• Title/Summary/Keyword: Salicylaldehyde

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Studies on the Metal Complexes with the Tetradentate Schiff Base Ligand (네자리 Schiff Base 리간드의 금속착물에 관한 연구)

  • Chjo Ki Hyung;Oh Sang-Oh;Kim Chan-ho
    • Journal of the Korean Chemical Society
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    • v.18 no.3
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    • pp.194-201
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    • 1974
  • The tetradentate schiff base ligand, N,N'-bis(salicylaldehyde)-m-phenylenediimine has been prepared from salicylaldehyde and m-phenylenediamine by Duff-reaction. The schiff base ligand has been reacted with Cu(II), Ni(II), Co(II), and Zn(II) to form new complexes; Cu(II)$[C_{20}H_{14}O_2N_2]{\cdot}2H_2O, Ni(II)[C_{20}H_{14}O_2N_2]{\cdot}2H_2O, Co(III)[C_{20}H_{14}O_2N_2]{\cdot}2H_2O and Zn(II)2[C_{20}H_{14}O_2N_2]{\cdot}4H_2O$. It seems to be that the Cu(II), Ni(II) and Co(II) complexes have hexacoordinated configuration with the schiff base and two molecules of water, while Zn(II) complex has tetracoordinated configuration with the schiff base and four molecules of water. The mole ratio of tetradentate schiff base ligand to Cu(II), Ni(II) and Co(II) are 1:1 but to Zn(II) is 1:2. These complexes have been identified by visible spectra, infrared spectra, T.G.A. and elemental analysis.

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Electrochemical Properties of Copper(II) Complexes with Multidentate N,O-Schiff Base Ligands (여러 자리 산소-질소계 시프염기 리간드 구리(II) 착물의 전기화학적 특성)

  • Kim, Sun-Deuk;Jang, Gi-Ho;Kim, Jun-Kwang;Lee, Seong-Woo;Joung, Jae-Joung
    • Analytical Science and Technology
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    • v.9 no.4
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    • pp.345-354
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    • 1996
  • Algal(II) Multidentate N, O-Schiff base ligands, such as bis(salicylaldehyde) ethylenediimine(SED), bis(salicylaldehyde) propylenediimine(SPD), bis(salicylaldehyde) diethylenetriimine(SDT), bis (salicylaldehyde) triethylenetetraimine(STT) and bis(salicyl-aldehyde)tetraethylenepentaimine(STP) were prepared. Stepwise proton dissociation constants of the Schiff base were measured potentiometrically in ethanol and a mixture of 70% dioxane and 30% $H_2O$. The stability constants of copper(II)-Schiff base complexes were in the order of Cu(II)-SPD${\leq}$Cu(II)-SED~STT${\leq}$Cu(II)-STP. Oxidation-reduction process of the Cu(II)-Schiff base complexes was involved with one-electron reaction.

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Comparing of 5-Nonylsalicylaldoxime and Salicylaldehyde Characterization Using Magnesium Salt Formylation Process

  • Pouramini, Zeinab;Moradi, Ali
    • Journal of the Korean Chemical Society
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    • v.56 no.3
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    • pp.357-362
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    • 2012
  • 5-Nonylsalicylaldoxime and salicylaldehyde are two derivatives of phenolic compounds which are very applicable materials in industries. Formerly the formylation of phenolic derivatives were carried out by Rimer-Tiemann method. In this work both of these two materials were synthesized by magnesium meditated formylation technique and their structural characterizations were compared by instrumental analysis technique. In order to achieve a selectively orthoformylated product, the hydroxyl group of nonylphenol (or phenol) was first modified by magnesium methoxide. The nonylphenol magnesium salt was then formylated by paraformaldehyde. The oximation reaction was finally applied to the prepared nonylsalicylaldehyde magnesium salt by liquid extracting via water and acid washing and other extractions. The solvent was finally removed by evaporation under reduced pressure. Some instrumental analysis such as $^1H$-NMR, GC/MS and FT-IR spectra were taken on the product in order to interpret the reaction characterization quantitatively and qualitatively. The formaldehyde and oxime functional groups of two compounds were investigated through $^1H$-NMR and FT-IR spectra and were compared. The yield of methoxilation was very good and the yields of formylation and oximation reactions were about 90%and 85% respectively. The orthoselectivity of formylation reaction were evaluated by comparing of the relevant spectra. The GC/MS spectra also confirmed the obtained results.

