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변상용,백규철,한만소,조봉래,Sang Yong Pyun,Kyu Cheol Paik,Man So Han,Bong Rae Cho 대한화학회 2023 대한화학회지 Vol.67 No.3
Acyl transfer reactions of 2,4-dinitrophenyl-5-substituted-2-furoates (1a-d) promoted by R<sub>2</sub>NH/R<sub>2</sub>NH<sub>2</sub><sup>+</sup> in 20mol% DMSO(aq) have been studied kinetically. The reactions are second-order and exhibit downward curves of the Brönsted plots with pK<sub>a</sub><sup>0</sup> = 9.5, β<sub>1</sub> = 0.23-0.35 and β<sub>2</sub> = 0.88-0.99. The k<sub>1</sub> values increased with a stronger nucleophile and as the electron-withdrawing ability of the 5-furyl substituent increases. In contrast, the k<sub>2</sub>/k<sub>-1</sub> values were nearly idential regardless of the 5-furyl substituents. From these results, a stepwise mechanism with a change in the rate-determining step(RDS) is proposed.
윤길중,변상용,권효식,Yoon, Kil Joong,Pyun, Sang Yong,Kwon, Hyo Shik 대한화학회 1997 대한화학회지 Vol.41 No.7
과산화수소 정량을 위하여 닭의 간조직과 ferrocene을 탄소반죽에 혼입시켜 만든 전류법 바이오센서의 감응 특성이 조사되었다. 또한 조사된 전극 퍼텐샬 범위( - 0.5∼ + 0.05 V vs Ag/AgCl) 내에서 $t_{95%}$=13 sec의 빠른 감응시간과 $5.1{\times}10^{-5}$ M(S/N=3)의 검출한계를 보여 주었으며, 감응에 방해가 된다고 여겨지는 물질들에 대하여 좋은 선택성을 보여 주었다. 생촉매 안정성이 좋았으며, 이동매체를 사용하지 않는 전극의 제조 가능성을 제시하였다. The response characteristics of a new biosensor, which was developed by co-immobilisation of chicken liver tissue and ferrocene in a carbon paste matrix for the amperometric determination of hydrogen peroxide, was evaluated. In the range of electrode potential observed ( - 0.5∼ + 0.05 V vs Ag/AgCl), the bioelectrode showed the response time ($t_{95%}$) as low as 13 sec and the detection limit of $5.1{\times}10^{-5}$ M, and exhibited a good selectivity in the case of the addition of the possible interferents tested. Also it offered a high biocatalytic stability and opened up the possibility for the construction of a mediatorless biosensor.
${\alpha}$,N-Diphenylnitrone 유도체에 대한 Cysteine 및 Thiophenol의 친핵성 첨가물에 관한 연구
김태린,변상용,한만소,이광일,Tae-Rin Kim,Sang-Yong Pyun,Man-So Han,Kwang-Il Lee 대한화학회 1991 대한화학회지 Vol.35 No.3
${\alpha}$,N-diphenylnitrone에 cysteine과 thiophenol을 반응시켜 4개의 thiazolidine과 다음의 5가지 새로운 화합물을 합성하였다. ${\alpha}$,thiophenoxy-benzylidene aniline : ${\alpha}$, thiophenoxy-p-hydroxybenzylidene aniline : ${\alpha}$,thiophenoxy-p-chlorobenzylidene aniline : ${\alpha}$,thiophenoxy-p-methoxybenzylidene aniline : ${\alpha}$,thiophenoxy-p-nitrobenzylidene aniline. 이 화합물들의 구조는 원소분석, UV-, IR 및 NMR- 스펙트럼에 의해 확인하였다. Four thiazolidines and following five new compounds were prepared by the addition reaction of cysteine and thiophenol to ${\alpha}$,N-diphenylnitrones, respectively ; ${\alpha}$,thiophenoxy-benzylidene aniline ;${\alpha}$,thiophenoxy-p-hydroxybenzylidene aniline ; ${\alpha}$,thiophenoxy-p-chlorobenzylidene aniline ;${\alpha}$,thiophenoxy-p-methoxybenzylidene aniline ; ${\alpha}$,thiophenoxy-p-nitrobenzylidene aniline. The structure of these compounds were confirmed by the elemental analysis, UV-, IR-and NMR-spectra.
