title: Kinetic evidence for high reactivity of 3-nitrophenylboronic acid compared to its conjugate boronate ion in reactions with ethylene and propylene glycols.
abstract: The rate constants for a boronate ion were determined for the first time using the reaction systems of 3-nitrophenylboronic acid (3-NO2PhB(OH)2) with ethylene glycol (EG) and propylene glycol (PG) in an alkaline solution: the rate constants (25 degrees C, I = 0.10 M) for the reactions of 3-NO2PhB(OH)3- are 1.2 M(-1) s(-1) (EG) and 1.5 M(-1) s(-1) (PG), which are at least 10(3) times smaller than those for the reactions of 3-NO 2PhB(OH)2 [1.0 x 10(4) M(-1) s(-1) (EG) and 5.8 x 10(3) M(-1) s(-1) (PG)].
authors.affiliation: Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, Japan.
authors.forename: Chiaki
authors.initials: C
authors.lastname: Miyamoto
authors.forename: Kazunori
authors.initials: K
authors.lastname: Suzuki
authors.forename: Satoshi
authors.initials: S
authors.lastname: Iwatsuki
authors.forename: Masahiko
authors.initials: M
authors.lastname: Inamo
authors.forename: Hideo D
authors.initials: HD
authors.lastname: Takagi
authors.forename: Koji
authors.initials: K
authors.lastname: Ishihara
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D019855:Ethylene Glycol / Q000737:chemistry*; D007700:Kinetics; D019946:Propylene Glycol / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; C017562:3-nitrobenzeneboronic acid; D019946:Propylene Glycol; D019855:Ethylene Glycol