1.0 2010-04-08 22:06:13 UTC 2019-11-26 03:00:00 UTC FDB004404 2-Phenylpyridine 2-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. 2-phenylpyridine is slightly soluble (in water) and a strong basic compound (based on its pKa). 2-phenylpyridine can be found in sweet orange and tea, which makes 2-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 . 2-Phenylpyridine O-phenylpyridine Pyridine, 2-phenyl- C11H9N 155.1959 155.073499293 2-phenylpyridine 2-phenylpyridine C1=CC=C(C=C1)C1=CC=CC=N1 InChI=1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H VQGHOUODWALEFC-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 2-phenylpyridine Aromatic heteromonocyclic compound Azacycle Benzenoid Heteroaromatic compound Hydrocarbon derivative Monocyclic benzene moiety Organic nitrogen compound Organonitrogen compound Organopnictogen compound logp 2.70 ALOGPS logs -1.59 ALOGPS solubility 4.02e+00 g/l ALOGPS logp 2.79 ChemAxon pka_strongest_basic 4.43 ChemAxon iupac 2-phenylpyridine ChemAxon average_mass 155.1959 ChemAxon mono_mass 155.073499293 ChemAxon smiles C1=CC=C(C=C1)C1=CC=CC=N1 ChemAxon formula C11H9N ChemAxon inchi InChI=1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H ChemAxon inchikey VQGHOUODWALEFC-UHFFFAOYSA-N ChemAxon polar_surface_area 12.89 ChemAxon refractivity 48.67 ChemAxon polarizability 17.38 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 111430 Specdb::CMs 124639 Specdb::NmrOneD 178081 Specdb::NmrOneD 178082 Specdb::NmrOneD 178083 Specdb::NmrOneD 178084 Specdb::NmrOneD 178085 Specdb::NmrOneD 178086 Specdb::NmrOneD 178087 Specdb::NmrOneD 178088 Specdb::NmrOneD 178089 Specdb::NmrOneD 178090 Specdb::NmrOneD 178091 Specdb::NmrOneD 178092 Specdb::NmrOneD 178093 Specdb::NmrOneD 178094 Specdb::NmrOneD 178095 Specdb::NmrOneD 178096 Specdb::NmrOneD 178097 Specdb::NmrOneD 178098 Specdb::NmrOneD 178099 Specdb::NmrOneD 178100 Specdb::MsMs 100086 Specdb::MsMs 100087 Specdb::MsMs 100088 Specdb::MsMs 165324 Specdb::MsMs 165325 Specdb::MsMs 165326 Specdb::MsMs 1470940 Specdb::MsMs 2258356 Specdb::MsMs 3400201 Specdb::MsMs 3400202 Specdb::MsMs 3400203 Specdb::MsMs 3400204 Specdb::MsMs 3400205 Specdb::MsMs 3400206 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Sweet orange Type 1 specific Citrus sinensis 2711 Tea Type 1 specific Camellia sinensis 4442