• Title/Summary/Keyword: Sulfonic acids

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Reduction of Representative Organic Functional Groups with Gallane-Trimethylamine

  • 최정훈;오영주;김민정;황북기;백대진
    • Bulletin of the Korean Chemical Society
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    • v.18 no.3
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    • pp.274-280
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    • 1997
  • The rates and stoichiometry of the reaction of gallane-trimethylamine with selected organic compounds containing representative functional groups were examined in tetrahydrofuran solution under standardized conditions (THF, 0 ℃). And its reducing characteristics were compared with those of aluminum hydride-triethylamine(AHTEA). The rate of hydrogen evolution from active hydrogen compounds varied considerably with the nature of the functional group and the structure of the hydrocarbon moiety. Alcohols, phenol, amines, thiols evolved hydrogen rapidly and quantitatively. Aldehydes and ketones were reduced moderately to the corresponding alcohols. Cinnamaldehyde was reduced to cinnamyl alcohol, which means that the conjugated double bond was not attacked by gallane-trimethylamine. Carboxylic acids, esters, and lactones were stable to the reagent under standard conditions. Acid chlorides also were rapidly reduced to the corresponding alcohols. Epoxides and halides were inert to the reagent. Caproamide and nitrile were stable to the reagent, whereas benzamide was rapidly reduced to benzylamine. Nitropropane, nitrobenzene and azoxybenzene were stable to the reagent, whereas azobenzene was reduced to 1,2-diphenylhydrazine. Oximes and pyridine N-oxide were reduced rapidly. Di-n-butyl disulfide and dimethyl sulfoxide were reduced only slowly, but diphenyl disulfide was reduced rapidly. Finally, sulfones and sulfonic acids were inert to the reagent under the reaction.

Ultraviolet Spectrophotometric Analysis of 2-Aminonaphtalene Sulfonic Acids (2 - 아미노나프탈렌술폰산류의 자외선분광 광도법에 의한 분석)

  • Sohn, Joo-Hwan;Kim, Joo-Youn
    • Journal of the Korean Applied Science and Technology
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    • v.3 no.2
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    • pp.23-28
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    • 1986
  • The sulfuric acid sulfonation mixtures of 2-aminonaphthalene, contained 2-aminonaphthalene, Dahl's acid, Broenner's acid, amino-F-acid and Baden acid, can be determined quantitatively by multicomponent spectrophotometric analysis. The analysis was performed in diluted sodium hydroxide aqueous solution and based on the ultraviolet absorption of the sodium salts of each isomers. The determination of quantity of each isomers was performed by subjection the absorbances of the unknown mixture and of its constituents, gathered at a large number of wavelengths, to a least square treatment by an electronic personer computer. This method provided a rapid analysis of such complex mixture, and the standard deviation was ${\pm}1.65$ mole %.

Studies on the Perfluoro Alkyl Surfactants(I);Synthesis of Surface Active N-Perfluoroacylmono Aza Crown Ethers (불소계(弗素系) 계면활성제(界面活性劑)에 관한 연구(硏究)(제(第)1보(報));계면활성(界面活性) 함불소계(含弗素系) N-장쇄(長鎖)아실 크라운 에테르유(類)의 합성(合成))

  • Shon, Joo-Whan;Nam, Ki-Dae;Lee, Seung-Yeoll;So, Bu-Young
    • Journal of the Korean Applied Science and Technology
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    • v.7 no.1
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    • pp.49-62
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    • 1990
  • In order to synthesize N,N-di-(polyoxyethylene) perfluoroacyl amines and the surface active monoperfluoroacyl aza crown ethers, it is performed as follow. Six of N,N-di(polyoxyethylene) perfluoro acyl amines were synthesized from perfluoroalkanoic acids with ethanol followed by oxyethylation with triethylene glycol mono chloride or tetra ethylene glycol mono chloride and six of N-perfluor acyl monoaza crown ethers by cyclization of corresponding N,N-di(polyoxy ethylene} perfluoro acyl amines with p-toluene suflonic chloride-NaOH/dioxane, p-toluene sulfonyl chloride KOH/dioxane and benzene sulfonic chloride-KOH/dioxane systems.

Induction of Inflammation Inhibits Taurine Transporter Activity in Murine Macrophage Cell Line

  • Kim, Jung-Hyun;Kim, Soyoung;Kim, Ha-Won;Kim, Byong-Kak
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.156-157
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    • 1998
  • Taurine is synthesized in the body or uptaken from dietary and is distributed in the various organs. It differs from other amino acids by virtue of the fact that a sulfonic acid group replaces the carboxyl group of what would be ${\beta}$-alanine. In order to function within the cell it must be transported into the cells by taurine transporter that is spanned 12 transmembrane domains. The human taurine transporter has long cytoplasmic carboxy and amino termini that may function as regulatory attachment sites for other proteins. Six potential protein kinase C(PKC) phosphorylation sites have been reported in human taurine transporter.

