• Title/Summary/Keyword: methyl iodide

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Nucleophilic Reaction of 2-Phenyl-4-quinolones with Methyl Iodide and Preparation of Its Derivatives (2-Phenyl-4-quinolones와 Methyl Iodide의 친핵반응에 의한 유도체의 합성)

  • Oh, Mi-Jung;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.52 no.6
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    • pp.514-519
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    • 2008
  • We developed a convenient synthetic route to 3-alkylated 2-phenyl-4-quinolone derivatives (4a-h and 5a-c), which were expected to retain antitumor activity. A series of 2,3-dihydro-2-hydroxy-2-phenyl-4-quinolones (3a-h) was synthesized through dehydration, dealcoholation and hydration using acid-catalyzed one-pot reaction from anilines and ethyl benzoylacetates. 3-Methyl (or 3,3-dimethyl)-2-phenyl-4-quinolone derivatives 4 and 5 were synthesized from 3a-h through the methylation using methyl iodide. Formation of quinolone nucleus was undertaken with p-toluenesulfonic acid (p-TSA) at $90{\sim}110^{\circ}C$ in toluene for 3${\sim}$7.5 hr over the Dean-Stark apparatus. The key intermediates in these preparations are ${\beta}$-ketoesters 2a-h, which can be readily obtained from the corresponding anilines 1a-e by reaction with ethyl bezoylacetates.

The Crystal Structure of 2-Methyl-3-(N-trimethyl ammonium)phenol Iodide (2-Methyl-3-(N-trimethyl ammonium)phenol Iodide의 결정 구조)

  • 조성일;윤혜숙;구정회
    • YAKHAK HOEJI
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    • v.24 no.2
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    • pp.135-141
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    • 1980
  • The crystal and molecular structure of 2-methyl-3-(N-trimethyl ammonium)phenol iodide, $C_{10}H_{16}NOI, was determined by X-ray diffraction method. The compound crystallizes in the orthorhombic space group $P_{na2}_{1}$ with a=13.327(3), b=12.496(3), C=7.227(2)A and Z=4. A total of 489 independent observed reflections were collected by the automated Four-circle diffractometer and was solved by heavy atom method and refined by anisotropic block-diagonal least-squares method to the R value of 0.04. The benzene ring is slightly distorted from regular hexagon. The I atom and 2-methyl-3-(N-trimethyl ammonium)phenol group is held together by van der Waals forces in the crystal. Intermolecular hydrogen bond is of the type O-H....I with the length 3.35.angs.. Apart from the hydrogen bonding system the molecules are held together by van der Waals forces in the crystal.

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Adsorption Characteristics of Elemental Iodine and Methyl Iodide on Base and TEDA Impregnated Carbon (활성탄을 이용한 원소요오드 및 유기요오드 흡착특성)

  • Lee, Hoo-Kun;Park, Geun-Il
    • Nuclear Engineering and Technology
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    • v.28 no.1
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    • pp.44-55
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    • 1996
  • For the purpose of controlling the release of radioiodine to the environment in nuclear power plants, adsorption characteristics of elemental iodine and methyl iodide on the base carbon and 2%, 5% TEDA impregnated carbons were studied. The amounts of adsorption of elemental iodine and methyl iodide on the carbons were compared with Langmuir, Freundlich, Sips and Dubinin-Astakhov(DA) isotherm equations. Adsorption data were well correlated by the DA equation based on the potential theory. Adsorption energy distributions were obtained from the parameters of the DA equation derived from the condensation approach method. For the adsorption of methyl iodide and elemental iodine-carbon system, the DA equation can be well expressed by the degree of heterogeneity of the micropore system because the surface is nonuniform when its potential energy is unequal. The adsorption energy distribution wes investigated to find a surface heterogeneity on the carbon. The surface heterogeneity for iodine-carbon system is highly affected by the adsorbate-adsorbent interaction as well as the pore structure. The surface heterogeneity increases as a content of TEDA impregnated increases. The adsorption nature of methyl iodide on carbon turned out to be more heterogeneous than that of elemental iodine.

