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1.
《Analytical letters》2012,45(14):2487-2498
Abstract A colorimetric method for the determination of certain 8-hydroxyquinolines has been developed. The method is based on the coupling of 8-quinolinols with diazotriazole carboxylic acid in the presence of sodium carbonate (0.5% w/v) at ambient temperature (around 30°C). The resulting azo dyes are stable and give intense absorption in the range of 486–540 nm. Beer's law is valid in the concentration ranges of 1 – 8, 2.5 – 17.5, 5 – 35, 2 – 20, and 2 – 20 mcg/ml for 8-hydroxyquinoline (HQ), 5,7-diiodo-8-hydroxyquinoline (DIQ), 5,7-dibromo-8-hydroxyquinoline (DBQ), 5-chloro-7-iodo-8-hydroxyquinoline (CIQ) and 8-hydroxy-7-iodo-5-quinoline sulfonic acid (SIQ), respectively. The proposed method has been successfully applied for the determination of the studied compounds in pure form and in commercial formulations. The obtained results are in good agreement with those obtained from reported methods. 相似文献
2.
A. A. Isaev I. I. Lomovskii K. G. Korolev R. K. Karimov 《Chemistry of Heterocyclic Compounds》2005,41(8):1027-1030
An efficient, two stage method is proposed for the preparation of 8-hydroxy-5-nitroquinoline based on the nitrosation of 8-hydroxyquinoline
and subsequent oxidation of the nitroso derivative using nitric acid. The conditions for the nitrosation and oxidation of
the 8-hydroxyquinoline (concentration of nitric acid, temperature, and reaction time) were optimized. A method for purifying
the target compound is presented.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1204–1207, August, 2005. 相似文献
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以8-羟基喹啉为原料,通过Reimer-Tiemann反应合成了5-甲酰基-8-羟基喹啉(收率15.0%)和7-甲酰基-8-羟基喹啉(收率21.5%),其结构经1HNMR和IR表征。 相似文献
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A modified synthetic method has been developed for immobilization of 8-hydroxyquinoline on polyacrylonitrile fiber. The synthetic conditions, e.g. reagent concentration, reaction temperature and time, were optimized. The features of the newly-modified fiber are higher exchange capacity compared with most other materials containing immobilized 8-hydroxyquinoline, better mechanic characteristics, high stability at both high and low pH, and ease of synthesis. This modified fiber can concentrate and separate trace metals from matrices with higher concentrations of alkali and alkaline earth elements. To validate the characteristics of the modified fiber, trace metals Ag, Be, Cd, Co, Cu, Mn, Ni, Pb, and Zn in the certified reference materials river water (SLRS-4) and seawater (CASS-4, NASS-5, SLEW-3) were preconcentrated before determination by inductively coupled plasma mass spectrometry. Good agreement was obtained between the data obtained by this method and the certified values. 相似文献
7.
The reaction of formaldehyde on a hydrochloric acid solution of 8-hydroxyquinoline, in the presence of hydrochloric acid gas, gave a chloromethyl derivative which is probably 7-chloromethyl-8-hydroxyquinoline hydrochloride. This compound is readily converted into the 7-hydroxymethyl derivative in alkaline solution. The 7-chloromethyl compound has been investigated as an analytical reagent for metal ions in acid solutions. 相似文献
8.
According to the structural analysis of reported molecular processors with acids and bases as inputs, we proposed a general
method for constructing molecular half-adders and/or half-subtractors based on acid-base reaction. The method is preliminarily
supported by four molecular processors (8-hydroxyquinoline, 4-hydroxypyridine, 4-aminophenol and 5-amino-1-naphthol) capable
of the elementary addition and/or subtraction algebraic operations. Noticeably, 8-hydroxyquinoline can mimic the functions
of three logic devices, i.e. half-adder, half-subtractor and digital comparator, by the use of superposition and reconfiguration.
The method described in this paper may be useful not only for designing new unimolecular arithmetical processors with the
same inputs and outputs as standard devices for the construction of future molecular computers, but it can also help us disclose
the simplest molecules and biomolecules with computational properties concealed around us. 相似文献
9.
Heterogeneous equilibria in saturated aqueous solutions of 8-hydroxyquinoline (A), 2-methyl-8-hydroxyquinoline (B) and 5-chloro-8-hydroxyquinoline (C) were investigated at constant ionic strength (1M sodium chloride), at 25.0 +/- 0.1 degrees , by the application of the following methods: the formation function method, the method of bound protons, the method of free proton sites and the solubility method. The following equilibrium constants were determined: K(s1)=[H(2)A(+)]/[H(3)O(+)], K(s2)=[HA] and K(s3)=[H(3)O(+)] [A(-)]. Their mean pK values are: -2.88, 2.42 and 12.09 for A, -3.27, 2.71 and 12.73 for B, and -0.34, 3.88 and 12.75 for C. In addition, the acidity constants of investigated 8-hydroxyquinolines were determined by pH-metric titrations. The values obtained for these constants were consistent with those calculated on the basis of corresponding equilibrium constants determined in heterogeneous systems. 相似文献
10.
