenyl ether</synonym>
    <synonym>Newpol EFP</synonym>
    <synonym>Phenoxetol</synonym>
    <synonym>Phenoxyethanol</synonym>
    <synonym>Phenoxytol</synonym>
    <synonym>Phenyl cellosolve</synonym>
    <synonym>Phenylcellosolve</synonym>
    <synonym>Phenylmonoglycol ether</synonym>
    <synonym>β-hydroxyethyl phenyl ether</synonym>
  </synonyms>
  <chemical_formula>C8H10O2</chemical_formula>
  <average_molecular_weight>138.166</average_molecular_weight>
  <monisotopic_moleculate_weight>138.068079562</monisotopic_moleculate_weight>
  <iupac_name>2-phenoxyethan-1-ol</iupac_name>
  <traditional_iupac>phenoxyethanol</traditional_iupac>
  <cas_registry_number>122-99-6</cas_registry_number>
  <smiles>OCCOC1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2</inchi>
  <inchikey>QCDWFXQBSFUVSP-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.</description>
    <direct_parent>Phenol ethers</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Phenol ethers</class>
    <sub_class/>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Phenoxy compounds</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alcohol</substituent>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Phenol ether</substituent>
      <substituent>Phenoxy compound</substituent>
      <substituent>Primary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>hydroxyether</external_descriptor>
      <external_descriptor>primary alcohol</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.22</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.76</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.41e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Fp 11-13°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>1.13</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>15.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-2.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2-phenoxyethan-1-ol</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>138.166</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>138.068079562</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OCCOC1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C8H10O2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>QCDWFXQBSFUVSP-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>29.46</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>38.81</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>14.91</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>2</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>
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  <wikipidia/>
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  <general_references>
    <reference>#&lt;Reference:0x000055ce31f90d58&gt;</reference>
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  <foods>
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  <flavors>
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  <enzymes>
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  <health_effects>
  </health_effects>
</compound>
