• Title/Summary/Keyword: thioglycolic acid

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

  • Tae-Rin Kim;Tae-Sung Huh;In-Sup Han
    • Journal of the Korean Chemical Society
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    • v.25 no.6
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    • pp.390-393
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    • 1981
  • Eight new compounds were prepared by the addition reaction of thioglycolic acid to ${\beta}$-nitrostyrene and its derivatives. 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; The structure of these compound were identified by elemental analysis, UV, IR and NMR spectral data.

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

  • Lee, Ki-Chang;Hwang, Yong-Hyun;Park, Eun-Kyung;Ryu, Jung-Wook;Lee, Kwang-Il
    • Journal of the Korean Applied Science and Technology
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    • v.7 no.2
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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.

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

  • Tae-Sung Huh;In-Sook Baek;Kih-Rim Seo;Tae-Rim Kim
    • Journal of the Korean Chemical Society
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    • v.31 no.4
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    • pp.364-368
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    • 1987
  • The addition reactions of thioglycolic acid, benzenethiol and benzylmercaptan to ${\beta}-acetyl-{\beta}-benzoylstyrene$ were investigated. ${\beta}-Acetyl-{\beta}-benzoylstyrene$ derivatives easily underwent addition reactions with thioglycolic acid, benzenethiol, and benzylmercaptan to form five(2-acetyl-2-benzoyl-1-phenylethyl) thioglycolic acid derivatives (IIa-IIe), five (2-acetyl-2-benzoyl-1-phenylethyl)benzenethiol (IIIa-IIIe) derivatives and five (2-acetyl-2-benzoyl-1-phenylethyl)benzylmercaptan derivatives (IVa-IVe), respectively.

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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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    • v.5 no.1
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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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    • v.7 no.1
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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.

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

  • Tae-Rin Kim;Jong-Yol Ryu;Duk-Chan Ha
    • Journal of the Korean Chemical Society
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    • v.32 no.3
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    • pp.260-266
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    • 1988
  • The rate constants for the nucleophilic addition reactions of thioglycolic acid and cysteine to ${\beta},\;{\beta}$-dichlorostyrene derivatives(p-H, p-Cl, $p-CH_3,\;and\;p-OCH_3$) were photochemically determined at various pH and a rate equation which can be applied over a wide pH range was obtained. On the bases of rate equation, general base catalysis and substituent effect, the plausible addition reaction mechanism was proposed: Above pH 9.0, the reaction was initiated by the addition of sulfide anion, and in the range of pH 7.0 to 9.0, the neutral molecules and it's anions attacked to the double bond, competitively. However, below pH 7.0, only the neutral molecules of thioglycolic acid or cysteine added to the carbon-carbon double bond.

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

  • Lee, Ki-Chang;Lee, Kwang-Il;Hwang, Yong-Hyun;Ryu, Jung-Wook;Yoon, Cheol-Hun
    • Journal of the Korean Applied Science and Technology
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    • v.13 no.1
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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.

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

  • Kim, Tae Rin;Han, Man So;Pyun, Sang Yong
    • Journal of the Korean Chemical Society
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    • v.40 no.10
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    • pp.663-669
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    • 1996
  • The rate constants for the nucleophilic addition reactions of thioglycolic acid to vinylsulfilimine(VSI) derivatives(p-OCH3, H, p-Cl and p-Br) were determined by an ultraviolet spectrophotometric method, and rate equations which can be applied over a wide pH range were obtained. On the basis of rate equation, general base catalysis and substituent effect, a plausible addition reaction mechanism was proposed: Below pH 3.0, the reaction was proceeded via the addition of neutral molecule to carbon-carbon double bond after protonation at the nitrogen atom of the sulfilimine, and in the pH range of 3.0 to 9.0, the neutral molecule and its anion attacked to carbon-carbon double bond competitively. Above pH 9.0, sulfide anion added to the double bond (Michael type addition).

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

  • 정덕채;오세영;황성규
    • Journal of Environmental Health Sciences
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    • v.30 no.2
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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.