• Title/Summary/Keyword: tetrabutylammonium salt

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Oxidation of Aromatic Aldehydes with Tetrabutylammonium Fluoride:Competition with the Cannizzaro Reaction

  • Chung, Kyoo-Hyun;Lee, Jae Hak;Chi, Dae Yoon;Moon, Byung-Chul;Lim, Choong Hwan;Kim, Jin Pil
    • Bulletin of the Korean Chemical Society
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    • v.27 no.8
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    • pp.1203-1205
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    • 2006
  • During the synthesis of 4-fluorobenzaldehyde via the SNAr reaction of 4-nitrobenzaldehyde with TBAF, it was found that an equivalent amount of TBAF could oxidize benzaldehyde to benzoic acid. The reaction of 4-nitrobenzaldehyde with tetrabutylammonium fluoride (TBAF) gave 4-nitrobenzoic acid in high yield. Depending on the reaction conditions, other aromatic aldehydes produced acids with fewer amounts of alcohols. However, this type of oxidation has limited practical applications. Nevertheless, the mechanism is quite different from the Cannizzaro reaction because the amounts of the acid salt and alcohol formed were different.

Synergistic Solvent Extraction of Manganese(II) by using Cupferron and Tetrabutylammonium ion (Cupferron과 Tetrabutylammonium ion을 이용한 Mn(II)의 상승용매 추출에 관한 연구)

  • In, Gyo;So, Jin-Hwan;Choi, Jong-Moon;Kim, Young-Sang
    • Analytical Science and Technology
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    • v.17 no.1
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    • pp.1-7
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    • 2004
  • The synergistic solvent extraction of Mn(II) by N-nitroso-N-phenylhydroxylamineammonium salt (cupferron) and tetrabutylammonium ion ($TBA^+$) has been studied. In the presence of $TBA^+$, over 95% Mn(II) was extracted from an aqueous solution into chloroform by the cupferron in the pH range of 4 to 10. But a part of Mn(II) was extracted with only cupferron. The ternary complex of Mn(II) was more efficiently extracted into $CH_2Cl_2$ and $CHCl_3$ than other nonpolar solvents. The extracted Mn(II) was determined in the back-extracted $HNO_3$ solution by GF-AAS. This fixed procedure was applied to the determination of trace Mn(II) in tap water samples of pH 5.0. The detection limit equivalent to 3 times standard deviation of the background absorption was 0.37 ng/mL and Mn(II) was determined with the range of 0.4 to 1.01 ng/mL in our laboratory's tap water. And the recovery was 94 to 107% in samples in which 2.0 ng/mL Mn(II) was spiked. The interferences of common concomitant elements such as Cu(II), Ca(II), Fe(III) and so on were not shown up to $10{\sim}20{\mu}g/mL$. From these results, this procedure could be concluded to be applied for the determination of trace Mn(II) in other environmental water samples.

Synthesis of 2-Mercaptobenzoxazoles and 2-Mercaptobenzimidazole (2-Mercaptobenzoxazole 및 2-Mercaptobenzimidazole의 새로운 합성법)

  • Chung, Kun-Hoe;Lee, Dong-Guk;Ko, Young-Kwan;Ryu, Jae-Wook;Woo, Jae-Chun;Koo, Dong-Wan;Kim, Dae-Whang
    • The Korean Journal of Pesticide Science
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    • v.10 no.1
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    • pp.66-68
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    • 2006
  • New synthetic method of 2-mercaptobenzoxazoles and 2-mercaptobenzimidazoles was established using elemental sulfur, dichloromethane, inorganic base and catalysts in alcohol solvents. This reaction condition gave products in high yields.

