• 제목/요약/키워드: thioglycolic acid

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Thiol의 친핵성 첨가물의 합성 (제2보). ${\beta}$-nitrostyrene 유도체에 대한 Thioglycolic Acid의 친핵성 첨가반응 (Synthesis of Nucleophilic Adducts of Thiols(II). Addition of Thioglycolic Acid to ${\beta}$-Nitrostyrene Derivatives)

  • 김태린;허태성;한인섭
    • 대한화학회지
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    • 제25권6호
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    • pp.390-393
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    • 1981
  • ${\beta}$-nitrostyrene 및 그 유도체에 Thioglycoic acid를 첨가시켜 다음과 같은 8가지 새로운 화합물을 합성하였다. s-[2-Nitro-1-phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methyl)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-chloro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-bromo)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-nitro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3-methoxy-4-ethoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3,4,5-trimethoxy)phenylethyl]-thioglycolic acid. 이 물질들의 구조를 원소분석, UV, IR, NMR 스펙트럼등으로 확인하였다.

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신남산 유도체III, Benzalacetophenone 유도체에 대한 Thioglycolic acid의 친핵성 첨가반응 메카니즘과 그 반응속도론적 연구 (Cinnamic Acid Derivatives III, The Kinetics and Mechanism of the Nucleophilic Addition of Thioglycolic Acid to Benzalacetophenone Derivatives)

  • 이기창;황용현;박은경;류정욱;이광일
    • 한국응용과학기술학회지
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    • 제7권2호
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    • pp.33-40
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    • 1990
  • The Kinetics of the addition of benzalacetophenone derivatives was investigated by ultraviolet spectrophotometery in 5% dioxane $H_2O$ at $50^{\circ}C$. A rate equation was obtained in wide range of pH. The substituent effects on benzalacetophenone derivatives were studied, and addition were facilitated by electron attracting groups. The final product was benzalacetophenone-${\beta}$-thioglycolic acid synthesized by the addition of thioglycolic acid to benzalacetophenone. On the base of the rate equation, substituent effect, general base effect and final product, the plausible addition mechanism was proposed: Below pH 9.0, only neutral thioglycolic acid molecule was added to the carbon-carbon double bond, and in the range of pH $9.0{\sim}11.0$, neutral thioglycolic acid molecule and thioglycolic acid anion competitively attacted the double bond. By contrast, above pH 11.0, the reaction was dependent upon only the addition of thioglycolic acid anion.

Thiol의 친핵성 첨가물의 합성 (제VIII보) ${\beta}$-Acetyl-${\beta}$-benzoylstyrene 유도체에 대한 thioglycolic acid, benzenethiol 및 benzylmercaptan 첨가 생성물의 합성 (Synthesis of Nucleophilic Adducts of thiols (VIII). Addition of Thioglycolic acid, Benzenethiol and Benzylmercaptan to ${\beta}$-Acetyl-${\beta}$-benzoylstyrene Derivatives)

  • 허태성;백인숙;서기림;김태린
    • 대한화학회지
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    • 제31권4호
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    • pp.364-368
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    • 1987
  • ${\beta}-Acetyl-{\beta}-benzoylstyrene$ 유도체에 대한 thioglycolic acid, benzenethiol 및 benzylmercaptan의 첨가반응에 관하여 연구하였다. ${\beta}-acetyl-{\beta}-benzoylstyrene$ 유도체는 쉽게 thioglycolic acid, benzenethiol, benzylmercaptan과 반응하여 다섯가지 (2-acetyl-2-benzoyl-1-phenylethyl) thioglycolic acid 유도체 (IIa-IIe), 다섯가지의 (2-acetyl-2-benzoyl-1-phenylethyl)benzenethiol 유도체 (IIIa-IIIe) 및 다섯가지의 (2-acetyl-2-benzoylphenylethyl)benzylmercaptan 유도체 (IVa-IVe)를 합성한다.

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Synthesis of Nucleophilic Adducts of Thiols (Ⅴ). Addition of Thioglycolic Acid to $\omega,\;\omega$-Diacetylstyrene Derivatives

  • Huh, Tae-Sung;Han, Hae-Sook;Han, In-Sup;Kim, Tae-Rin
    • Bulletin of the Korean Chemical Society
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    • 제5권1호
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    • pp.21-23
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    • 1984
  • The addition reactions of thioglycolic acid to ${\omega}$, ${\omega}$-diacetylstyrene derivatives were investigated. ${\omega}$, ${\omega}$-Diacetylstyrene derivatives easily undergo addition reactions with thioglycolic acid to form s-(2, 2-diacetyl-1-phenylethyl)-thiogycolic acid, s-[2,2-diacetyl-1-(methyl) phenylethyl]-thioglycolic acid, s-[2,2-diacetyl-1-(p-methoxy) phenylethyl]-thioglycolic acid and s-[2,2-diacetyl-1-(p-chloro) phenylethyl]-thioglycolic acid, respectively. The structures of these compounds were identified by neutralization equivalent, UV, IR, and NMR spectral data.

Synthesis of Nucleophilic Adducts of Thiols (Ⅶ). Addition of Thioglycolic Acid to $\alpha$-Cyano-$\beta$-phenylacrylic Acid Derivatives

  • Huh, Tae-Sung;Lee, Hee-Jong;Han ,In-Sup;Kim, Tae-Rin
    • Bulletin of the Korean Chemical Society
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    • 제7권1호
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    • pp.23-25
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    • 1986
  • Reaction of ${\alpha}-cyano-{\beta}-phenylacrylic$ acid derivatives (Ⅰ) with thioglycolic acid in the molar ratio of 1:2 in saturated sodium bicarbonate solution yielded 3-(4'-oxo-2'-thiazolin-2'-yl)-2-phenyl-4-oxotetrahydrothiophene derivatives (V). Thioglycolic acid was found to be added not only to carbon-carbon double bond but also to carbon-nitrogen triple bond and those adducts were cyclized to V.

