Hydrolysis of Ketene Catalyzed by Formic Acid: Modification of Reaction Mechanism, Energetics, and Kinetics with Organic Acid Catalysis

2015 ◽  
Vol 119 (19) ◽  
pp. 4347-4357 ◽  
Author(s):  
Matthew K. Louie ◽  
Joseph S. Francisco ◽  
Marco Verdicchio ◽  
Stephen J. Klippenstein ◽  
Amitabha Sinha
Keyword(s):  
Reaction Mechanism ◽  
Formic Acid ◽  
Organic Acid ◽  
Acid Catalysis ◽  
Acid Modification ◽  
Hydrolysis Of

Acid-catalyzed Solvolysis of Isonitriles. I

1971 ◽  
Vol 49 (14) ◽  
pp. 2455-2459 ◽  
Author(s):  
Y. Y. Lim ◽  
A. R. Stein
Keyword(s):  
Formic Acid ◽  
Acid Catalysis ◽  
Hydrolysis Product ◽  
Rate Dependence ◽  
Linear Rate ◽  
First Order ◽  
Methyl Amine ◽  
Acid Catalyzed ◽  
Pseudo First Order ◽  
Hydrolysis Of

The acid-catalyzed hydrolysis of methyl isonitrile has been examined. The initial hydrolysis product is N-methylformamide which is further hydrolyzed to methyl amine and formic acid at a much slower rate. The hydrolysis to N-methylformamide is pseudo-first order in methyl isonitrile and shows a linear rate dependence on concentration of general (buffer) acid at fixed pH. The significance of general acid-catalysis in terms of the mechanism of the hydrolysis is considered and taken as evidence for carbon protonation rather than nitrogen protonation as the initiating step.

Gas Phase Hydrolysis of Formaldehyde To Form Methanediol: Impact of Formic Acid Catalysis

2013 ◽  
Vol 117 (46) ◽  
pp. 11704-11710 ◽  
Author(s):  
Montu K. Hazra ◽  
Joseph S. Francisco ◽  
Amitabha Sinha
Keyword(s):  
Formic Acid ◽  
Gas Phase ◽  
Acid Catalysis ◽  
Hydrolysis Of

Nonenzymatic Hydrolysis of Cocainevia Intramolecular Acid Catalysis

1999 ◽  
Vol 82 (1) ◽  
pp. 85-89 ◽  
Author(s):  
Pan Li ◽  
Kang Zhao ◽  
Shixian Deng ◽  
Donald W. Landry
Keyword(s):  
Acid Catalysis ◽  
Hydrolysis Of

Vinyl ether hydrolysis. XVII. Oxacyclonon-2,8-diene and the question of the unorthodox reaction mechanism for 9-methoxyoxacyclonon-2-ene

1984 ◽  
Vol 62 (1) ◽  
pp. 74-76 ◽  
Author(s):  
R. A. Burt ◽  
Y. Chiang ◽  
A. J. Kresge ◽  
S. Szilagyi
Keyword(s):  
Reaction Mechanism ◽  
Vinyl Ether ◽  
Membered Ring ◽  
Specific Rate ◽  
Ether Group ◽  
Reaction Proceeds ◽  
Great Reactivity ◽  
Rate Of Hydrolysis ◽  
Acid Catalyzed ◽  
Hydrolysis Of

The acid-catalyzed hydrolysis of the nine-membered ring cyclic vinyl ether, oxacyclonon-2,8-diene, occurs with a normal isotope effect, [Formula: see text], which indicates that this reaction proceeds by the conventional vinyl ether hydrolysis mechanism involving rate-determining proton transfer to carbon. The specific rate of this reaction, [Formula: see text], may then be used to show that there is no significant ring-size effect on the rate of hydrolysis of a vinyl ether group in a nine-membered ring. The previously noted unusually great reactivity of the vinyl ether group in 9-methoxyoxacyclonon-2-ene, for which an unorthodox reaction mechanism has been claimed, must therefore be due to some other cause.