The reaction of [(C6H6)RuCl2]2 with 7,8-benzoquinoline and 8-hydroxyquinoline in methanol were performed. The obtained complexes have been studied by IR, UV–VIS, 1H and 13C NMR spectroscopy and X-ray crystallography. In the reaction with 8-hydroxyquinoline the arene ruthenium(II) complex oxidized to Ru(III). The electronic spectra of the obtained compounds have been calculated using the TDDFT method. Magnetic properties of [Ru(C9H6NO)3] · CH3OH complex suggest the antiferromagnetic coupling of the ruthenium centers in the crystal lattice. EPR spectrum of [Ru(C9H6NO)3] · CH3OH compound indicates single isotropic line only characteristic for Ru3+ with spin equal to 1/2. 相似文献
11.
Stefan TsakovskiKarima Benkhedda Elisaveta IvanovaFreddy C Adams 《Analytica chimica acta》2002,453(1):143-154
8-Hydroxyquinoline (HQ), 2-methyl-8-hydroxyquinoline (CH3-HQ), 5,7-dichloro-2-methyl-8-hydroxyquinoline (Cl2-CH3-HQ), 5,7-dibromo-8-hydroxyquinoline (Br2-HQ), 5-sulfo-7-iodo-8-hydroxyquinoline (ferron) and 5-sulfo-8-hydroxyquinoline (SO3H-HQ) were compared as chelating reagents for on-line sorption preconcentration of cobalt in a knotted reactor (KR) precoated with the reagent. The results obtained with the different HQ derivatives reveal those properties of the chelating reagent responsible for the processes taking place in the KR. The influence of hydrophobicity, acidity, stability of the cobalt chelate and type of substituents in the HQ ring system on the separate steps of the flow injection (FI) preconcentration procedure are discussed. According to the performance characteristics of the different HQ derivatives, the most important parameters for on-line preconcentration in a KR are the hydrophobicity of the reagent and the stability of the chelate complex with the analyte. 相似文献
12.
A general and efficient coupling of aryl bromides with diethyl malonate is presented. The reaction provided the α-arylated diethyl malonates in moderate to good yields with a low loading of CuCl2(5%, molar fraction) and 8-hydroxyquinoline(5%, molar fraction). This method has good compatibility for a wide range of aryl bromides. 相似文献
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A series of four novel 8-hydroxyquinoline-substituted boron-dipyrromethene derivatives, namely 4,4-difluoro-8-(5-(8-hydroxyquinoline))-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene (1), 4,4-difluoro-8-(5-(8-hydroxyquinoline))-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (2), 4,4-difluoro-8-(5-azastyryl-(8-hydroxyquinoline))-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene (3), and 4,4-difluoro-8-(5-azastyryl-(8-hydroxyquinoline))-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (4), have been synthesized and characterized by a series of spectroscopic methods. The molecular structures of 1 and 2 have been determined by single-crystal X-ray diffraction analyses. The two methyl substituents attached at C-1 and C-7 positions of boron-dipyrromethene (Bodipy) in compound 2 was revealed to prevent the free rotation of the 8-hydroxyquinoline (8-HQ) moiety, resulting in an almost vertical 8-HQ-Bodipy configuration of this compound. This is obviously different from those for 1 with the dihedral angle between 8-hydroxyquinoline and Bodipy moieties of 65.44 and 66.79° due to the lack of methyl substituents in the latter compound. The intense fluorescence from the Bodipy subunit of these compounds was revealed to gradually get diminished along with either decreasing or increasing the pH value under acidic and basic conditions, respectively, in particular for 1, 2, and 4 because of the photoinduced intramolecular electron transfer from excited Bodipy moiety to 8-HQ unit and just an opposite process. This renders these compounds the first OFF-ON-OFF type of pH-dependent fluorescent sensors. Nevertheless, both the intrinsic fluorescence of these compounds and their fluorescent quenching properties along with the change in the pH value have been found to depend on the steric configuration as well as the linking group between 8-hydroxyquinoline and Bodipy moieties, revealing the effect of molecular structure on their fluorescence properties. 相似文献
15.
Attila TakácsAntal Szilágyi Péter ÁcsLászló Márk Andreia F. PeixotoMariette M. Pereira László Kollár 《Tetrahedron》2011,67(13):2402-2406
Various 5-carboxamido-7-iodo-8-benzyloxyquinolines were synthesised via selective aminocarbonylation of 5,7-diiodo-8-benzyloxyquinoline in the presence of ‘in situ’ generated palladium(0) catalysts. Under similar conditions (50 °C, 80 bar CO), 5,7-bis(N-tert-butyl-glyoxylamido)-8-hydroxyquinoline was obtained using tert-butylamine as N-nucleophile. The unprotected 5,7-diiodo-8-hydroxyquinoline underwent dehydroiodination resulting in 8-hydroxyquinoline as the major product. 相似文献
16.
