title: Acidity constant and solvatochromic behavior of some pyrazolo[1,5-a]pyrimidin-2-amine derivatives.
abstract: The UV-visible electronic spectra of some azo compounds of pyrazolo[1,5-a]pyrimidin-2-amine have been studied. The solvatochromic behavior of these compounds was investigated by studying their spectra in pure organic solvents of different polarities such as cyclohexane carbon tetrachloride, chloroform, ethanol and DMF. These exhibits a red shift in its λmax with increase relative permittivity of medium changing from cyclohexane→carbon tetrachloride→chloroform→ethanol→DMF. The acid dissociation constants of these compounds were determined in aqueous-organic solvent mixtures such as acetone, methanol, ethanol and DMF. The ionization constants of the dyes in question depend largely on both the proportion and the nature of the organic solvent basicity contribute the major effects on the ionization process. In general, pKa values in all compounds decrease with increase relative permittivity of the medium. The acidity of studied azo compounds increases in the following order: p-NO2<m-CF3<p-F<p-Cl<p-H<p-CH3.
authors.affiliation: Chemistry Department, Faculty of Science, King Abdulaziz University, North Jeddah, P.O. Box 80203, Jeddah 21589, Saudi Arabia; Chemistry Department, Faculty of Science, Assiut University, Assiut, Egypt. Electronic address: malgahami@yahoo.com.
authors.forename: Mohamed A
authors.initials: MA
authors.lastname: El-Gahami
authors.affiliation: Chemistry Department, Faculty of Science, King Abdulaziz University, North Jeddah, P.O. Box 80203, Jeddah 21589, Saudi Arabia; Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt.
authors.forename: Ahmed E M
authors.initials: AE
authors.lastname: Mekky
authors.affiliation: Chemistry Department, Faculty of Science, King Abdulaziz University, North Jeddah, P.O. Box 80203, Jeddah 21589, Saudi Arabia; Green Chemistry Department, National Research Centre, Dokki, Cairo 12622, Egypt.
authors.forename: Tamer S
authors.initials: TS
authors.lastname: Saleh
authors.affiliation: Chemistry Department, Faculty of Science, King Abdulaziz University, North Jeddah, P.O. Box 80203, Jeddah 21589, Saudi Arabia.
authors.forename: Abdullah S
authors.initials: AS
authors.lastname: Al-Bogami
mesh_terms: D000586:Amination; D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D011720:Pyrazoles / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000588:Amines; D001391:Azo Compounds; D011720:Pyrazoles; D011743:Pyrimidines; D012997:Solvents
keywords: Pyrazolo[1,5-a]pyrimidin-2-amine; Solvatochromic behavior; pKa determined