scholarly journals ACID-BASE PROPERTIES OF -UNSATURATED KETONES OBTAINED FROM REACTION OF 5-FORMYL-8-HYDROXYQUINOLINE WITH P-SUBSTITUTED ACETOPHENONES

2019 ◽  
Vol 16 (31) ◽  
pp. 755-764
Author(s):  
Roberto FERNANDEZ-MAESTRE ◽  
Alonso J MARRUGO-GONZÁLEZ

Chalcones (α,β-unsaturated ketones) containing aromatic or heterocyclic radicals are highly reactive, allowing the synthesis of novel organic compounds. In this study, the dissociation constants (pKa) of seven chalcones derived from 8-hydroxyquinoline were determined and the influence on dissociation of substituents in the phenyl group (-CH3, -OCH3, -N(CH3)2, -Cl, -Br, and -NO2) was analysed. pKa values are important because they determine the pH at which ligands are fully deprotonated -when they show their maximum chelating properties- and determine the ligands interactions at different pH values. The chalcones’ pKa’s were calculated by visible ultraviolet spectroscopy in a water-ethanol (1:1) mixture using the Henderson-Hasselbach equation. It was shown that the 8-hydroxyquinolinic fragment has a large electron donor effect on the π system of the chalcones. The introduction of substituents (R) in the phenyl fragment of the chalcones slightly affected the dissociation of the hydroxyl group and the protonation of the nitrogen in the hydroxyquinoline fragment. The acceptor substituents (Cl, Br, NO2) increased the polarity of OH- and its acidity. Nitrogen protonation decreased electron donor properties of this fragment, and deprotonation of the hydroxyl caused the opposite effect. Substituents introduction in the phenyl fragment slightly affected hydroxyl group dissociation and nitrogen protonation.

1977 ◽  
Vol 163 (1) ◽  
pp. 31-38 ◽  
Author(s):  
B M Austen ◽  
R D Marshall

Glycopeptides containing mainly four amino acid residues in the sequence Asn-Leu-Thr-Ser, with small amounts of additional amino acid residues, were isolated from enzymic hydrolysates of hen's-egg albumin. Heterogeneity of the carbohydrate moiety was confirmed. Acid-base titrations showed that the alpha-amino group has a pKa value of 6.43 at 25 degrees C. The standard free engery and entropy changes associated with the ionization at 25 degrees C were 37.2kJ-mol-1 and -0.014kJ-mol-1- K-1 respectively. The complications arising in the interpretation of titration curves of the glycopeptides, which are heterogeneous with respect to the peptide chain, were considered and discussed in the light of the earlier suggestion that the titration curve of the glycopeptide might be interpreted as being due in part to a structure in which the hydroxyl group of the threonine residue is hydrogen-bonded to the beta-aspartamido oxygen atom [Neuberger & Marshall (1968) in Symposium on Foods - Carbohydrates and their Roles (Schultz, H.W., Cain, R.F. & Wrolstad, R.W., eds.), pp. 115-132, Avi Publishing Co., Westport, CT]. It is concluded that either the glycopeptides do not contain a hydrogen bond of that type, or, if they do, that it cannot be recognized by acid-base-titration studies.


2019 ◽  
Vol 85 (9) ◽  
pp. 3-16
Author(s):  
Ruslan Khoma ◽  
Alim Ennan ◽  
Aleksandr Chebotarev ◽  
Sergey Vodzinskii