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Living cationic polymerization of Viny Ethers in Presence of Iodomethyl Methyl Ether and Zinc Iodide

  • Kwon, Soonhong;Lee, Yunsung;Mah, Soukil
    • Fibers and Polymers
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    • v.2 no.1
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    • pp.131-134
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    • 2001
  • Living cationic polymerization behaviors of isobutyl vinyl ehters (IBVE), initiated by iodomethyl methyl ether (IMME)/zinc iodide ($Znl_2$) have been investigated. The polymerization was carried out at 0, -15, and $-30^{\circ}C$ in toluene. It was found that the rate of polymerization increased as the IMME concentration increased and decreased as temperature decreased. 100% conversion was always achieved without exception. Furthermore, the number-average molecular weight ($M_{n}$) of polymers increased in direct proportion to monomer conversion. The molecular weights of polymers were in good agreement with the theoretical values, calculated on the basis that one polymer chain was formed by one IMME molecule and the values of polydispersity index are always less than 1.2, revealing the living nature. The living nature was also confirmed by synthesis of poly(IBVE-b-TBVE) by subsequent monomer addition of t-butyl vinyl ether (TBVE).

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Reaction of Methanol and Methyl Iodide on ZnO(0001) and ZnO(11-20) Single Crystal Surfaces

  • Doh, Won-Hui;Roy, Probir Chandra;Kim, Chang-Min
    • Proceedings of the Korean Vacuum Society Conference
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    • 2011.08a
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    • pp.214-214
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    • 2011
  • The adsorption and reactions of methanol and methyl iodide on ZnO(0001) and ZnO(11-20) single crystal surfaces have been investigated using the temperature programmed desorption (TPD) technique. The interaction of methanol and methyl iodide with ZnO is stronger on the polar ZnO(0001) surface than the non-polar ZnO(11-20) surface. On ZnO(0001), methanol is decomposed to produce formaldehyde and hydrogen. Two desorption features of formaldehyde and hydrogen are observed at around 500 and 580 K. The interaction of methanol and pre-adsorbed hydrogen has been also investigated. The reaction mechanism of methanol on ZnO will be proposed.

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Transport Characteristics of Organic Anions through Poly (1-methyl-4vinylpyridium iodide-co-styrene) Membrane (Poly(1-methyl-4-vinylpyridium iodide-co-styrene)막을 통한 유기음이온의 투과특성)

  • 이광재;한정우박돈희조영일
    • KSBB Journal
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    • v.6 no.2
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    • pp.207-213
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    • 1991
  • In this study poly (1-methyl-4-vinylpyridinium iodide-co-styrene) membrane with pyridinium cation as a fixed carrier was synthesized and the transport characteristics of the membrane was examined over various factors. As the concentration of the fixed carrier in the membrane was increased, the water content was increased. Meanwhile, the counter current of the organic anion and the chloride ion, the following results were obtained. Initial flux of Cl-, organic anion and Na+ decreased with the increasing thickness of membrane, and as the concentration of the fixed carrier increases, the initial flux of Cl- and organic anion increase but the initial flux of Na+ decreased. The flux equation of the organic anion, CCl3COO- was obtained from saturation kinetics as follows;$V_{o}=\frac{(8.67{\times}10^{-5}){\cdot}[NaCl]}{9.63{\times}10^{-2}+[NaCl]} mol/cm^2h$

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Syntheses of Amide Bonds and Activations of N-C(sp3) Bonds

  • Hong, Jang-Hwan
    • Journal of Integrative Natural Science
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    • v.10 no.4
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    • pp.175-191
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    • 2017
  • In organic chemistry amide synthesis is performed through condensation of a carboxylic acid and an amine with releasing one equivalent of water via the corresponding ammonium carboxylate salt. This method is suffering from tedious processes and poor atom-economy due to the adverse thermodynamics of the equilibrium and the high activation barrier for direct coupling of a carboxylic acid and an amine. Most of the chemical approaches to amides formations have been therefore being developed, they are mainly focused on secondary amides. Direct carbonylations of tertiary amines to amides have been an exotic field unresolved, in particular direct carbonylation of trimethylamine in lack of commercial need has been attracted much interests due to the versatile product of N,N-dimethylacetamide in chemical industries and the activation of robust N-C($sp^3$) bond in tertiary amine academically. This review is focused mainly on carbonylation of trimethylamine as one of the typical tertiary amines by transition metals of cobalt, rhodium, platinum, and palladium including the role of methyl iodide as a promoter, the intermediate formation of acyl iodide, the coordination ability of trimethylamine to transition metal catalysts, and any possibility of CO insertion into the bond of Me-N in trimethylamine. In addition reactions of acyl halides as an activated form of acetic acid with amines are reviewed in brief since acyl iodide is suggested as a critical intermediate in those carbonylations of trimethylamine.