Synthesis, Stability Constants, X-ray Structure and Electrochemical Studies of Copper (II) 1, 14-Bis (2-hydroxybenzyl)-2, 6, 9, 12-tetraazatetradecane.tetrahydrochloride Complex (1, 14-Bis(2-hydroxybenzyl)-2, 6, 9, 12-tetraazatetradecane.tetrahydro-chloride 구리착물의 합성, 안정도상수, X-ray 구조 및 전기화학적 연구)

  • Kim, Sun-Deuk;Kim, Jun-Kwang;Kim, Seong-Yun
    • Analytical Science and Technology
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    • v.13 no.2
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    • pp.173-178
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    • 2000
  • A new open-chain ligand containing two phenol groups, 1, 14-Bis (2-hydroxybenzyl)-2, 6, 9, 12-tetraazatetradecane(bsated) was synthesized as its tetrahydrochloride salt and characterized by elemental analysis, mass, infrared and NMR. Its proton dissociation constants ($logK^n{_H}$) and stability constants ($logK_{ML}$) toward $Co^{2+}$, $Ni^{2+}$, $Cu^{2+}$ and $Zn^{2+}$ were determined at $25^{\circ}C$ and 0.10M($KNO_3$) ionic strength in aqueous solution by potentiometry. The X-ray structure of its copper (II) complex [Cu(bsated)]$(ClO_4)_2$ was reported: Monoclinic space group $P2_1/n$, $a=17.856(4){\AA}$, $b=17.709(1){\AA}$, $c=8.539(2){\AA}$, $V=2700(2){\AA}$ with Z=4. Electrochemical studies of [Cu(bsated)]$(ClO_4)_2$ complex in dimethyl sulfoxide (DMSO) solution containing tetrabutylammonium perchlorate (supporting electrolyte) were carried out by cyclic voltammograms (CV) and normal pulse voltammetry (NPV).

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A Study on the Optimum Composition of Rose Bengal Reagent using Phase Transfer Catalyst (상이동 촉매 기법(phase transfer catalyst)을 이용한 rose bengal 시약의 최적 조성에 관한 연구)

  • Oh, Soo-Jin;Cha, Won-Jin;Choi, Da-Woon;Hong, Sung-Wook
    • The Journal of the Korea Contents Association
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    • v.18 no.7
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    • pp.245-252
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    • 2018
  • The rose bengal reagent, based on the phase transfer catalysis technique, is a calcium-targeting reagent that forms an insoluble salt that does not dissolve in a neutral or basic solution. It is expected to be effective in developing a latent fingerprint in a wet sample. However, many previous studies did not observe the fluorescence of the developed fingerprints, nor were the proposed methods of producing the reagents the optimal develop conditions. The aim of this study was to investigate the optimum reagent composition of rose bengal by varying the concentration of rose bengal dye and phase transfer catalyst based on maximum emission fluorescence of rose bengal. As a result, it was confirmed that rose bengal and surfactant concentration were the most effective when 0.01M: 0.008M, respectively.

Synthesis of Highly Enantiomerically Enriched Arenesulfonic Acid 2-Hydroxy Esters via Kinetic Resolution of Terminal Epoxides (속도론적 분할법을 통한 말단 에폭사이드로부터 고광학순도의 아렌술폰산 2-하이드록시 에스터의 합성)

  • Lee, Yae Won;Yang, Hee Chun;Kim, Geon-Joong
    • Applied Chemistry for Engineering
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    • v.27 no.5
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    • pp.490-494
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    • 2016
  • This paper describes the very efficient and highly enantioselective ring opening of terminal epoxides with alkyl and arene sulfonic acid. The dinuclear chiral (salen) Co complexes bearing Lewis acids of Al, Ga and In catalyze the reaction enantioselectively in the presence of tetrabutylammonium chloride using tert-butyl methyl ether as a solvent. The variation of the anion of the tetra butyl ammonium salt has significant impact on the reactivity and selectivity of the asymmetric ring opening of phenyl glycidyl ether with p-toluenesulfonic acid. The order of reactivity and selectivity was found to be $Cl^-$ > $l^-$ > $Br^-$ > $OH^-$. Strong synergistic effects of the different Lewis acid centers of Co-Al, Co-Ga and Co-In complexes were observed in the catalytic process. The dinuclear chiral salen catalyst containing $AlCl_3$ was found to be most active and highly enantioselective (91% ee).