• Title/Summary/Keyword: N-methyl acetamide

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Effect of N-Methyl Acetamide on the Critical Micelle Concentration of Aqueous Solutions of Some Surfactants (수용액상 계면활성제의 임계 미셀 농도에 대한 N-methyl acetamide의 영향)

  • Alawi, Sadeq M.;Akhter, M. Salim
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.163-168
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    • 2011
  • The variations of molar conductivity of various surfactants such as sodium caprylate, sodium laurate, sodium palmitate, sodium stearate, sodium oleate, sodium dodecyl sulphate, and lithium dodecyl sulphate with concentrations of the surfactants for each of the solutions consisting of mixtures of varying concentrations of N-methyl acetamide in water at constant temperature of $30{\pm}0.2^{\circ}C$ were studied. The critical micelle concentration (CMC) for each surfactant is measured. It is found that the CMC values in mixtures of N-methyl acetamide and water solutions of various surfactants are lower than the CMC values in water, and the driving force for micelle formation correlates with solvophobicity. The surfactant-solvent interactions that drive amphiphilic self-organization in N-methyl acetamide in water are discussed. Thermodynamic parameters were evaluated for micellar system to explain the results.

MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides (Amide류에서 형태안정화와 C-N결합의 회전장벽에 관한 분자궤도론적 연구)

  • Wang Ki Kim;Chang Kook Sohn;Ikchoon Lee
    • Journal of the Korean Chemical Society
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    • v.32 no.3
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    • pp.163-170
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    • 1988
  • The MNDO calculations were performed on the various rotamers of N-methyl formamide, N,N-dimethyl formamide, N-methyl acetamide, and N,N-dimethylacetamide in order to investigate the contribution of the one-electron and the steric effect on their rotational barriers about the C-N bond. Results show that while the conformational stabilities of formamides depend mainly on the one-electron factor, those of acetamides depend mainly on the steric factor. According to results obtained by calculations on the rotational barriers about C-N bond, for N-monosubstituted amides the steric effect is larger in the rotational ground state than in the transition state and for N,N-disubstituted amides the steric effect is larger in the rotational transition state.

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Thermal Hazard and Decomposition Characteristics of 2-Chloro-N-(Cyano-2-thienyl methyl) acetamide (2-Chloro-N-(Cyano-2-thienyl methyl) acetamide의 열적 위험성 및 분해 특성)

  • Choi, Yi-Rac;Seo, Dong-Hyun;Han, Ou-Sup
    • Journal of the Korean Institute of Gas
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    • v.26 no.5
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    • pp.41-48
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    • 2022
  • 2-Chloro-N-(Cyano-2-thienyl methyl) acetamide (CCTA) is an intermediate used for synthesizing pesticides. It is stable at room temperature and pressure but can be decomposed when heat is accumulated. In this study, the decomposition characteristics were evaluated by measuring the weight change according to temperature using a Thermogravimetry analyzer(TGA), and the thermal decomposition characteristics were evaluated using Differential Scanning Calorimeter(DSC). The exothermic decomposition reaction occurred rapidly at about 91 ℃, and the activation energy determined by using Kissinger method, Kissinger-Akahira-Sunose(KAS) method, and Flynn-Wall-Ozawa(FWO) method were 162 kJ/mol, 149 kJ/mol and 139 kJ/mol, respectively. TD24, the temperature at which the maximum heating rate is reached within 24 hours, was evaluated as 52~55 ℃ using the estimated activation energy.

Multivariate Analysis and Gas Chromatographic Determination of the Smelly Nitro Compounds in Dried-Fishes (GC에 의한 건어물 냄새성분중 질소화합물 분석과 다변량해석)

  • Bae, Sun Young;Lee, Dong Sun
    • Journal of the Korean Chemical Society
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    • v.41 no.2
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    • pp.105-112
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    • 1997
  • The smelly nitro compounds were extracted from dried fishes by simultanous distillation and extraction, then were analyzed by GC-MS. Carbon number and order of an amine could be predicted by using retention time and equivalent chain length. Anchovy, codfish, imitation crab meat, cuttle fish, file fish, pollack, shrimp, octopus, harvest fish, and hard-shelled mussel were used for this investigation. Various smelly nitro compounds such as methylamine, acetamide, thiazole, 2-hydroxy isopropylamine, N-methyl pyrroline, piperidine, cyclohexylamine were identified, however, dimethylamine, trimethylamine, diethylamine were not detected. Principal components analysis was applied to GC-MS profiles for pattern recognition of smelly nitro compounds in dried fishes. Multivariate aspects using principal components analysis were very useful for pattern recognition of smelly components, category similarity.

