<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:08:48 UTC</creation_date>
  <update_date>2020-02-24 19:10:58 UTC</update_date>
  <accession>FDB009805</accession>
  <name>Methyl methacrylate</name>
  <description>An enoate ester compound having methacrylic acid as the carboxylic acid component and methanol as the alcohol component. (ChEBI)</description>
  <synonyms>
    <synonym>2-(Methoxycarbonyl)-1-propene</synonym>
    <synonym>2-Methyl-2-propenoate methyl ester</synonym>
    <synonym>2-Methyl-2-propenoic acid methyl ester</synonym>
    <synonym>2-Methyl-acrylic acid methyl ester</synonym>
    <synonym>2-Methylacrylate methyl ester</synonym>
    <synonym>2-Methylacrylic acid methyl ester</synonym>
    <synonym>2-Propenoic acid, 2-methyl-, methyl ester</synonym>
    <synonym>Acrylic acid, 2-methyl-, methyl ester</synonym>
    <synonym>Methacrylate de methyle</synonym>
    <synonym>Methacrylate methyl ester</synonym>
    <synonym>Methacrylic acid de methyle</synonym>
    <synonym>Methacrylic acid methyl ester</synonym>
    <synonym>Methacrylsaeuremethyl ester</synonym>
    <synonym>Methyl 2-methyl-2-propenoate</synonym>
    <synonym>Methyl 2-methyl-2-propenoic acid</synonym>
    <synonym>Methyl 2-methylacrylate</synonym>
    <synonym>Methyl 2-methylacrylic acid</synonym>
    <synonym>Methyl 2-methylpropenoate</synonym>
    <synonym>Methyl 2-methylpropenoic acid</synonym>
    <synonym>Methyl a-methylacrylate</synonym>
    <synonym>Methyl a-methylacrylic acid</synonym>
    <synonym>Methyl alpha-methylacrylate</synonym>
    <synonym>Methyl alpha-methylacrylic acid</synonym>
    <synonym>Methyl ester of 2-methyl-2-propenoic acid</synonym>
    <synonym>Methyl methylacrylate</synonym>
    <synonym>Methyl methylacrylic acid</synonym>
    <synonym>Methyl α-methylacrylate</synonym>
    <synonym>Methyl α-methylacrylic acid</synonym>
    <synonym>Methyl-methacrylat</synonym>
    <synonym>Methylmethacrylate</synonym>
    <synonym>Methylmethacrylic acid</synonym>
    <synonym>MMA</synonym>
  </synonyms>
  <chemical_formula>C5H8O2</chemical_formula>
  <average_molecular_weight>100.1158</average_molecular_weight>
  <monisotopic_moleculate_weight>100.0524295</monisotopic_moleculate_weight>
  <iupac_name>methyl 2-methylprop-2-enoate</iupac_name>
  <traditional_iupac>methyl methacrylate</traditional_iupac>
  <cas_registry_number>80-62-6</cas_registry_number>
  <smiles>COC(=O)C(C)=C</smiles>
  <inchi>InChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3</inchi>
  <inchikey>VVQNEPGJFQJSBK-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.</description>
    <direct_parent>Enoate esters</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Carboxylic acids and derivatives</class>
    <sub_class>Carboxylic acid derivatives</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Methyl esters</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Enoate ester</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Methyl ester</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>enoate ester</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Liquid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.10</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.30</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.05e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>-48 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>1.31</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-6.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>methyl 2-methylprop-2-enoate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>100.1158</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>100.0524295</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>COC(=O)C(C)=C</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C5H8O2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>VVQNEPGJFQJSBK-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>26.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>26.42</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>10.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</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>
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  <hmdb_id>HMDB32385</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>34840</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce317c6910&gt;</reference>
    <reference>#&lt;Reference:0x000055ce317c6758&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Blackberry</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Rubus</name_scientific>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Evergreen blackberry</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Rubus laciniatus</name_scientific>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>acrylic</name>
    </flavor>
    <flavor>
      <name>aromatic</name>
    </flavor>
    <flavor>
      <name>fruity</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