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Antioxidant Activity Study of Artemisia argyi H. Extract Fermented with Lactic Acid Bacteria (젖산균으로 발효한 섬애쑥(Artemisia argyi H.) 추출물의 항산화 활성 연구)

  • Ji Hyun Kim;Nan Kyung Kim;Ah Young Lee;Weon Taek Seo;Hyun Young Kim
    • Journal of Korean Medicine for Obesity Research
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    • v.22 no.2
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    • pp.115-124
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    • 2022
  • Objectives: In this study, we investigated physicochemical characteristics and antioxidant activity of Artemisia argyi H. fermented with lactic acid bacteria. Methods: The A. argyi water extract was fermented using lactic acid bacteria isolated from kimchi at 30℃ for 96 h. To evaluate the physicochemical characteristics, we investigated pH, total acidity, viable cells, free sugars, free organic acids, and free amino acids contents during fermentation. In addition, we examined antioxidant activity of fermented Artemisia argyi H. by measurement of 2,2-diphenyl-1-(2,4,6-trinitrophenyl)-hydrazinyl (DPPH) and 2,2'-azubi-bus-3-ethylbenzothiazoline-6-sulfonic acid (ABTS+) scavenging activities. Results: During fermentation time, pH of fermented A. argyi was decreased from 4.57 to 3.22, and total acidity was increased from 0.39% to 1.63%. The number of lactic acid bacteria fermented A. argyi was increased from 1.28×107 CFU/ml to 3.75×108 CFU/ml during fermentation time. The free sugars of fermented A. argyi were confirmed glucose and sucrose. In addition, the organic acid content of fermented A. argyi was the highest in oxalic acid and lactic acid. In the composition of free amino acids, content of ornithine increased from 4.4 mg/100 g to 18.8 mg/100 g compared with non-fermented A. argyi. Furthermore, DPPH and ABTS+ radical scavenging activities of fermented A. argyi increased in a dose-dependent manner. Conclusions: In conclusion, our data suggest that lactic acid fermentation of A. argyi could be used as a functional food for antioxidants.

Determination of Betaine from Saliconia herbacea L. (함초(Saliconia herbacea L.)로부터 베타인 정량)

  • Lee, Chang-Ho;Kim, In-Ho;Kim, Young-Eon;Oh, Se-Wook;Lee, Ho-Jun
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.9
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    • pp.1584-1587
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    • 2004
  • The betaine content of Saliconia herbacea L. was determined by reverse-phase high performance chromatog-raphy on a C_(18) column. A 50% methanol extract was passed through a anion exchanger Ambelite IRA 400 (quaternary ammonium type, OH-) column and a strong cation exchanger Ambelite IR 120 (sulfonic acid type, $H^+$) column to remove amino acids, zwitter ions which are interfere with betaine analysis. The betaine extract was derivatized with 18-crown-6-ether and 4-bromophenacyl bromide (PBPB) for UV-labelling. Betaine in Saliconia herbacea L. was analysed on a mobile phase contained 13 mM sodium heptane sulfonic acid and 5 mM $Na_2SO_4$ in deionized water by isocratic elution for 30 min. The recovery ratio of betaine from Saliconia herbacea L. extract was 83.6%. The mean betaine value for Saliconia herbacea L. determined by the described method is 4.85 mg/mL with a standard deviation of 0.127.

Toxicity Evaluation of Perfluorinated Compounds Using Daphnia magna (Daphnia magna를 이용한 과불화화합물의 독성평가)

  • Kim, Kyung-Tae;Cho, Jae-Gu;Yoon, Jun-Heon;Lee, Chul-Woo;Choi, Kyung-Hee;Kim, Hyun-Mi;Ryu, Ji-Sung
    • Environmental Analysis Health and Toxicology
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    • v.25 no.2
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    • pp.153-159
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    • 2010
  • Perfluorooctane sulfonic acid (PFOS) and Perfluorooctanoic acid (PFOA) are the principal chemicals known as perfluoroalkyl acids (PFAs). Despite the widespread use of these compounds, relatively little is known about their fate and effects. The purpose of this study was to determine the toxic effects of PFOS and PFOA on Daphnia magna. In the acute toxicity test, D. magna were exposed for 48 hours at concentrations of 0, 30, 45, 67.5, 101.25 and 151.88 mg/L PFOS, and 0, 100, 160, 225, 337.5 and 506.25 mg/L PFOA, respectively. In the case of chronic toxicity test, D. magna were exposed through water for 21 days at concentrations of 0, 0.375, 0.75, 1.5, 3 and 6 mg/L PFOS, and 0, 1.25, 2.5, 5, 10 and 20 mg/L PFOA, respectively. Acute toxicity was assessed on the basis of immobility, while chronic toxicity was assessed on the basis of fecundity. The acute toxicity test on PFOS and PFOA showed that the values of $EC_{50}$ were 50.90 mg/L and 253.47 mg/L, respectively. In the chronic test, fecundity was reduced significantly at 1.5 mg/L of PFOS and 10 mg/L of PFOA, respectively. These results indicated that PFOS is more toxic to zooplankton than PFOA, and both chemicals have some hazard demonstrates risk for acute or chronic toxicity to freshwater organism.

