title: Carbanions from decarboxylation of orotate analogs: stability and mechanistic implications.
abstract: The pKa's of the 6-CH groups of 1,3-dimethyluracil, N-methyl-2-pyridone, and N-methyl-4-pyridone were determined through their reactions with bases derived from carbon acids with known pKa and the reactions of their corresponding carbanions with the carbon acids. No correlation between the stability of the carbanions and the rate of decarboxylation of corresponding carboxylic acids was found.
authors.affiliation: Department of Chemistry and Biochemistry, San Francisco State University, San Francisco, CA 94132, USA.
authors.forename: Fong Ying
authors.initials: FY
authors.lastname: Yeoh
authors.forename: Roxanne R
authors.initials: RR
authors.lastname: Cuasito
authors.forename: Christina C
authors.initials: CC
authors.lastname: Capule
authors.forename: Freeman M
authors.initials: FM
authors.lastname: Wong
authors.forename: Weiming
authors.initials: W
authors.lastname: Wu
mesh_terms: D000838:Anions / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D003653:Decarboxylation; D009963:Orotic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D011728:Pyridones / Q000737:chemistry
chemical_list: D000838:Anions; D002264:Carboxylic Acids; D011728:Pyridones; D009963:Orotic Acid