Pre-Treatment Experimental Study of Organic Acid: An Alternative Means to Overcome Inorganic Scale Build-Up Problem in Deep Well

2021 ◽  
Author(s):  
Bagus Muliadi Nasution ◽  
Andrew Yonathan ◽  
Muthi Abdillah ◽  
Wang Zhen
Keyword(s):  
Hydrochloric Acid ◽  
Formic Acid ◽  
Organic Acid ◽  
Corrosion Inhibitor ◽  
Corrosion Test ◽  
Oil And Gas ◽  
Experimental Studies ◽  
Oil And Gas Industry ◽  
Scale Inhibitor ◽  
Pre Treatment

Abstract Organic acid has been widely applied for inorganic scale treatment in oil and gas industry including well stimulation and scale inhibitor. Thanks to its low corrosivity and slower reaction rate with rock, organic acid is considered to offer better performance comparing to strong acid - Hydrochloric Acid (HCl). Yet, proper treatment requires vigorous analysis and experiment in order to meet foremost expectations. Besides, mistreatment of scale could result in formation damage including clay precipitation. Pre-treatment experiments were performed on Zelda field at South East Sumatera block, that has faced with scale problem for ages. Water sample was taken from flowing Zelda A-08 well to be analyzed for mineral's saturation level. Scale was extracted from three sources including tubing, sand bailer, and Electrical Submersible Pump (ESP) of Zelda A-08. Those scale were treated in X-Ray Powder Diffraction (XRD) for mineral composition, and solubility test that utilized two types of acid system - formic acid (HCOOH) and hydrochloric acid (HCl) for comparison. Anti-swelling test and corrosion test were performed to examine the effectiveness of clay stabilizer and corrosion inhibitor. As for carbonate analysis, both formic acid 9% and HCl 15% have comparable solubility (98.17% vs 98% for tubing's scale, 91.86% vs 82.79% for ESP's scale, and 70.30% vs 68.07% for sand bailer's scale). Yet, longer reaction is carried out by formic acid 9% (1 hour) comparing to HCl 15% (18 minutes). For silicate analysis, HF-formic acid provided the higher solubility than HF-HCl (8.34% vs 5.67% for ESP's scale and 30.48% vs 25.68% for sand bailer's scale). On anti-swelling test, by reducing swelling tendency up to 62.6%, it proves that examined clay stabilizer works perfectly against swelling potential of clay, despite of high swelling tendency of sand bailer's scale (25.8%). On corrosion test, adding on corrosion inhibitor (pyridine-based) into solution results in regular HCl 15% has corrosion rate 26.279 g/m2.h which is much higher (300%) than HF-HCl (7.977 g/m2.h) and HF-formic acid (8.229 g/m2.h). Based on pre-treatment test, formic acid 9% together with examined corrosion inhibitor and clay stabilizer, can be used as an alternative to regular HCl 15% for stimulation purpose where more areas will be covered that previously left unreachable by regular acid 15%. In addition, potentially more effective squeezed scale inhibitor using organic acid can also be achieved by performing further experiments. The method presented in this paper for pre-treatment experimental studies of organic acid can provide engineers with intensive guide to meet the best result of organic acid treatment.

The crystal structure of human mitochondrial 3-ketoacyl-CoA thiolase (T1): insight into the reaction mechanism of its thiolase and thioesterase activities

2014 ◽  
Vol 70 (12) ◽  
pp. 3212-3225 ◽  
Author(s):  
Tiila-Riikka Kiema ◽  
Rajesh K. Harijan ◽  
Malgorzata Strozyk ◽  
Toshiyuki Fukao ◽  
Stefan E. H. Alexson ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Reaction Mechanism ◽  
Active Site ◽  
Quaternary Structure ◽  
Fatty Acyl ◽  
Physiological Importance ◽  
Loop Domain ◽  
Solution Studies ◽  
Hydrolysis Of ◽  
Insight Into

Crystal structures of human mitochondrial 3-ketoacyl-CoA thiolase (hT1) in the apo form and in complex with CoA have been determined at 2.0 Å resolution. The structures confirm the tetrameric quaternary structure of this degradative thiolase. The active site is surprisingly similar to the active site of theZoogloea ramigerabiosynthetic tetrameric thiolase (PDB entries 1dm3 and 1m1o) and different from the active site of the peroxisomal dimeric degradative thiolase (PDB entries 1afw and 2iik). A cavity analysis suggests a mode of binding for the fatty-acyl tail in a tunnel lined by the Nβ2–Nα2 loop of the adjacent subunit and the Lα1 helix of the loop domain. Soaking of the apo hT1 crystals with octanoyl-CoA resulted in a crystal structure in complex with CoA owing to the intrinsic acyl-CoA thioesterase activity of hT1. Solution studies confirm that hT1 has low acyl-CoA thioesterase activity for fatty acyl-CoA substrates. The fastest rate is observed for the hydrolysis of butyryl-CoA. It is also shown that T1 has significant biosynthetic thiolase activity, which is predicted to be of physiological importance.

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