4'-[N-(9-Acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide의 가수분해 반응메카니즘에 관한 반응속도론적 연구
김태린,정동인,변상용,Kim, Tae Rin,Chung, Dong In,Pyun, Sang Yong 대한화학회 1996 대한화학회지 Vol.40 No.12
4'-[N-(9-Acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide(AMQD) 의 가수분해속도상수를 25.deg.C의 수용액속에서 자외선 분광법으로 측정하여 넓은 pH에서 잘 맞는 반응속도식을 구하였다. pH에 따르는 속도상수의 변화, Bronsted plot, 가수분해 생성물을 확인, 일반염기 및 치환기 효과 등으로부터 실험 사실에 잘 맞는 반응메카니즘을 제안하였다. 즉 pH 3.00 이하에서는 acridinyl기의 질소에 양성자가 첨가된 다음 quinonoid의 4'-위치에 물의 첨가가 일어나 가수분해가 진행되며, pH 3.00-9.00 사이에서는 물분자와 수산화 음이온의 첨가가 경쟁적으로 일어나 반응이 진행되었고, pH 9.00이상에서는 수산화 음이온의 농도에만 비례함을 알았다. The rate constants for the hydrolysis of 4'-[N-(9-acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide(AMQD) were determined by ultraviolet visible spectrophotometer in water at $25^{\circ}C.$ The rate equation which could be applied over wide pH ranges were obtained. On the basis of pH-rate profile, Bronsted plot, hydrolysis product analysis, general base catalysis and substituent effect, the plausible hydrolysis mechanism was proposed: Below pH 3.00, the hydrolysis reaction was proceeded by the attack of water to 4'-position of quinonoid after protonation at nitrogen of acridinyl and between pH 3.00 and 9.00, the addition of water and hydroxide occurred competitively. However, above pH 9.00, the rate constants were dependent upon only the concentration of hydroxide ion.
Vinylsulfilimine유도체에 대한 1-methyl-5-mercapto-1,2,3,4-tetrazole의 친핵성 첨가물에 관한 연구
김태린,이소영,변상용,Tae-Rin Kim,So-Young Lee,Sang-Yong Pyun 대한화학회 1992 대한화학회지 Vol.36 No.2
Vinylsulfilimine 유도체(H, p-$CH_3$, m-$CH_3$, p-Cl, p-Br, p-$OCH_3$, 및 p-$NO_2$)에 1-methyl-5-mercapto-1,2,3,4-tetrazole을 반응시켜 다음 7가지의 새로운 호합물을 합성하였다. S-Phenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-m-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-chlorophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-bromophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-methoxyphenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine and S-p-nitrophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine. 이 화합물들의 구조는 원소분석, MP, UV, IR 및 NMR 스펙트럼에 의해 확인되었다. Following seven new nucleophilic adducts of sulfilimine compounds were prepared by the addition of 1-methyl-5-mercapto-1,2,3,4-tetrazole to vinylsulfilimine derivatives; S-Phenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-m-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-chlorophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-bromophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-methoxyphenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine and S-p-nitrophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine. The structures of these adducts were confirmed by elemental analyses, MP, UV, IR-and NMR-Spectra.
2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구
김태린,이소영,한만소,변상용,이석희,Kim, Tae-Rin,Lee, So-Young,Han, Man-So,Pyun, Sang-Yong,Lee, Seok-Hee 대한화학회 2000 대한화학회지 Vol.44 No.2
2-PhenyI-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP)유도체들의 가수분해속도상수를 수용액에서 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, 가수분해 생성물의 확인, 일반염기 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH 4.0 이하에서는 물분자의 첨가가 일어나 가수분해가 진행되며, pH 9.0 이상에서는 전형적인 Michael type의 반응이 일어나며, pH $4.5{\sim}8.0$ 사이에서는 이들 두 반응이 경쟁적으로 일어남을 알았다. The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively.
Fe(0)촉매를 이용한 Dienyne의 분자내 〔4+2〕고리화 첨가반응에 관한 연구
변상용 釜慶大學校 1998 釜慶大學校 論文集 Vol.3 No.2
The intramolecular formal iron-catalyzed 〔4+2〕 cycloaddition reaction of acetylenic dienes to produce bicyclic products has been investigated. With a typical iron(0) catalyst, prepared by the reduction of Fe(acac)3 with Et3Al in the presence of bipyridine ligand, the (E,E)-4, 4-dicarboethoxy-1-phenyldeca-1-yne-6, 8-diene proceeded competing via intramolecular carbocylization and bimolecular cycloaddition. However, under the similar condition except the chiral ligand, the 4, 4-dimethly〔 -3-(tert-mutyldimethylsiloxy)-1-pheny〕-6, 8-decadien-1-yen yielded exclusively bicyclic diene product(yield 86%).