<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:12:14 UTC</creation_date>
  <update_date>2025-11-19 01:43:47 UTC</update_date>
  <accession>FDB016105</accession>
  <name>Acifluorfen</name>
  <description>Selective pre- and post-emergence herbicide. It is used on soybeans and peanuts</description>
  <synonyms>
    <synonym>(sodium salt) scifluorfen</synonym>
    <synonym>2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoate</synonym>
    <synonym>2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoic acid</synonym>
    <synonym>5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate</synonym>
    <synonym>5-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoic acid</synonym>
    <synonym>5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid</synonym>
    <synonym>5-(2-chloro-a,a,a-Trifluoro-P-tolyloxy)-2-nitrobenzoate</synonym>
    <synonym>5-(2-chloro-a,a,a-Trifluoro-P-tolyloxy)-2-nitrobenzoic acid</synonym>
    <synonym>5-(2-chloro-alpha,alpha,alpha-Trifluoro-P-tolyloxy)-2-nitrobenzoate</synonym>
    <synonym>5-(2-chloro-alpha,alpha,alpha-Trifluoro-P-tolyloxy)-2-nitrobenzoic acid</synonym>
    <synonym>5-(2-chloro-α,α,α-trifluoro-P-tolyloxy)-2-nitrobenzoate</synonym>
    <synonym>5-(2-chloro-α,α,α-trifluoro-P-tolyloxy)-2-nitrobenzoic acid</synonym>
    <synonym>5-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid</synonym>
    <synonym>5-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid, 9CI</synonym>
    <synonym>Acifluorfen</synonym>
    <synonym>Acifluorfen [bsi:iso]</synonym>
    <synonym>Acifluorfene</synonym>
    <synonym>ACJ</synonym>
    <synonym>Blazer</synonym>
    <synonym>C14H7ClF3NO5</synonym>
    <synonym>Carbofluorfen</synonym>
    <synonym>Scifluorfen</synonym>
    <synonym>Tackle</synonym>
    <synonym>Tackle 25</synonym>
  </synonyms>
  <chemical_formula>C14H7ClF3NO5</chemical_formula>
  <average_molecular_weight>361.657</average_molecular_weight>
  <monisotopic_moleculate_weight>360.996484661</monisotopic_moleculate_weight>
  <iupac_name>5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid</iupac_name>
  <traditional_iupac>acifluorfen</traditional_iupac>
  <cas_registry_number>50594-66-6</cas_registry_number>
  <smiles>OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O</smiles>
  <inchi>InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)</inchi>
  <inchikey>NUFNQYOELLVIPL-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.</description>
    <direct_parent>Diphenylethers</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Diphenylethers</sub_class>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkyl fluorides</alternative_parent>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Benzoic acids</alternative_parent>
      <alternative_parent>Benzoyl derivatives</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Chlorobenzenes</alternative_parent>
      <alternative_parent>Diarylethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Nitroaromatic compounds</alternative_parent>
      <alternative_parent>Nitrobenzenes</alternative_parent>
      <alternative_parent>Nitrobenzoic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organic oxoazanium compounds</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organofluorides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Phenol ethers</alternative_parent>
      <alternative_parent>Phenoxy compounds</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
      <alternative_parent>Trifluoromethylbenzenes</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alkyl fluoride</substituent>
      <substituent>Alkyl halide</substituent>
      <substituent>Allyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Benzoic acid</substituent>
      <substituent>Benzoic acid or derivatives</substituent>
      <substituent>Benzoyl</substituent>
      <substituent>C-nitro compound</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Chlorobenzene</substituent>
      <substituent>Diaryl ether</substituent>
      <substituent>Diphenylether</substituent>
      <substituent>Ether</substituent>
      <substituent>Halobenzene</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Nitroaromatic compound</substituent>
      <substituent>Nitrobenzene</substituent>
      <substituent>Nitrobenzoate</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitro compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxoazanium</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organofluoride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenol ether</substituent>
      <substituent>Phenoxy compound</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Trifluoromethylbenzene</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>C-nitro compound</external_descriptor>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>benzoic acids</external_descriptor>
      <external_descriptor>monocarboxylic acid</external_descriptor>
      <external_descriptor>organochlorine compound</external_descriptor>
      <external_descriptor>organofluorine compound</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.87</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.63</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.52e-04 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 240°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>4.55</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>2.03</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-9.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>361.657</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>360.996484661</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C14H7ClF3NO5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>NUFNQYOELLVIPL-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>92.35</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>77.66</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>28.44</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</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>282</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>18941</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>45244</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>149310</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>99630</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>99631</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>99632</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>164799</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>164800</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>164801</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436302</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436303</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436304</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436305</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436306</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436307</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>443561</spectrum_id>
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      <spectrum_id>443565</spectrum_id>
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      <spectrum_id>443566</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2229289</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>2230188</spectrum_id>
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      <spectrum_id>2231559</spectrum_id>
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      <spectrum_id>2232612</spectrum_id>
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      <spectrum_id>2233927</spectrum_id>
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      <spectrum_id>2235024</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2236151</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB37112</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id>ACJ</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x00007f093c04a258&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