Salar Amoli H Porgam A Bashiri Sadr Z Mohanazadeh F 《Journal of chromatography. A》2006,1118(1):82-84
In this study a rapid, simultaneous analysis of V, Ni, Fe and Cu in crude oil was achieved by high performance liquid chromatography using 10 cm length reversed-phase C18 column. Since the amount of metal ions is at a very low level, in this work, solvent extraction of metals by a ligand such as 8-hydroxyquinoline from acidic media was investigated with some modification to previous procedures. Average extraction recoveries were 99, 85, 94 and 96 for V, Ni, Fe and Cu, respectively. The proposed method was successfully applied to the crude oil which was obtained from Koshk area in southern Iran. Fast analysis of metal ion in reversed-phase short column was achieved with methanol/water (55/45, v/v) and the detection limits measured as three times the background noise were obtained. Also it was shown that if small amount of 8-hydroxyquinoline was added to the mobile phase, the peak height and the peak symmetry were improved. A typical chromatogram for the separation of the 8-hydroxyquinoline complexes of V (V), Ni (II), Fe (III) and Cu (II) in crude oil was obtained in less than 4 min. 相似文献
17.
In an acid medium, nitrite diazotized with p-rosaniline and then coupled with 8-hydroxyquinoline in a weak alkaline medium produces azo compounds. The azo compounds produce a very sensitive polarographic wave at -0.70 V (versus the saturated calomel electrode). The height of the peak is linear with the concentration of nitrite in the range of 5 x 10(-9) to 5 x 10(-7) g/mL. The detection limit is 3 x 10(-9) g/mL. The electrochemical characteristics of the polarographic wave are also discussed. The method was used to determine nitrite in sausage. The results agree well with those obtained by spectrophotometry. 相似文献
18.
A very simple, ultra-sensitive and highly selective non-extractive spectrophotometric method for the determination of trace amount of molybdenum(VI) using 5,7-dibromo-8-hydroxyquinoline (DBHQ) has been developed. 5,7-Dibromo-8-hydroxyquinoline reacts in a slightly acidic solution (0.05 - 1.0 M H2SO4) with molybdenum(VI) to give a deep greenish-yellow chelate which has an absorption maximum at 401 nm. The reaction is instantaneous and the absorbance remains stable for over 24 h. The average molar absorption coefficient and Sandell's sensitivity were found to be 4.13 x 10(3) L mol(-1) cm(-1) and 7 ng cm(-2) of molybdenum(VI), respectively. Linear calibration graphs were obtained for 0.1 - 50 microg mL(-1) of molybdenum(VI). The stoichiometric composition of the chelate is 1:3 (Mo:DBHQ). A large excess of over 50 cations, anions and some common complexing agents (e.g. EDTA, oxalate, citrate, phosphate, thiourea, SCN-) do not interfere with the determination. The method was successfully used in the determination of molybdenum in several Standard Reference Materials (alloys, steels and waters) as well as in some environmental waters (inland and surface), biological samples (human blood and urine), soil samples, solution containing both molybdenum(V) and molybdenum(VI) and complex synthetic mixtures. The method has high precision and accuracy (S = +/-0.01 for 0.5 microg mL(-1)). 相似文献
19.
在8-羟基喹啉存在下,分别采用水相法和两相法简便合成了5种取代水杨酸二茂钛配合物,并用元素分析、IR及 1H NMR等手段对配合物进行了结构表征,发现配合物中均不含8-羟基喹啉配体,而是形成以取代水杨酸为双齿配体的六元杂环化合物.用电子吸收光谱分别对两相反应体系(H2O/CHCl3)的水相和有机相进行了动态监测,发现8-羟基喹啉首先通过两相界面与有机相中的二氯二茂钛形成水溶性的过渡性配合物,然后该过渡性配合物再与有机相中的取代水杨酸作用形成了目标配合物. 相似文献
20.
Sathish RS Sujith U Rao GN Janardhana C 《Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy》2006,65(3-4):565-570
A simple fluorescent detection based on the ligand exchange mechanism is proposed for the fluoride ion in aqueous media. This procedure is based on the exchange of 8-hydroxyquinoline (oxine) coordinated to Zr(IV) by fluoride ion without interference from other common anions. The ternary complex of oxine with [Zr(H(2)O)(2)EDTA].2H(2)O formed by replacing two water molecules in aqueous solution provides a sensitive signalling system for fluoride ion in the concentration range from 6 x 10(-7)M to 8 x 10(-4)M. The green fluorescence (lambda(max)=532 nm) exhibited by the complex upon excitation at 247 nm decreases in intensity with fluoride addition with a detection limit of 12 ppb. The complexation reaction between oxine and Zr(IV)-EDTA and the ligand exchange reaction with fluoride ion has been investigated by UV-vis and fluorescence spectroscopies combined with the PM3 semi-empirical quantum chemical calculations. Job's method of continuous variation and the molar ratio method ascertain a 1:1 stoichiometry composition of the chelate in aqueous media. 相似文献