The Kinetics of the Acid-Catalyzed Hydrolysis of Amine Disulfonate Ion; The Third Ionization Constant of Amine Disulfonic Acid

1949 ◽  
Vol 71 (10) ◽  
pp. 3491-3498 ◽  
Author(s):  
George J. Doyle ◽  
Norman. Davidson
1986 ◽  
Vol 51 (12) ◽  
pp. 2786-2797
Author(s):  
František Grambal ◽  
Jan Lasovský

Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media. It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1% solutions of mineral acids. Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed. From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid. The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.


1997 ◽  
Vol 51 ◽  
pp. 515-520 ◽  
Author(s):  
Martti Lajunen ◽  
Marja Himottu ◽  
Kirsi Tanskanen-Lehti ◽  
Maamar Hamdi ◽  
Suzanne Fery-Forgues ◽  
...  

2018 ◽  
Vol 86 (2) ◽  
pp. 316-328 ◽  
Author(s):  
J. C. Echeverría ◽  
P. Moriones ◽  
G. Arzamendi ◽  
J. J. Garrido ◽  
M. J. Gil ◽  
...  

1986 ◽  
Vol 64 (6) ◽  
pp. 1116-1123 ◽  
Author(s):  
Tadashi Okuyama ◽  
Masayoshi Toyoda ◽  
Takayuki Fueno

Hydrolyses of 2-ethylidene-(1b), 2-isopropylidene-(1c), and 2-benzylidene-1,3-dithiolane (1d) were kinetically investigated in aqueous solution. All the individual rate constants involved in this three-step reaction were evaluated. Initial carbon protonation is only partially reversible (k2/k−1 = 1.33, 0.68, and 1.02 for 1b, 1c, and 1d, respectively) at higher pH, while the protonation becomes completely reversible below pH 2 where the third step is rate determining. Complete H–D isotope exchange at the β-carbon of 1b and 1d was observed in deuterium media before appreciable hydrolysis took place. It was demonstrated that reversion from the tetrahedral intermediate 3 to 1 occurs extensively during the reaction in the latter acidity range. Relative stabilities and reactivities of the olefinic substrates 1 are discussed.


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