${\beta},\;{\beta}$-Dichlorostyrene 유도체의 Cysteine 및 Thioglycolic Acid에 대한 친핵성 첨가반응의 반응속도론적 연구 (Kinetic Studies on the Nucleophilic Addition of Cysteine and Thioglycolic Acid to ${\beta},\;{\beta}$-Dichlorostyrene Derivatives)

  • 김태린;류정열;하덕찬
    • 대한화학회지
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    • 제32권3호
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    • pp.260-266
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    • 1988
  • ${\beta},\;{\beta}$-Dichlorostyrene 유도체(p-H, p-Cl, $p-CH_3,\;및\;p-OCH_3$)에 대한 thioglycolic acid 및 cysteine의 친핵성 첨가반응속도를 자외선 분광분석법으로 측정하여 pH에 따르는 반응속도상수의 변화, 일반염기(general base) 및 치환기 효과등으로 부터 넓은 pH범위에서 실험치와 잘 일치하는 반응속도식을 구하였고, 실험사실에 잘 맞는 반응 메카니즘을 제안하였다. 즉 pH 9.0 이상에서의 반응속도는 sulfide anion이 pH $9.0{\sim}7.0$에서는 thioglycolic acid 및 cysteine의 중성분자와 그의 anion들이 경쟁적으로 첨가되며 pH 7.0 이하에서는 thioglycolic acid 및 cysteine의 중성분자만이 첨가됨을 알았다.

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2-Fluorenylidene chalcone유도체에 대한 Thioglycolic acid의 친핵성 첨가 반응에 관한 연구 (Nucleophilic Addition Reaction of Thioglycolic acid to 2-Fluorenylidene chalcone Derivatives)

  • 이기창;이광일;황용현;류정욱;윤철훈
    • 한국응용과학기술학회지
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    • 제13권1호
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    • pp.107-113
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    • 1996
  • Fluorenylidene chalcone derivatives were synthesized by condensation. The structure of these compounds were ascertained by means of UV, melting point, IR and $^1H-NMR$ spectra. The nucleophilic addition reaction kinetics of Thioglycolic acid to fluorenylidene chalcone was investigate by UV in 20% $dioxane-H_2O$ at $25^{\circ}C$. The rate equation which were applied over a wide $pH1.0{\sim}13.0$ range. On the basis of general base catalysis and confirmation of addition reaction product, the nucleophilic addtion reaction kinetics of thioglycolic acid to fluorenylidene chalcone were measured by the pH change. From the result of the above caption, a plausible nucleophilic addition reaction mechanism of thioglycolic acid to fluorenylidene chalcone was proposed. These compounds may be used as the starting materials for the preparation of the engineering plastics or the germicide.

S-Phenyl-S-vinyl-N-p-tosylsulfilimine 유도체에 대한 Thioglycolic Acid의 친핵성 첨가반응에 관한 반응속도론적 연구 (Kinetic Studies on the Nucleophilic Addition of Thioglycolic Acid to S-Phenyl-S-vinyl-N-p-tosylsulfilimine Derivatives)

  • 김태린;한만소;편상용
    • 대한화학회지
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    • 제40권10호
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    • pp.663-669
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    • 1996
  • Vinylsulfilimine(VSI) 유도체($p-OCH_3$, H, p-Cl 및 p-Br)에 대한 thioglycolic acid의 친핵성 첨가반응속도를 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, general base 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH3.0 이하에서는 sulfilimine의 질소에 양성자가 먼저 첨가된 다음 중성 thioglycolic acid 분자가 탄소 이중결합에 첨가되고, pH 3.0-9.0 영역에서 thioglycolic acid의 중성분자와 음이온의 첨가가 경쟁적으로 일어나며, pH 9.0 이상에서는 황화 음이온이 첨가되는 전형적인 Michael type의 반응이 진행됨을 알았다.

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티오글리콜산의 랫드 피부에 대한 투과 영향 (Effects of Skin Permeation for Rat of Thioglycolic Acid)

  • 정덕채;오세영;황성규
    • 한국환경보건학회지
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    • 제30권2호
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    • pp.65-70
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    • 2004
  • Hair is based upon the skin which enroll the body of high living animals and have multiple membrane structure. This study were used rats and carried out to find out the effects of commercial permanent wave products to skin which are composed of thioglycolic acid and bases. Results were as follows. Permanent wave penetrated to 3 hours later with steady state in skins and was not significant changeable after 20hr later. In case of neutralizer with thioglycolic acid lag time and permeability coefficient in healthy skin were 3.38hr and 0.96$\mu\textrm{g}$/$\textrm{cm}^2$/hr, in old skin were 3.14hr and 0.l28$\mu\textrm{g}$/$\textrm{cm}^2$/hr, and in wounded skin were 3.08hr and 0.157$\mu\textrm{g}$/$\textrm{cm}^2$/hr. In conclusion, lag time and permeability coefficient in old skin and wounded skin were faster than healthy skin. In vivo which was studied by general time and method of permanent wave. We found out that fine rinkle and rash of skin were changeable in the case of treating with permanent wave drugs than normal skin. Also, permanent wave drugs could induced rash and eruption at the skin by the naked eye.