1.0 2010-04-08 22:11:26 UTC 2019-11-26 03:10:39 UTC FDB014718 Pyrrole Flavouring ingredient Pyrrole has very low basicity compared to conventional amines and some other aromatic compounds like pyridine. This decreased basicity is attributed to the delocalization of the lone pair of electrons of the nitrogen atom in the aromatic ring. Pyrrole is a very weak base with a pKaH of about ?4. Protonation results in loss of aromaticity, and is, therefore, unfavorable.; Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH. Substituted derivatives are also called pyrroles. For example, C4H4NCH3 is N-methylpyrrole. Porphobilinogen is a trisubstituted pyrrole, which is the biosynthetic precursor to many natural products.; The starting materials in the Piloty-Robinson pyrrole synthesis are 2 equivalents of an aldehyde and hydrazine. The product is a pyrrole with specific substituents in the 3 and 4 positions. The aldehyde reacts with the diamine to an intermediate di-imine (R?C=N?N=C?R), which, with added hydrochloric acid, gives ring-closure and loss of ammonia to the pyrrole. Pyrrole is found in tamarind and corn. 1-Aza-2,4-cyclopentadiene 1H-Pyrrole 1H-Pyrrole, homopolymer 1H-Pyrrole, potassium salt Azole Divinyleneimine Divinylenimine FEMA 3386 Imidole Indole Monopyrrole Polypyrrole Pyrolle Pyrrhol Pyrrol Pyrroline C4H5N 67.0892 67.042199165 1H-pyrrole pyrrole 109-97-7 N1C=CC=C1 InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H KAESVJOAVNADME-UHFFFAOYSA-N belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Heteroaromatic compounds Organic compounds Organoheterocyclic compounds Heteroaromatic compounds Aromatic heteromonocyclic compounds Azacyclic compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Pyrroles Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyrrole a pyrrole pyrrole Liquid logp 0.76 ALOGPS logs 0.82 ALOGPS solubility 4.45e+02 g/l ALOGPS melting_point Mp -24° logp 1.05 ChemAxon pka_strongest_acidic 18 ChemAxon iupac 1H-pyrrole ChemAxon average_mass 67.0892 ChemAxon mono_mass 67.042199165 ChemAxon smiles N1C=CC=C1 ChemAxon formula C4H5N ChemAxon inchi InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H ChemAxon inchikey KAESVJOAVNADME-UHFFFAOYSA-N ChemAxon polar_surface_area 15.79 ChemAxon refractivity 20.82 ChemAxon polarizability 7.17 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 3791 Specdb::NmrOneD 4051 Specdb::MsIr 7038 Specdb::MsIr 7039 Specdb::MsIr 7040 Specdb::EiMs 1816 Specdb::MsMs 12194 Specdb::MsMs 12195 Specdb::MsMs 12196 Specdb::MsMs 18866 Specdb::MsMs 18867 Specdb::MsMs 18868 Specdb::MsMs 452290 Specdb::MsMs 2683464 Specdb::MsMs 2683465 Specdb::MsMs 2683466 Specdb::MsMs 3021546 Specdb::MsMs 3021547 Specdb::MsMs 3021548 Specdb::CMs 13704 Specdb::CMs 175353 HMDB35924 19203 #<Reference:0x000055ce31df9828> #<Reference:0x000055ce31df9670> #<Reference:0x000055ce31df94b8> #<Reference:0x000055ce31df9300> #<Reference:0x000055ce31df9148> #<Reference:0x000055ce31df8f90> Beer Type 2 specific 0.0 0.0 0.0 mg/100 g Corn Type 1 specific Zea mays 4577 Mung bean Type 1 specific Vigna radiata 157791 Soy bean Type 1 specific Glycine max 3847 Taco Type 2 specific 0.0 0.0 0.0 mg/100 g Tamarind Type 1 specific Tamarindus indica 58860 Tortilla chip Type 2 specific ethereal nutty sweet warm