Removal Efficiency of Organic Iodide on Silver Ion-Exchanged Zeolite and TEDA-AC at High Temperature Process (고온공정에서 은교환 제올라이트 및 TEDA 첨착활성탄의 유기요오드 제거성능)

  • 최병선;박근일;윤주현;김성훈;배윤영;지성균;양호연;유승곤
    • Proceedings of the Korean Radioactive Waste Society Conference
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    • 2003.11a
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    • pp.207-214
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    • 2003
  • Removal efficiency of methyl iodide at high temperature process by TEDA-impregnated activated carbon used for radioiodine retention in nuclear facility was experimentally compared with that of silver ion-exchanged synthetic zeolite(AgX), In temperature ranges of$30^{\circ}C$ to $400^{\circ}C$, adsorption capacity of un-impregnated carbon was sharply decreased, but TEDA-impregnated carbon showed similar values of adsorption capacity of AgX even around $100^{\circ}C$. Especially, loading amount of methyl iodide on TEDA carbon up to$250^{\circ}C$ represented higher values compared to un-impregnated carbon. Breakthrough curves of methyl iodide in fixed bed packed with AgX and TEDA-impregnated carbon at high temperature was compared. Removal mechanism of methyl iodide on AgX was proposed, based on analysis of by-product gas generated from adsorption reaction.

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A Study on the Reactivites of a Penicillin-derived 4-Mercaptoazetidin-2-one (페니실린으로부터 유도된 4-Mercaptoazetidin-2-one 의 반응성 연구)

  • Jeong, Gyu Hyeon;Kim, Hyeong Tae;Heo, Hong Il
    • Journal of the Korean Chemical Society
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    • v.38 no.5
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    • pp.372-376
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    • 1994
  • The penicillin-derived 4-mercaptoazetidin-2-one(2a) was unstable in basic media, but it reacted with electrophiles such as acetyl chloride, methyl chloroformate, ethyl iodoacetate, diethyl azodicarboxylate in the presence of triethylamine or pyridine to give the products such as S-acetyl, S-methoxycarbonyl, S-ethoxycarbonylmethyl, and S-diethoxycarbonylhydrazino compounds. However S-methylation could not be done with methyl iodide, but with diazomethane. The reactivity of isomer 3a toward electrophiles was almost the same as that of compound 2a.

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Capture of Volatile Organic Iodine Species Using Mordenites

  • Tejaswini Vaidya;John P. Stanford;Nicolene van Rooyen;Krishnan Raja;Vivek Utgikar;Piyush Sabharwall
    • Journal of Nuclear Fuel Cycle and Waste Technology(JNFCWT)
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    • v.21 no.2
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    • pp.205-224
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    • 2023
  • The emission of off-gas streams from used fuel recycling is a concern in nuclear energy usage as they contain radioactive compounds, such as, 3H, 14C, 85Kr, 131I, and 129I that can be harmful to human health and environment. Radioactive iodine, 129I, is particularly troublesome as it has a half-life of more than 15 million years and is prone to accumulate in human thyroid glands. Organic iodides are hazardous even at very low concentrations, and hence the capture of 129I is extremely important. Dynamic adsorption experiments were conducted to determine the efficiency of sodium mordenite, partially exchanged silver mordenite, and fully exchanged silver mordenite for the removal of methyl iodide present at parts per billion concentrations in a simulated off-gas stream. Kinetic analysis of the system was conducted incorporating the effects of diffusion and mass transfer. The possible reaction mechanism is postulated and the order of the reaction and the values of the rate constants were determined from the experimental data. Adsorbent characterization is performed to investigate the nature of the adsorbent before and after iodine loading. This paper will offer a comprehensive understanding of the methyl iodide behavior when in contact with the mordenites.