• Title/Summary/Keyword: Acyl chlorides

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The Effect of Pressure on the Rate of Solvolysis (Ⅲ) Kinetics on the Nucleophilic Substitution Reactions of Acyl- and Alkyl groups in Binary Solvents (가용매분해반응속도에 대한 압력의 영향(Ⅲ) 이성분용매내 Acyl류와 Alkyl류의 친핵성 치환반응의 속도론적 연구)

  • Kyong, Jin Burm;Park, Byoung Chun;Kwun, Oh Cheun
    • Journal of the Korean Chemical Society
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    • v.41 no.9
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    • pp.443-448
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    • 1997
  • Kinetics for the solvolyses of acyl chlorides and alkyl chlorides in hydroxylic solvent mixtures have been measured by conductometric method at various temperatures and pressures. The activation parameters (${\Delta}V^{\neq},\; {\Delta}H^{\neq},\; {\Delta}S^{\neq}$) were estimated from the rate constants. The reactivities of these reactions were also estimated from the correlation of the activation volumes with the activation entropies.

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Studies on the Surfactants of the N-Acyl Amino Acid Type(part 11);Synthesis of Biodegradable N-Acyl Amino Acid Type Anionic Surfactants (N-아실 아미노산계 계면활성제에 관한 연구(제11보);생분해성 N-아실 아미노산계 음이온성 계면활성제의 합성)

  • Yun, Y.G.;Kim, T.Y.;Jeong, H.K.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
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    • v.15 no.1
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    • pp.63-78
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    • 1998
  • A series of long chain N-acyl amino acid type anionic surfactants were prepared by treating fatty acid chlorides with three kinds of amino acids, that is, sodium N-acyl-sarcosinates, sodium N-acyl-N-methyl-${\beta}$-alaninates and sodium N-acyl-N-methyl-taurates in an alkaline solution. All prepared biodegradable surfactants were purified by thin layer chromatography and column chromatography, and identified their structures by spectral analysis.

Selective Acylation and Aminomethylation of Benzoylated Calix[4]arene

  • 남계준;김종민;국승근;이상좌
    • Bulletin of the Korean Chemical Society
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    • v.17 no.6
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    • pp.499-502
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    • 1996
  • Two different acyl substituents were introduced at the lower rim of calix[4]arene by the two step reactions. Calix[4]arenes (1) reacted with 3,5-dinitrobenzoyl chloride to yield monosubstituted calix[4]arene (2). Second substitution was achieved by the reaction of 2 with various acyl chlorides. Aminomethylation of monobenzoylated calix[4]arene was conducted successfully in the presence of secondary amine and formaldehyde.

Synthesis and Antimicrobial Activity of Phenazine Derivatives (Ⅱ) (페나진 유도체의 합성과 항균성에 관한 연구 (제 2 보))

  • Gang, Il Yeong;Kim, Sang Yeol;Kim, Ho Sik;Kim, Jong Dae;Heo, Geun
    • Journal of the Korean Chemical Society
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    • v.34 no.2
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    • pp.189-196
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    • 1990
  • 8-Acyl-2-hydroxyphenazine-5,10-dioxides and 8-acyl-2-aminophenazine-5,10-dioxides were synthesized by the reaction of hydroquinone and 4-aminophenol with 6-acylbenzofuroxans which had been obtained from acetanilide and n-acyl chlorides bearing butanoyl, hexanoyl and octanoyl groups. The antimicrobial activities of these phenazine dioxide derivatives were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. It was observed that the antimicrobial activity of the phenazine dioxide derivatives bearing octanoyl group was stronger than that of those bearing butanoyl and hexanoyl groups in gram positive microorgamisms, but it was observed that the antimicrobial activity and the number of the carbon atom of acyl groups did not have any relation in gram negative microorganisms. When the activity of xanthine oxidase which is the key enzyme in the generation of superoxide anion radical ($O_2^-$), was measured in the presence of phenazine dioxide derivatives, the inhibitory action of the enzyme activity of 8-acyl-2-hydroxyphenazine-5,10-dioxides was increased in accordance with the number of the carbon atom of acyl groups.

