<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:10:03 UTC</creation_date>
  <update_date>2019-11-26 03:06:24 UTC</update_date>
  <accession>FDB012210</accession>
  <name>Ethyl acrylate</name>
  <description>Flavouring ingredient

Although there are some reports claiming that ethyl acrylate is a carcinogen, major respected bodies regard the evidence of human carcinogenicity as weak and/or inconsistent. The International Agency for Research on Cancer stated, "Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B)." The United States Environmental Protection Agency (EPA) states, "Human studies on occupational exposure to ethyl acrylate. have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the forestomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity and removed ethyl acrylate from its list of carcinogens." (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time.); Ethyl acrylate is an organic compound primarily used in the preparation of various polymers. It is a clear liquid with an acrid penetrating odor. The human nose is capable of detecting this odor at a thousand times lower concentration then is considered harmful if continuously exposed for some period of time. Ethyl acrylate is found in pineapple.</description>
  <synonyms>
    <synonym>2-Propenoic Acid Ethyl Ester</synonym>
    <synonym>2-Propenoic acid, ethyl ester</synonym>
    <synonym>2-Propenoic acid, ethyl ester, homopolymer</synonym>
    <synonym>Acrylate ethyl ester</synonym>
    <synonym>Acrylic acid ethyl ester</synonym>
    <synonym>Acrylic acid, ethyl ester</synonym>
    <synonym>Acrylic acid, ethyl ester (inhibited)</synonym>
    <synonym>Aethylacrylat</synonym>
    <synonym>Akrylanem etylu</synonym>
    <synonym>Carboset 511</synonym>
    <synonym>CH2=CHCOOC2H5</synonym>
    <synonym>Ethoxycarbonylethylene</synonym>
    <synonym>Ethyl 2-propenoate</synonym>
    <synonym>Ethyl 2-propenoate, homopolymer</synonym>
    <synonym>Ethyl acrylate</synonym>
    <synonym>Ethyl acrylate (inhibited)</synonym>
    <synonym>Ethyl acrylate homopolymer</synonym>
    <synonym>Ethyl acrylate polymer</synonym>
    <synonym>Ethyl acrylate, inhibited</synonym>
    <synonym>Ethyl acrylate, inhibited [UN1917] [Flammable liquid]</synonym>
    <synonym>Ethyl ester of 2-propenoic acid</synonym>
    <synonym>Ethyl propenoate</synonym>
    <synonym>Ethyl propenoate, inhibited</synonym>
    <synonym>Ethylacrylaat</synonym>
    <synonym>Ethylakrylat</synonym>
    <synonym>Ethylester kyseliny akrylove</synonym>
    <synonym>Etil acrilato</synonym>
    <synonym>Etilacrilatului</synonym>
    <synonym>Etilacrilatului [romanian]</synonym>
    <synonym>Etilacrilatului(roumanian)</synonym>
    <synonym>FEMA 2418</synonym>
    <synonym>Poly(acrylic acid, ethyl ester)</synonym>
    <synonym>Poly(ethyl acrylate)</synonym>
    <synonym>Polyethylacrylate</synonym>
    <synonym>Propenoic acid,ethyl ester (ethylacrylate)</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>ethyl prop-2-enoate</iupac_name>
  <traditional_iupac>ethyl acrylate</traditional_iupac>
  <cas_registry_number>140-88-5</cas_registry_number>
  <smiles>CCOC(=O)C=C</smiles>
  <inchi>InChI=1S/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3</inchi>
  <inchikey>JIGUQPWFLRLWPJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as acrylic acid esters. These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH).</description>
    <direct_parent>Acrylic acid esters</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Carboxylic acids and derivatives</class>
    <sub_class>Acrylic acids and derivatives</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Enoate esters</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Acrylic acid ester</substituent>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alpha,beta-unsaturated carboxylic ester</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Enoate ester</substituent>
      <substituent>Hydrocarbon derivative</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>Wax monoesters</external_descriptor>
      <external_descriptor>enoate ester</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.24</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.41</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.88e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp -71.2°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>1.27</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-6.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>ethyl prop-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>CCOC(=O)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/c1-3-5(6)7-4-2/h3H,1,4H2,2H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>JIGUQPWFLRLWPJ-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>26.81</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>10.5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</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>
  <spectra>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>6391</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>6392</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>1151</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>10451</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27204</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27257</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27804</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27836</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101500</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
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    <spectrum>
      <type>Specdb::CMs</type>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101503</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>151088</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2241</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2936</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124018</spectrum_id>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124022</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124023</spectrum_id>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124026</spectrum_id>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124033</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124034</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124035</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>124036</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>124037</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>8951</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>8952</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>8953</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>15623</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>15624</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>15625</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2765939</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2765940</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2765941</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2943280</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2943281</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2943282</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB33978</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce32932780&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Pineapple</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Ananas comosus</name_scientific>
      <ncbi_taxonomy_id>4615</ncbi_taxonomy_id>
      <average_value>0.077</average_value>
      <max_value>0.077</max_value>
      <min_value>0.077</min_value>
      <unit>mg/100 g</unit>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>acrylate</name>
    </flavor>
    <flavor>
      <name>fruity</name>
    </flavor>
    <flavor>
      <name>harsh</name>
    </flavor>
    <flavor>
      <name>plastic</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
    <health_effect>
      <name>Allergenic</name>
      <id>43</id>
      <definition>A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.</definition>
    </health_effect>
    <health_effect>
      <name>Lachrymatory</name>
      <id>1061</id>
      <definition/>
    </health_effect>
    <health_effect>
      <name>Name</name>
      <id>936</id>
      <definition>A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.</definition>
    </health_effect>
  </health_effects>
</compound>