The investigations of acid-base interactions in aminomethanesulfonic acid (AMSA)–potassium aminomethanesulfonate–water and alkylaminomethanesulfonic acid–potassium alkylaminomethane-sulfonate–water systems, where alkyl are methyl (MeAMSA), N-(2-hydroxyethyl) (HEAMSA), n-propyl (n-PrAMSA), n-butyl (n-BuAMSA), tert-butyl (t-BuAMSA), n-heptyl (n-HpAMSA) and benzyl (BzAMSA) were performed in temperature range 293–313 К. Buffer action pH limits were determined and the buffer capacity of these systems was estimated.Based on the evaluation of buffer action pH limits of aminomethansulfonic acids, it has been found that with the help of n-PrAMSA and n-BuAMSA, it was possible to maintain the medium acidity in the range of physiological pH values throughout the range of investigated temperatures.As the temperature rises, the pH of the lower buffer limit increases for AMSA and n-BuAMSA systems, while for HEAMSA, t-BuAMSA, n-HpA-MSA and BzAMSA decreases. The value of the pH of the upper buffer threshold for all tested systems decreases during their heating. With the increase of the electron-donor properties of the N-substituent in the AMSA–MeAMSA–HEAMSA–t-BuAMSA series, the value of their electronegativity decreases to result in lowering of the pH values of the lower buf-fering action limit of these systems. For the more lipophilic N-substituents (n-C4H9, n-C7H15 and C6H5CH2), this regularity is not typical.It has been established that with increasing the CYAMSK/CYAMSA concentration ratio, the buffer capacity of YNHCH2SO3H–YNHCH2SO3K–H2O systems with hydrophilic aminomethansulfonic acids (Y = H, CH3 and HOCH2CH2) increases. For systems with lipophilic n-PrAMSA and t-BuAMSA, their buffer capacity doesn’t change at 0.4 ≤ QKOH/QYAMSA ≤ 1.0.The obtained data on the buffer capacity of the investigated systems is recommended for use in chemical analysis, microbiological and biochemical studies.


2011 ◽  
Vol 7 (2) ◽  
pp. 1338-1347
Author(s):  
Tarek Ali Fahad ◽  
Shaker.A.N. AL-Jadaan

Two new heterocyclic Organmercury compounds   were prepared from the reaction of Sulfamethaxazole and Sulfadiazine with 4-acetaminophenol as a coupler and separated as solids with characteristic colors. these compounds were characterized by F.T.IR-spectroscopy 1H-NMR , Micro-elemental Analysis and UV-Vis spectroscopic techniques . The work involves a study of acid – base properties compounds at different pH values, the ionization and protonation constants were calculated. The thermal behavior of these two compounds   were investigated on the basis of thermogravimetric (TGA) and differential thermogravimetric (DTG) analyses, Thermal decomposition of these compounds is multi-stage processes.


1982 ◽  
Vol 47 (11) ◽  
pp. 2882-2889
Author(s):  
Nadezhda Likhareva ◽  
Ladislav Šůcha ◽  
Miloslav Suchánek

Two new compounds from the formazan series, viz. 1,3-diphenyl-5-(1H-tetrazol-2-yl)formazan and 1,3-diphenyl-5-(2H-1,2,4-triazol-3-yl)formazan, were prepared, and the dissociation constants and molar absorptivities of all of their acid-base species were determined spectrophotometrically employing the SPEKTFOT computer program.


1995 ◽  
Vol 60 (6) ◽  
pp. 977-982
Author(s):  
S. Sugunan ◽  
V. Meera

The electron donor properties of perovskite-type mixed oxides (LaFeO3, PrFeO3, SmFeO3, LaCoO3, PrCoO3, SmCoO3, LaNiO3, PrNiO3 and SmNiO3) were studied based on the adsorption of electron acceptors exhibiting different electron affinity viz. 7,7,8,8-tetracyanoquinodimethane, 2,3,5,6-tetrachloro-1,4-benzoquinone, p-dinitrobenzene, and m-dinitrobenzene. The surface acidity/basicity of the oxides was determined using a set of Hammett indicators. The data were correlated with the catalytic activity of the oxides for the reduction of cyclohexanone with 2-propanol.


