Cyclization and acid-catalyzed hydrolysis of O-benzoylbenzamidoximes

1986 ◽  
Vol 51 (12) ◽  
pp. 2786-2797
Author(s):  
František Grambal ◽  
Jan Lasovský
Keyword(s):  
Reaction Rate ◽  
Kinetic Isotope ◽  
Acid Base Equilibrium ◽  
Mineral Acids ◽  
Kinetics Of Formation ◽  
Acid Catalyzed ◽  
Ph Scale ◽  
Kinetics Of ◽  
Hydrolysis Of ◽  
Derivatives Of

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.

Modeling Reaction Kinetics of Twin Polymerization via Differential Scanning Calorimetry

2018 ◽  
Vol 43 (4) ◽  
pp. 347-357
Author(s):  
Janett Prehl ◽  
Robin Masser ◽  
Peter Salamon ◽  
Karl Heinz Hoffmann
Keyword(s):  
Reaction Mechanism ◽  
Density Functional ◽  
Reaction Rate ◽  
Density Functional Theory Calculations ◽  
Scanning Calorimetry ◽  
Functional Theory ◽  
Reaction Rate Constants ◽  
Acid Catalyzed ◽  
Kinetics Of ◽  
Derivatives Of

Abstract We present a kinetic model for the reaction mechanism of acid-catalyzed twin polymerization. Our model characterizes the reaction mechanism not by the reactants, intermediate structures, and products, but via reaction-relevant moieties. We apply our model for three different derivatives of 2,2’-Spirobi[4H-1,3,2-benzodioxasiline] and determine activation energies, reaction enthalpies, and reaction rate constants for the reaction steps in our mechanism. We compare our findings to previously reported values obtained from density functional theory calculations. Furthermore, with this approach we are also able to follow the time development of the concentrations of the reaction-relevant moieties.

Kinetics of cyclization of S-ethoxycarbonylmethylisothiouronium chloride to 2-imino-4-thiazolidone

1979 ◽  
Vol 44 (3) ◽  
pp. 912-917 ◽  
Author(s):  
Vladimír Macháček ◽  
Said A. El-bahai ◽  
Vojeslav Štěrba
Keyword(s):  
Hydrochloric Acid ◽  
Dilute Hydrochloric Acid ◽  
Base Catalysis ◽  
General Base ◽  
Rate Limiting Step ◽  
Limiting Step ◽  
Kinetics Of Formation ◽  
Acid Catalyzed ◽  
Rate Limiting ◽  
Kinetics Of

Kinetics of formation of 2-imino-4-thiazolidone from S-ethoxycarbonylmethylisothiouronium chloride has been studied in aqueous buffers and dilute hydrochloric acid. The reaction is subject to general base catalysis, the β value being 0.65. Its rate limiting step consists in acid-catalyzed splitting off of ethoxide ion from dipolar tetrahedral intermediate. At pH < 2 formation of this intermediate becomes rate-limiting; rate constant of its formation is 2 . 104 s-1.

scholarly journals Effect of a Substituent in the Benzene Ring upon the Kinetics of Acid-Catalyzed Hydrolysis of exo-2-Norbornyl Phenyl Ether.

1997 ◽  
Vol 51 ◽  
pp. 515-520 ◽  
Author(s):  
Martti Lajunen ◽  
Marja Himottu ◽  
Kirsi Tanskanen-Lehti ◽  
Maamar Hamdi ◽  
Suzanne Fery-Forgues ◽  
...  
Keyword(s):  
Benzene Ring ◽  
Phenyl Ether ◽  
Acid Catalyzed ◽  
Kinetics Of ◽  
Hydrolysis Of

Isocarbostyrils. II. The Conversion of 2-Methyl-4-acyl-5-nitroisocarbostyrils to 2-Substituted Indole-4-carboxylic Acids

1971 ◽  
Vol 49 (17) ◽  
pp. 2797-2802 ◽  
Author(s):  
D. E. Horning ◽  
G. Lacasse ◽  
J. M. Muchowski
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Alkaline Hydrolysis ◽  
Mannich Reaction ◽  
Reductive Cyclization ◽  
Acid Catalyzed ◽  
Acid Anhydrides ◽  
Hydrolysis Of ◽  
Derivatives Of

The sulfuric acid catalyzed acylation of 2-methyl-5-nitroisocarbostyril with carboxylic acid anhydrides gave the corresponding 4-acylated derivatives 3, which underwent reductive cyclization to 2-substituted derivatives of 4-methyl-1,3,4,5-tetrahydropyrrolo[4.3.2.de]isoquinolin-5-one (4). Alkaline hydrolysis of the six-membered lactam in 4 was accompanied by a retro-Mannich reaction to produce 2-substituted indole-4-carboxylic acids in about 40 % overall yield from 3.

Kinetics of the acid-catalyzed hydrolysis of tetraethoxysilane (TEOS) by 29Si NMR spectroscopy and mathematical modeling

2018 ◽  
Vol 86 (2) ◽  
pp. 316-328 ◽  
Author(s):  
J. C. Echeverría ◽  
P. Moriones ◽  
G. Arzamendi ◽  
J. J. Garrido ◽  
M. J. Gil ◽  
...  
Keyword(s):  
Mathematical Modeling ◽  
Nmr Spectroscopy ◽  
29Si Nmr ◽  
Acid Catalyzed ◽  
Kinetics Of ◽  
Hydrolysis Of ◽  
29Si Nmr Spectroscopy

Kinetics and Mechanism of Oxidation of Selenium(IV) by Permanganate Ion in Aqueous Perchlorate Solutions

1993 ◽  
Vol 58 (3) ◽  
pp. 538-546 ◽  
Author(s):  
Refat M. Hassan ◽  
Sahr A. El-Gaiar ◽  
Abd El-Hady M. El-Summan
Keyword(s):  
Reaction Mechanism ◽  
Reaction Rate ◽  
Oxidation Process ◽  
Selenium Dioxide ◽  
Order Reaction ◽  
Acid Solutions ◽  
First Order ◽  
Acid Catalyzed ◽  
Mechanism Of Oxidation ◽  
Kinetics Of

The kinetics of permanganate oxidation of selenium dioxide in perchloric acid solutions at a constant ionic strength of 2.0 mol dm-3 has been investigated spectrophotometrically. A first-order reaction in [MnO4-] and fractional order with respect to selenium(IV) were observed. The reaction rate was found to be pH-independent at lower acid concentrations ([H+] < 0.5 mol dm-3) and was acid-catalyzed beyond this range. Addition of Mn2+ and F- ions leads to the prediction that MnO4- is the sole reactive species in the oxidation process. A tentative reaction mechanism consistent with the reaction kinetics has been proposed.

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