1.0 2010-04-08 22:06:14 UTC 2025-11-18 22:56:12 UTC FDB004418 3-Phenylpyridine 3-phenylpyridine is a member of the class of compounds known as phenylpyridines. Phenylpyridines are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. 3-phenylpyridine is slightly soluble (in water) and a strong basic compound (based on its pKa). 3-phenylpyridine can be found in peppermint, sweet orange, and tea, which makes 3-phenylpyridine a potential biomarker for the consumption of these food products. The compound is prepared by the reaction of phenyl lithium with pyridine: C6H5Li + C5H5N → C6H5-C5H4N + LiH The reaction of iridium trichloride with 2-phenylpyridine proceeds via cyclometallation to give the chloride-bridged complex: 4 C6H5-C5H4N + 2 IrCl3(H2O)3 → Ir2Cl2(C6H4-C5H4N)4 + 4 HCl This complex can be converted to the pictured tris(cyclometallated) derivative . 3-PhenyIpyridine 3-Phenylpyridine 3-phenylpyridine, 33 M-phenylpyridine Pyridine, 3-phenyl- C11H9N 155.1959 155.073499293 3-phenylpyridine 3-phenylpyridine C1=CC=C(C=C1)C1=CN=CC=C1 InChI=1S/C11H9N/c1-2-5-10(6-3-1)11-7-4-8-12-9-11/h1-9H HJKGBRPNSJADMB-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. Phenylpyridines Organic compounds Organoheterocyclic compounds Pyridines and derivatives Phenylpyridines Aromatic heteromonocyclic compounds Azacyclic compounds Benzene and substituted derivatives Heteroaromatic compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds 3-phenylpyridine Aromatic heteromonocyclic compound Azacycle Benzenoid Heteroaromatic compound Hydrocarbon derivative Monocyclic benzene moiety Organic nitrogen compound Organonitrogen compound Organopnictogen compound logp 2.49 ALOGPS logs -1.64 ALOGPS solubility 3.55e+00 g/l ALOGPS melting_point 164 oC logp 2.4 ChemAxon pka_strongest_basic 4.73 ChemAxon iupac 3-phenylpyridine ChemAxon average_mass 155.1959 ChemAxon mono_mass 155.073499293 ChemAxon smiles C1=CC=C(C=C1)C1=CN=CC=C1 ChemAxon formula C11H9N ChemAxon inchi InChI=1S/C11H9N/c1-2-5-10(6-3-1)11-7-4-8-12-9-11/h1-9H ChemAxon inchikey HJKGBRPNSJADMB-UHFFFAOYSA-N ChemAxon polar_surface_area 12.89 ChemAxon refractivity 49.04 ChemAxon polarizability 17.25 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 53667 Specdb::MsMs 53668 Specdb::MsMs 53669 Specdb::MsMs 169938 Specdb::MsMs 169939 Specdb::MsMs 169940 Specdb::MsMs 3600470 Specdb::MsMs 3600471 Specdb::MsMs 3600472 Specdb::MsMs 3600473 Specdb::MsMs 3600474 Specdb::MsMs 3600475 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Peppermint Type 1 specific Mentha X piperita 34256 Red tea Type 1 Sweet orange Type 1 specific Citrus sinensis 2711 Tea Type 1 specific Camellia sinensis 4442