<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 04:40:46 UTC</creation_date>
  <update_date>2026-08-23 01:49:15 UTC</update_date>
  <accession/>
  <common_name>5,5-Dimethyl-2,4-imidazolidinedione</common_name>
  <class>SmallMolecule</class>
  <description>5,5-Dimethyl-2,4-imidazolidinedione belongs to the imidazolidines, a subclass of azolidines within the organic compounds. This organoheterocyclic compound has the formula C5H8N2O2 and an average molecular weight of 128.13 g/mol. In industrial applications, it is used as a surfactant (surface active agent), a viscosity modifier, and as a softener and conditioner.

The compound has been identified in 33 recorded sources across various sectors. These include drinking water and water supply sources such as tap water, bottled water, desalinated water, and drinking water. It is also found in aquatic systems and sediments, specifically in seawater, freshwater, surface water, and groundwater. Within wastewater, sanitation, and biosolids, it is recorded in mine wastewater, industrial wastewater, wastewater treatment effluent, and unspecified wastewater. 

Additionally, the substance is present in household cleaning and consumer products, including soap dispensers, soap detergents, bleaching agents, and perfumes within detergents and soaps. In the food, food processing, and cookware sector, it is associated with food preservation, processing meats, and fermentation processes for beer. It is also found in electrical and electronic equipment, specifically in electrodes, electric switches, hybrid capacitors, emergency protective devices, and conductors or conductive bodies characterised by the conductive materials. Recorded exposure routes for this compound include touch, oral, and inhalation.</description>
  <categories/>
  <types>
    <type>PMT</type>
  </types>
  <synonyms>
    <synonym>5,5-dimethylhydantoin</synonym>
    <synonym>5,5-Dimethylhydantoin</synonym>
    <synonym>5,5-dimethylimidazolidine-2,4-dione</synonym>
  </synonyms>
  <chemical_formula>C5H8N2O2</chemical_formula>
  <average_molecular_weight>128.131</average_molecular_weight>
  <monisotopic_moleculate_weight>128.058577506</monisotopic_moleculate_weight>
  <iupac_name>dimethyl-4H-imidazole-2,5-diol</iupac_name>
  <traditional_iupac>dimethylimidazole-2,4-diol</traditional_iupac>
  <cas_registry_number>77-71-4</cas_registry_number>
  <smiles>CC1(C)N=C(O)N=C1O</smiles>
  <inchi>InChI=1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9)</inchi>
  <inchikey>YIROYDNZEPTFOL-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Azolidines</class>
    <sub_class>Imidazolidines</sub_class>
    <direct_parent>Hydantoins</direct_parent>
    <alternate_parents>
      <alternative_parent>5-monosubstituted hydantoins</alternative_parent>
      <alternative_parent>Alpha amino acids and derivatives</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Dicarboximides</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-acyl ureas</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>5-monosubstituted hydantoin</substituent>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Alpha-amino acid or derivatives</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Carbonic acid derivative</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Dicarboximide</substituent>
      <substituent>Hydantoin</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>N-acyl urea</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Urea</substituent>
      <substituent>Ureide</substituent>
    </substituents>
    <molecular_framework>Aliphatic heteromonocyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-0.3</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.21</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.44</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.62e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>0.8</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>3.18</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>0.86</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>dimethyl-4H-imidazole-2,5-diol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>128.131</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>128.058577506</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1(C)N=C(O)N=C1O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C5H8N2O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>YIROYDNZEPTFOL-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>65.18</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>31.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>12.31</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</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>
  </predicted_properties>
  <route_of_exposure/>
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  <metabolism/>
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  <lethaldose/>
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  <use_source/>
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  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>6491</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>6246</chemspider_id>
  <kegg_id/>
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  <biocyc_id/>
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  <general_references/>
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</compound>