Electrochemical and Spectroelectrochemical Studies of Cobalt Salen and Salophen as Oxygen Reduction Catalysts

  • Bertha Ortiz;Park, Su Mun
    • Bulletin of the Korean Chemical Society
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    • v.21 no.4
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    • pp.405-411
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    • 2000
  • Electrochemical and spectroelectrochemical studies of cobalt-Schiff (Co-SB) base complexes, Co(salen) [N-N'-bis(salicylaldehyde)-ethylenediimino cobalt(II)] and Co(salophen) [N-N'-bis(salicylaldehyde)-1,2-pheny-lenediimino cobalt(II)], have been c arried out to test them as oxygen reduction catalysts. Both compounds were found to form an adduct with oxygen and exhibit catalytic activities for oxygen reduction. Comparison of spec-tra obtained from electrooxidized complexes with those from Co-SB complexes equilibrated with oxygen in-dicates that the latter are consistent with the postulated complex formed with oxygen occupying the coaxial ligand position, namely, Co(III)-SB·O2 - .The catalysis of oxygen reduction is thus achieved by reducing Co(III) in the oxygen-Co-SB adduct, releasing the oxygen reduction product, e.g., O2 - ., from the Co(II)-SB complex.

Preparation of L-cysteine Salicylaldehyde Schiff-base Modified Macroporous Polystyrene Resin and Its Application to Determination of Trace Cadmium and Lead in Environmental Water Samples

  • Xie, Fazhi;Zhang, Fengjun;Xuan, Han;Ge, Yejun;Wang, Yin;Li, Guolian;Zhu, Lei;Oh, Won-Chun
    • Journal of the Korean Ceramic Society
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    • v.51 no.5
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    • pp.472-476
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    • 2014
  • In this work, a new method that utilizes L-cysteine salicylaldehyde Schiff-base modified macroporous polystyrene resin (PS-CSC) as an effective sorbent has been developed for preconcentration of trace cadmium and lead in environmental water samples. The effect of pH, the contact time, the elution conditions, the flow rate, the initial concentration of target metal ions, and the effects of interfering ions on the preconcentration of the analytes were investigated. The maximum adsorption capacity of PS-CSC under optimum conditions for cadmium and lead were found to be 6.03 - 18.17 mg/g and 12.58 - 36.13 mg/g when the initial concentration of metal ions between 5.0 - 90 mg/L. The limits of detection for cadmium and lead were 2.46 ng/L and $0.52{\mu}g/L$, with a preconcentration factor of 200. The developed method has been validated by analyzing certified reference material and successfully applied for the enrichment and determination of trace cadmium and lead from environmental water samples.

Benzaldehyde as a new class plant growth regulator on Brassica campestris

  • Choi, Geun-Hyoung;Ro, Jin-Ho;Park, Byoung-Jun;Lee, Deuk-Yeong;Cheong, Mi-Sun;Lee, Dong-Yeol;Seo, Woo-Duck;Kim, Jin Hyo
    • Journal of Applied Biological Chemistry
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    • v.59 no.2
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    • pp.159-164
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    • 2016
  • Plant growth regulator is an essential pesticide to date while the available active ingredient is not well understood unlike fungicide, insecticide and herbicide. This study was aimed to evaluate a new chemical class of plant growth regulator, and the total of 92 benzene derivatives were screened for their germination and early stage of the root growth regulation on Brassica campestris. Thirty benzaldehydes, nine acids, one amide, and one ester showed potent root growth inhibitory activity (>70 % inhibition) while only salicylaldehyde showed potent germination inhibition ($IC_{50}=81.2mg/L$) suggesting that benzaldehyde was a key module candidate for the growth inhibition. Benzaldehydes were further evaluated for root growth inhibition. 2,3-Dihydroxybenzaldehyde and salicylaldehyde showed $IC_{50}$ values of 8.0 and 83.9 mg/L, respectively. On the other hand, salicylaldehyde, and 2,4,5-trihydroxybenzaldehyde were found to have root growth promotion effects less than 10 mg/L. This result suggests that the benzaldehyde is a new class candidate for plant growth regulator.

Application of Bayer-Villiger Reaction to the Synthesis of Dibenzo-18-crown-6, Dibenzo-21-crown-7 and Dihydroxydibenzo-18-crown-6

  • Utekar, Druman R.;Saman, Shriniwas D.
    • Journal of the Korean Chemical Society
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    • v.58 no.2
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    • pp.193-197
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    • 2014
  • Dibenzo-18-crown-6, dibenzo-21-crown-7 and dihydroxy dibenzo-18-crown-6 were synthesized by Bayer-Villiger oxidation strategy. Dibenzo-18-crown-6 and dibenzo-21-crown-7 could be synthesized through a three-step protocol starting from salicylaldehyde. Salicylaldehyde was reacted with bis-(2-chloroethyl)ether using $K_2CO_3$ in acetonitrile to link the two phenolic groups with the oxyethylene bridge followed by conversion of the formyl group to the hydroxy group via a Baeyer-Villiger reaction and finally linking the two phenolic group with appropriate oxyethylene bridge. The two target crown ethers were obtained in overall yield, 24% and 30%, respectively. This method has a great potential for synthesis of symmetrical as well as unsymmetrical dibenzo crowns with varying oxyethylene bridges. Baeyer-Villiger oxidation could be used to prepare dihydroxy derivative of dibenzo-18-crown-6 through acetylation of dibenzo-18-crown-6 followed by Baeyer-Villiger oxidation. The Baeyer-Villiger oxidation could be substantially accelerated using trifluoroacetic acid.