A Study on the Prior Leaching and Recovery of Lithium from the Spent LiFePO4 Cathode Powder Using Strong Organic Acid (강유기산을 이용한 폐LiFePO4 양극분말로부터 리튬의 선침출에 대한 연구)

  • Dae-Weon Kim;Soo-Hyun Ban;Hee-Seon Kim;Jun-Mo Ahn
    • Clean Technology
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    • v.30 no.2
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    • pp.105-112
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    • 2024
  • Globally, the demand for electric vehicles has surged due to greenhouse gas regulations related to climate change, leading to an increase in the production of used batteries as a consequence of the battery life issue. This study aims to selectively leach and recover valuable metal lithium from the cathode material of spent LFP (LiFePO4) batteries among lithium-ion batteries. Generally, the use of inorganic acids results in the emission of toxic gases or the generation of large quantities of wastewater, causing environmental issues. To address this, research is being conducted to leach lithium using organic acids and other leaching agents. In this study, selective leaching was performed using the organic acid methane sulfonic acid (MSA, CH3SO3H). Experiments were conducted to determine the optimal conditions for selectively leaching lithium by varying the MSA concentration, pulp density, and hydrogen peroxide dosage. The results of this study showed that lithium was leached at approximately 100%, while iron and phosphorus components were leached at about 1%, verifying the leaching efficiency and the leaching rates of the main components under different variables.

Selective Reduction with Zinc Borohydride. Reaction of Zinc Borohydride with Selected Organic Compounds Containing Representative Functional Groups (수소화붕소아연에 의한 선택환원. 수소화붕소아연의 대표적 유기화합물과의 반응)

  • Yoon Nung Min;Ho Jun Lee;Hye Kyu Kim;Jahyo Kang
    • Journal of the Korean Chemical Society
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    • v.20 no.1
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    • pp.59-72
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    • 1976
  • The addition of one mole of zinc chloride to 2.33 moles of sodium borohydride in tetrahydrofuran at room temperature gave a clear chloride-free supernatant solution of zinc borohydride after stirring three days and standing at room temperature.The approximate rates and stoichiometry of the reaction of zinc borohydride with 54 selected organic compounds were determined in order to test the utility of the reagent as a selective reducing agent. Aldehydes and ketones were reduced rapidly, aromatic ketones being somewhat slowly, and the double bond of cinnamaldehyde was not attacked. Acyl halides were reduced rapidly within one hour, but acid anhydrides were reduced at a moderate rate. Carboxylic acids, both aliphatic and aromatic, were slowly reduced to alcoholic stage. Esters were inert to this reagent but a cyclic ester, γ-butyrolactone, was slowly attacked. Primary amides were reduced slowly with partial evolution of hydrogen, whereas tertiary amides underwent neither reduction nor hydrogen evolution. Epoxides and nitriles were all inert, as well as nitro, azo, and azoxy compounds. Cyclohexanone oxime and phenyl isocyanate were reduced slowly but pyridine was inert. Disulfide, sulfoxide, sulfone and sulfonic acids were stable to this reagent.

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Reaction of Lithium n-Butylborohydride with Selected Organic Compounds Containing Representative Functional Groups

  • Chong-Suh Pyun;Jong-Chan Son;Nung-Min Yoon
    • Bulletin of the Korean Chemical Society
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    • v.4 no.1
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    • pp.3-9
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    • 1983
  • Lithium n-butylborohydride was prepared from borane-dimethylsulfide (BMS) and n-butyllithium, and the approximate rates and stoichiometrics of its reactions with selected organic compounds containing representative functional groups were studied in THF at room temperature. Phenol and benzenetiol liberated hydrogen quickly and quantitatively, and the reactions of primary alcohols, 2,6-di-ter-butylphenol and 1-hexanethiol liberated hydrogen quantitatively within 3 hrs, whereas the reactions of secondary and tertiary alcohols were very slow. Aldehydes and ketones were reduced rapidly and quantitatively to the corresponding alcohols. Cinnamaldehyde utilized 1 equiv. of hydride rapidly, suggesting the reduction to cinnamyl alcohol. Carboxylic acids evolved 1 equiv. of hydrogen rapidly and further reduction was not observed. Anhydrides utilized 2 equiv. of hydride rapidly but further hydride uptake was very slow, showing a half reduction. Acid chlorides were reduced to the alcohol stage very rapidly. All the esters examined were reduced to the corresponding alcohol rapidly. Lactones were also reduced rapidly. Expoxides took up 1 equiv. of hydride at a moderate rate to be reduced to the corresponding alcohols. Nitriles and primary amides were inert to this hydride system, whereas tertiary amide underwent slow reduction. Nitroethane and nitrobenzene were reduced slowly, however azobenzene and azoxybenzene were quite inert. Cyclohexanone oxime evolved 1 equiv. of hydrogen rapidly, but no further reduction was observed. Phenyl isocyanate and pyridine N-oxide were proceeded slowly, showing 1.74 and 1.53 hydride uptake, respectively in 24 hours. Diphenyl disulfide was reduced rapidly, whereas di-n-butyl disulfide, sulfone and sulfonic acids were inert or sluggish. n-Hexyl iodide and benzyl bromide reacted rapidly, but n-octyl bromide, n-octyl chloride, and benzyl chloride reacted very slowly.