<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:10:10 UTC</creation_date>
  <update_date>2015-07-20 22:50:15 UTC</update_date>
  <accession>FDB012439</accession>
  <name>Thiourea</name>
  <description>Prohibited from use in food

Another common application for use of thiourea is a common sulfur source for making semiconductor cadmium sulfide nanoparticle. A slurry of 1 g cadmium sulfate (1.3 mmol), 0.5 g thiourea (6.6 mmol), and 0.1 g SiO2 (1.7 mmol) were sonicated for 3 hours under ambient air at room temperature. The colorless slurry solution changes to yellow indicating the generation of CdS.; Thiourea is a planar molecule. The C=S bond distance is 1.60±0.1 Å for a wide range of derivatives. This narrow range indicates that the C=S bond is insensitive to the nature of the substitutent. Thus, the thioamide, which is similar to an amide group, is difficult to perturb.; Thiourea is an organic compound of carbon, nitrogen, sulfur and hydrogen, with the formula CSN2H4 or (NH2)2CS. It is similar to urea, except that the oxygen atom is replaced by a sulfur atom. The properties of urea and thiourea differ significantly because of the relative electronegativities of sulfur and oxygen. Thiourea is a versatile reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R1R2N)(R3R4N)C=S. Thioureas are related to thioamides, e.g. RC(S)NR2, where R is methyl, ethyl, etc.; Thiourea reduces peroxides to the corresponding diols. The intermediate of the reaction is an unstable epidioxide which can only be identified at -100 °C. Epidioxide is similar to epoxide except with two oxygen atoms. This intermediate reduces to diol by thiourea.</description>
  <synonyms>
    <synonym>(NH2)2CS</synonym>
    <synonym>&amp;beta;-thiopseudourea</synonym>
    <synonym>2-Thio-pseudourea</synonym>
    <synonym>2-Thio-urea</synonym>
    <synonym>2-Thiopseudourea</synonym>
    <synonym>2-Thiourea</synonym>
    <synonym>Aminothioamide</synonym>
    <synonym>Aminothiocarboxamide</synonym>
    <synonym>beta -Thiopseudourea</synonym>
    <synonym>Beta-thiopseudourea</synonym>
    <synonym>Carbonothioic diamide</synonym>
    <synonym>H2NC(S)NH2</synonym>
    <synonym>Isothiourea</synonym>
    <synonym>Pseudothiourea</synonym>
    <synonym>Pseudourea, 2-thio-</synonym>
    <synonym>Sulfocarbamide</synonym>
    <synonym>Sulfourea</synonym>
    <synonym>Sulfouren</synonym>
    <synonym>Sulourea</synonym>
    <synonym>Thio-urea</synonym>
    <synonym>Thiocarbamid</synonym>
    <synonym>Thiocarbamide</synonym>
    <synonym>Thiocarbonate diamide</synonym>
    <synonym>Thiocarbonic acid diamide</synonym>
    <synonym>Thiocarbonic diamide</synonym>
    <synonym>Thioharnstoff</synonym>
    <synonym>Thiokarbamid</synonym>
    <synonym>Thiomocovina</synonym>
    <synonym>Thiourea, acs</synonym>
    <synonym>Thiurea</synonym>
    <synonym>Thiuronium</synonym>
    <synonym>THU</synonym>
    <synonym>TOU</synonym>
    <synonym>Tsizp 34</synonym>
    <synonym>TU</synonym>
    <synonym>Urea, 2-thio-</synonym>
    <synonym>Urea, thio-</synonym>
    <synonym>Urea, thio- (8CI)</synonym>
  </synonyms>
  <chemical_formula>CH4N2S</chemical_formula>
  <average_molecular_weight>76.121</average_molecular_weight>
  <monisotopic_moleculate_weight>76.009518828</monisotopic_moleculate_weight>
  <iupac_name>thiourea</iupac_name>
  <traditional_iupac>thiourea</traditional_iupac>
  <cas_registry_number>62-56-6</cas_registry_number>
  <smiles>NC(N)=S</smiles>
  <inchi>InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)</inchi>
  <inchikey>UMGDCJDMYOKAJW-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as thioureas. These are organic compounds containing the thiourea functional group, a derivative of urea with the general structure (R1(N)R2C(=S)(R3)R4, R1-R4=H, alkyl, aryl), obtained by replacing the carbonyl group of urea with a thiocarbonyl group.</description>
    <direct_parent>Thioureas</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organosulfur compounds</super_class>
    <class>Thioureas</class>
    <sub_class/>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Thiourea</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>one-carbon compound</external_descriptor>
      <external_descriptor>thioureas</external_descriptor>
      <external_descriptor>ureas</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.07</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.12e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 180°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>13.87</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>thiourea</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>76.121</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>76.009518828</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>NC(N)=S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>CH4N2S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>UMGDCJDMYOKAJW-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>21.13</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>7.14</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>2</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>608</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>6430</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>6431</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>12937</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>149402</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>61851</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>61853</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>118470</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>118471</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>118472</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2244927</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>2245167</spectrum_id>
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      <type>Specdb::MsMs</type>
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      <type>Specdb::MsMs</type>
      <spectrum_id>2247240</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251161</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251266</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2766977</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2912018</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2912019</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2912020</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB34155</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>36946</chebi_id>
  <biocyc_id/>
  <het_id>TOU</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce326055a8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce326053f0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32605238&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32605080&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