1988 ◽  
Vol 136 (1) ◽  
pp. 351-361
Author(s):  
LEONA MATTSOFF ◽  
MIKKO NIKINMAA

We studied the effects of acute external acidification on the acid-base status and plasma and red cell ion concentrations of lampreys. Mortality was observed within 24 h at pH5 and especially at pH4. The main reason for the high sensitivity of lampreys to acid water appears to be the large drop in blood pH: 0.6 and 0.8 units after 24 h at pH5 and pH4, respectively. The drop of plasma pH is much larger than in teleost fishes exposed to similar pH values. The difference in the plasma pH response between lampreys and teleosts probably results from the low buffering capacity of lamprey blood, since red cells cannot participate in buffering extracellular acid loads. Acidification also caused a decrease in both Na+ and C− concentrations and an elevation in K+ concentration of plasma. The drop in plasma Na+ concentration occurred faster than the drop in plasma Cl− concentration which, in turn, coincided with the decrease in total CO2 concentration of the blood.


2009 ◽  
Vol 6 (8) ◽  
pp. 1539-1561 ◽  
Author(s):  
A. F. Hofmann ◽  
J. J. Middelburg ◽  
K. Soetaert ◽  
F. J. R. Meysman

Abstract. A new pH modelling approach is presented that explicitly quantifies the influence of biogeochemical processes on proton cycling and pH in an aquatic ecosystem, and which accounts for time variable acid-base dissociation constants. As a case study, the method is applied to investigate proton cycling and long-term pH trends in the Scheldt estuary (SW Netherlands, N Belgium). This analysis identifies the dominant biogeochemical processes involved in proton cycling in this heterotrophic, turbid estuary. Furthermore, information on the factors controlling the longitudinal pH profile along the estuary as well as long-term pH changes are obtained. Proton production by nitrification is identified as the principal biological process governing the pH. Its acidifying effect is mainly counteracted by proton consumption due to CO2 degassing. Overall, CO2 degassing generates the largest proton turnover in the whole estuary on a yearly basis. The main driver of long-term changes in the mean estuarine pH over the period 2001 to 2004 is the decreasing freshwater flow, which influences the pH directly via a decreasing supply of dissolved inorganic carbon and alkalinity, and also indirectly, via decreasing ammonia loadings and lower nitrification rates.


1991 ◽  
Vol 56 (4) ◽  
pp. 785-795 ◽  
Author(s):  
Jiří Bílý ◽  
Ludmila Čermáková ◽  
Jiří Knapp

The values of the apparent dissociation constants of the azo dye 4-(2-pyridylazo)-resorcinol (PAR) have been found in the presence of sub- and supercritical concentrations of the anionogenic tenside sodium dodecyl sulphate (SDS) and the effects of the strong electrolytes NaCl and NaNO3 were also evaluated. In both electrolytes, the pKan values initially are independent of the SDS concentration and then increase. Spectrophotometric and surface tension measurements were employed to determine the critical micelle concentration (cmc) of SDS alone and in the presence of PAR and the given electrolytes. The determined cmc values were in the range 0.20–3.02 mmol l-1 and dependent on the type and concentration of the particular additive.


1979 ◽  
Vol 82 (1) ◽  
pp. 331-344 ◽  
Author(s):  
R. G. BOUTILIER ◽  
D. J. RANDALL ◽  
G. SHELTON ◽  
D. P. TOEWS

An abrupt increase in ambient CO2, resulted in a marked respiratory acidosis which took place within 30 min. During this time there was a considerable reduction in the PCO2. difference between arterial blood and inspired gas caused by an increase in ventilations. Prolonged CO2 exposure (24 h) showed that there was some compensation for the acidosis in that plasma bicarbonate concentrations increased substantially. At the same time, however, the PCO2 of arterial blood always rose so that the net result was usually only a small increase in pH. Upon return to air, the blood was backtitrated along a buffer line elevated above and parallel to that seen during the initial response to hypercapnia. The fall in arterial blood PCO2, during the early stages of recovery often led to pH values higher than those seen in the untreated animal. After 48 h in air, recovery had gone further with PCO2 pH and [HCO3-] levels approaching but rarely reaching the pre-exposure values.


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