1.0 2010-04-08 22:09:10 UTC 2025-11-18 23:20:01 UTC FDB010539 2-Vinylphenol 2-vinylphenol is a member of the class of compounds known as styrenes. Styrenes are organic compounds containing an ethenylbenzene moiety. 2-vinylphenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-vinylphenol can be found in ceylon cinnamon and chinese cinnamon, which makes 2-vinylphenol a potential biomarker for the consumption of these food products. 2-vinylphenol is a phenolic compound found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguajacol 10-490 μg/l) whereas, in red wines, it's the corresponding ethyl-phenols . (2-Hydroxyphenyl)ethylene 2-Ethenylphenol, 9CI 2-Hydroxystyrene C8H8O 120.1485 120.057514878 2-ethenylphenol 2-ethenylphenol 695-84-1 OC1=CC=CC=C1C=C InChI=1S/C8H8O/c1-2-7-5-3-4-6-8(7)9/h2-6,9H,1H2 JESXATFQYMPTNL-UHFFFAOYSA-N belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Styrenes Organic compounds Benzenoids Benzene and substituted derivatives Styrenes Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Hydrocarbon derivatives Organooxygen compounds 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Hydrocarbon derivative Organic oxygen compound Organooxygen compound Phenol Styrene logp 2.11 ALOGPS logs -1.15 ALOGPS solubility 8.56e+00 g/l ALOGPS logp 2.41 ChemAxon pka_strongest_acidic 9.41 ChemAxon pka_strongest_basic -6 ChemAxon iupac 2-ethenylphenol ChemAxon average_mass 120.1485 ChemAxon mono_mass 120.057514878 ChemAxon smiles OC1=CC=CC=C1C=C ChemAxon formula C8H8O ChemAxon inchi InChI=1S/C8H8O/c1-2-7-5-3-4-6-8(7)9/h2-6,9H,1H2 ChemAxon inchikey JESXATFQYMPTNL-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 37.73 ChemAxon polarizability 13.04 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93426 Specdb::MsMs 93427 Specdb::MsMs 93428 Specdb::MsMs 157200 Specdb::MsMs 157201 Specdb::MsMs 157202 Specdb::CMs 74393 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 0.75 0.75 0.75 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260