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Theoretical Studies on the A2 Hydrolysis of Methyl Acetimidate

  • Ikchoon Lee;Chang Kon Kim;Bon-Su Lee
    • Bulletin of the Korean Chemical Society
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    • v.11 no.3
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    • pp.194-200
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    • 1990
  • Various mechanistic aspects of the A2 hydrolysis of methyl acetimidate were explored using the MNDO method. As in thecorresponding reactions of acetamide and methyl carbamate, a proton transfer pre-equilibrium exists between the N-protonated and the O-protonated tautomers, and the subsequent hydrolysis proceeds from the more stable N-protonated form. Of the two reaction pathways, the $A_{AL}2$ path is favored in the gas phase and in concentrated acid solutions, whereas the $A_{AC}2$ path is favored in less acidic solutions with a stable cationic tetrahedral intermediate formed in the rate determining step. Negative charge development on the alkoxy oxygen in the transition state suggested a rate increase with the increase in the electron withdrawing power of the alkoxy group. Calculations on the reaction processes with AM1 indicated that MNDO is more reliable in this type of work, although AM1 is better than MNDO in reproducing hydrogen bonds.

Sulfenic Acid Derived from 1,3-Oxathiolane-3-oxide (1,3-Oxathiolane-3-oxide로 부터 유도되는 술펜산)

  • Wha Suk Lee;Oee Sook Park
    • Journal of the Korean Chemical Society
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    • v.31 no.2
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    • pp.197-202
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    • 1987
  • Sigmatropic rearrangement of cis and trans-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide (b) and (c) gave unisolable sulfenic acids (d) and (f), respectively. These sulfenic acids were confirmed by deuterium exchange reactions involving 2-methylene and 2-methyl groups. The reactions also showed that no isomerization between the cis and trans sulfoxides (b) and (c) occurred under neutral conditions. However, the isomerization took place in the presence of acid catalyst. Stereospecific recyclization of sulfenic acids to the sulfoxides is attributable to possible hydrogen bonding between sulfenyl oxygen and NH proton or it arises from the geometrical requirements of the reacting bond and atoms in the reverse sigmatropic rearrangement. In the oxidation of 1, 3-oxathiolane, cis sulfoxide (b) could be obtained selectively in high yield by using $H_2O_2$-benzene seleninic acid.

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Studies of the Thuja Orientalis(3);Amino Acid and Fatty Acid Composition in the Thuja Biotae Water Extract Treated with Alkaline (측백 열매에 관한 연구(3);과피의 물 추출액을 알카리로 처리할 때의 지방산과 아미노산 분석)

  • Nam, Hyun-Keun
    • Journal of the Korean Applied Science and Technology
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    • v.5 no.2
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    • pp.9-15
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    • 1988
  • In order to investigate the amino acid and fatty acid content in Thuja biotae water extract treated with alkaline, it was performed. There are 16 kinds of different amino acid and 20 kinds of different fatty acid in Thuja biotae water extract. An aspartic acid was contained 52% and proline was contained 10%, particulary, r-aminobutyric acid was analysed. Essential fatty acids; linoleic acid, linolenic acid and arachidonic acid were cotained a lot amount. There are 11 different unknown materials which were identified by GC-MS spectrum, such as N-[($4{\alpha},5{\alpha}$)-cholestan-4-yl]-acetamide; 22,26-Epithio-furost-5-en-3-ol; 2-Methyl-6-(4-methyl-3-cyclohexen-1-yl)-4-heptanone; 3,12,14-Tris(acetyloxy)-pregnane-15,20-dione;22-Methyl-26-thio-furost-5-en-3-ol; 7-Ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrene carboxyaldehyde; Methoxyiminopro-panedioic acid; 13-Methyl-13-${\beta}$-Methyl-13-vinyl-dodecaarp-7-en-3-3-ol; 22-Methyl-26-thio-furost-6-methyl-3-ol; $5{\alpha}-Androstane-2$,11-dione; 9-Methyl-heptadecanoic acid.