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Applications of Third Order Models in Solvolytic Reaction of Aliphatic Substituted Acyl Derivatives in 2,2,2-Trifluoroethanol-Ethanol Systems

  • Ryu, Zoon-Ha;Lim, Gui-Taek;Bentley, T. William
    • Bulletin of the Korean Chemical Society
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    • v.24 no.9
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    • pp.1293-1302
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    • 2003
  • Rate constants at various temperatures and activation parameters are reported for solvolyses of acyl chlorides (RCOCl), with R = Me, Et, i-Pr, t-Bu, cyclopentylmethyl, benzyl, thiophenylmethyl, 2-phenylethyl, diphenylmethyl, and phenylthiomethyl in 100% ethanol, 100% 2,2,2-trifluoroethanol (TFE), 80% v/v ethanol/ water and 97% w/w TFE/water. Additional rate constants for solvolyses with R = Me, t-Bu, and $PhCH_2$ are reported for TFE/water and TFE/ethanol mixtures, and for solvolyses with R = t-Bu, and PhCH2 are reported for 1,1,1,3,3,3-hexafluoropropan-2-ol/water mixtures, as well as selected kinetic solvent isotope effects (MeOH/MeOD and TFE). Taft plots show that electron withdrawing groups (EWG) decrease reactivity significantly in TFE, but increase reactivity slightly in ethanol. Correlation of solvent effects using the extended Grunwald-Winstein (GW) equation shows an increasing sensitivity to solvent nucleophilicity for EWG. The effect of solvent stoichiometry in assumed third order reactions is evaluated for TFE/ethanol mixtures, which do not fit well in GW plots for R = Me, and t-Bu, and it is proposed that one molecule of TFE may have a specific role as electrophile; in contrast, reactions of substrates containing an EWG can be explained by third order reactions in which one molecule of solvent (ethanol or TFE) acts as a nucleophile, and a molecule of ethanol acts as a general base catalyst. Isokinetic relationships are also investigated.

Synthesis of Novel Pyrazolylquinoxalines (새로운 Pyrazolylquinoxaline류의 합성)

  • Kim, Ho Sik;Kwag, Sam Tag
    • Journal of the Korean Chemical Society
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    • v.44 no.3
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    • pp.229-236
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    • 2000
  • The reaction of 6-chloro-2-hydrazinoquinoxaline 4.oxide(10) with acetylacetone or dibenzoylmethane gave 6-chloro-2-(3,5-disubstituted pyrazol-1-yl)quinoxaline 4-oxides (11) through the intramolecular·cyclization.The chlorination of compound 11 with phosphoryl chloride afforded 3,6-dichloro-2-(3,5-disubstituted pyrazol-1-yl)quinoxalines (12), whose reaction with hydrazine hydrate provided 6-chloro-3-hydrazinodehydes, benzenesulfonyl chloride, substituted benzoyl chlohdes or acyl chlorides gave novel pyrazolylquinoxalines (14-17).

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Substituted Phenyl 2-Thiophenecarboxylates and Benzoates:Synthesis, NMR Spectra, and Aromaticity Index

  • Lee, Chang Gyu;Yu, Ji Suk;Park, Jong Seok
    • Bulletin of the Korean Chemical Society
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    • v.21 no.1
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    • pp.49-55
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    • 2000
  • A series of m-, and p-substituted phenyl 2-thiophenecarboxylates and benzoates was prepared by the reaction of the corresponding acyl chlorides and phenols. Their $^1H$ and $^{13}C$ NMR chemical shifts were analyzed using single substituent parameter (S SP) and dual substituent parameter (DSP) methods. The relative aromaticity index of thiophene was estimated to be 0.92 from the plot of the chemical shift of the carbonyl carbons of the thienoyl esters against chemical shift of the carbonyl carbons of the benzoyl esters.

N-Acyl Amino Acid Surfactant(15) Synthesis and Properties of Sodium N-(2-Dodecyl Succinoyl) l-Glutamate (N-아실아미노산계 계면활성제 (제15보) Sodium N-(2-Dodecyl Succinoyl) l-Glutamate의 합성 및 계면성)

  • Kwack, Kwang-Soo;Yoon, Young-Kyoon;Jeong, Noh-Hee;Kim, Duck-Gwon;Nam, Ki-Dae
    • Journal of the Korean Applied Science and Technology
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    • v.18 no.1
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    • pp.55-59
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    • 2001
  • These N-acyl amino acid surfactants is normally produced by reaction of acid anhydride with sodium ${\ell}-glutamate$ hydrolysates under Schotten-Baumann condition i.e., in alkaline aqueous medium. To avoid using fatty acid chlorides, acylations were also carried out with the fatty acids themselves or with their methyl esters, but unfortunately these methods cannot be used in practice, dodecenyl succinic anhydride, was to be studied for their suitability as acylating agents the production if acylated glutamine hydrolysates. The surface activities including surface tension forming power, forming stability and emulsifying power were measured. The experimental results revealed that the products have a good emulsifying power. Thus, there derivatives will be expected to be used an emulsifying agent for O/W type cosmetic emulsion.