Characteristics of the Intermediates in the Cyclization Reactions of Heterocycle-fused[1,4]oxazine Derivatives: Stepwise versus Concerted

  • Shin, Dong-Soo;Park, Jong-Keun
    • Bulletin of the Korean Chemical Society
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    • v.28 no.12
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    • pp.2219-2225
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    • 2007
  • The reaction mechanisms for the cyclizations of N-methyl-2-(2-chloropyridin-3-yloxy)acetamide to 1-methylpyrido[ 3,2-b][1,4]oxazin-2-one and 1-methyl-pyrido[2,3-b][1,4]oxazin-2-one were investigated using ab initio Hartree-Fock, second-order Moller-Plesset perturbation, single point coupled cluster with both single and double substitution, and density functional theory methods. The 5-membered spiro intermediate (2) is optimized from the cyclization of the acyclic reactants through the proton-transfer reaction, and this intermediate proceeds continuously to the 6-membered intermediate through either a stepwise or a concerted reaction. In the stepwise reaction, an N-bridge-type intermediate as a stable structure is optimized, whereas, in the concerted reaction, the O-bridge-type intermediate is not optimized.

[18F]Labeled 2-nitroimidazole derivatives for hypoxia imaging

  • Seelam, Sudhakara Reddy;Lee, Yun-Sang;Jeong, Jae Min
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.2 no.2
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    • pp.73-83
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    • 2016
  • Imaging hypoxia using positron emission tomography (PET) is of great importance for cancer therapy. [$^{18}F$] Fluoromisonidazole (FMISO) was the first PET agent used for imaging tumor hypoxia. Various radiolabeled nitroimidazole derivatives such as [$^{18}F$]fluoroerythronitroimidazole (FETNIM), [$^{18}F$]1-${\alpha}$-D-(2-deoxy-2-fluoroarabinofuranosyl)-2-nitroimidazole(FAZA), 2-(2-nitroimidazol-1-yl)-N-(3,3,3-[18F]-trifluoropropyl)acetamide ([$^{18}F$]EF-3), [$^{18}F$]2-(2-nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl) acetamide (EF-5), 3-[$^{18}F$]fluoro-2-(4-((2-nitro-1H-imidazol-1-yl)methyl)-1H-1,2,3,-triazol-1-yl)-propan-1-ol ([$^{18}F$]HX-4), and [$^{18}F$]fluoroetanidazole (FETA) were developed successively. However, these imaging agents still produce PET images with limited resolution; the lower blood flow in hypoxic tumors compared to normoxic tumors results in low uptake of the agents in hypoxic tumors. Thus, the development of better imaging agents is necessary.

Synthesis and Properties of Copolyterephthalamides Containing Biphenyl-2,2'-diyl Structure (Biphenyl-2,2'-diyl 구조를 함유하는 Copolyterephthalamides의 합성과 성질)

  • Jeong, Hwa-Jin
    • Journal of the Korea Academia-Industrial cooperation Society
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    • v.11 no.6
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    • pp.2311-2316
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    • 2010
  • Three series of copolyterephthalamides having biphenyl-2,2'-diyl structure in the main chain, were synthesized from p-phenylene-containing diamines such as p-phenylene diamine, 4,4'-oxydianiline or 1,4-bis(4-aminophenoxy)benzene, with mixed diacids of terephthalic acid and 2,2'-bibenzoic acid by the direct polycondensation method. The resulting copolymers had inherent viscosities ranging from 0.46 to 0.93dL/g, and most of them could be readily dissolved in polar aprotic solvents including N,N-dimethyl acetamide and N-methyl-2-pyrrolidone. These copolymers had glass transition temperatures between 239 and $326^{\circ}C$, and their 10% weight loss temperatures were recorded in the range of $410{\sim}485^{\circ}C$ in nitrogen atmosphere.