• 제목/요약/키워드: Benzyl bromide

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Inhibitory Effect of Disinfectants and Antibiotics on Rusty-root Symptoms in Panax Ginseng C. A. Meyer (소독제 및 항생제의 적변삼 발생 억제 효과)

  • Park, Hong-Woo;Lee, Eun-Jeong;Choi, Jae-Eul
    • Korean Journal of Medicinal Crop Science
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    • 제14권6호
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    • pp.336-341
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    • 2006
  • The endophytic bacteria were isolated from the rusty-root ginseng. This isolated bacteria were occurred the rusty-root ginseng with artificial inoculation. For the suppressing of rusty-ginseng, disinfectants, antibiotics, kitosan, micro-organisms and metabolites were tested to isolated endophytic bacterium. All of the isolated bacteria strains were sensitive sodium hypochlorite, however, some of isolated bacteria lines were sensitive to other tested materials. For example, D (didecyl dimethyl ammonium bromide), CIO$_2$, ODDA (octyldecyl dimethyl ammonium chloride + diocyul dimethyl ammonium chloride + alkyl diethyl benzyl ammonium chloride), GD (glutaraldehyde + dimethy cocobenzyl ammonium chloride) suppressed some of bacteria strains. Otherwise, some of antibiotics (e.g. ampicillin, chloramphenicol, erythromycin, kanamycin, neomycin, rifampin, streptomycin, tetracycline) were sensitive to the isolated bacteria strains. All of isolated bacteria strainswere inhibitive to the mixed formation with neomycin and streptomycin, and neomycin and tetracycline. Both sodium hypochlorite and antibiotic mixing of neomycin and tetracycline were effective to prevention of rusty-root ginseng of sub-merging ginseng in the ginseng field.

Synthesis of Hapten for Indirect Competitive Immunoassay for Measuring 3,5,6-trichloro-2-pyridinol

  • Kim, Areumnuri;Kim, Joong-Young;Jeong, Sang-Hee;Cho, Myung-Haing;Park, Kyung-Hun;Cho, Namjun;Paik, Min Kyoung
    • Korean Journal of Environmental Agriculture
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    • 제34권4호
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    • pp.345-349
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    • 2015
  • BACKGROUND: In this study, we have attempted to identify a urinary biomarker to assess chlorpyrifos exposure in farmers. The major metabolite and the excretion pathway of chlorpyrifos is 3,5,6-trichloro-2-pyridinol (TCP) in urine. Herein, we describe an adequate synthetic method for TCP hapten for measuring urinary TCP of farmers. METHODS AND RESULTS: First, TCP was prepared by spacer attachment through hydrolysis of thiophosphate ester from chlorpyrifos. After reaction with benzyl bromide, the TCP was transformed into 2,3,5-trichloro-6-benzyloxypyridine. Next, the chlorine in the 2 nd position of the pyridyl ring was substituted into 3-mercaptopropanoic acid spacer arm. Finally, the phenyl group attached to the 6 th position in pyridyl ring was removed for producing the targeted product, 3-(3,5-Dichloro-6-hydroxy-2-pyridyl) thiopropanoic acid. CONCLUSION: Henceforth, this TCP hapten would be used in developing immunoassay studies for the detection and quantitation of urinary TCP of farmers.

Efficient Cleavage of Alkyl Aryl Ethers Using an Ionic Liquid under Microwave Irradiation

  • Park, Se Kyung;Battsengel, Oyunsaikhan;Chae, Junghyun
    • Bulletin of the Korean Chemical Society
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    • 제34권1호
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    • pp.174-178
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    • 2013
  • A highly reliable dealkylation protocol of alkyl aryl ethers, whose alkyl groups are longer than methyl group, has been developed. We report that various ethyl, n-propyl, and benzyl aryl ethers are successfully cleaved using an ionic liquid, 1-n-butyl-3-methylimidazolium bromide, [bmim][Br], under microwave irradiation. Despite many characteristics such as lower cost and less toxicity of the alkylating agents, and greater hydrophobicity of the products, longer alkyl ethers have been significantly less exploited than methyl ethers, probably due to more difficulty in the deprotection step. Since it has the same advantages as the demethylation method developed by this group including mild conditions, short reaction time, and small use of the ionic liquids, the dealkylation protocol can greatly encourage the broader use of longer alkyl groups in the protection of phenolic groups. As with our previous study of demethylation using [bmim][Br], the microwave irradiation is crucial for the deprotection of longer alkyl aryl ethers. Unlike the conventional heating, which causes either low conversion or decomposition, the microwave irradiation seems to more effectively provide energy to cleave the ether bonds and therefore suppresses the undesired reactions.

Effect of Transition Metal Ion on the Reaction of Benzylbromide with Grignard Reagent (Grignard 시약과 브로모벤질과의 반응에서 첨가전이 금속이온의 영향 연구)

  • Jack C. Kim;Young-Sim Koh;Ung-Chan Yoon;Min-Sook Kim
    • Journal of the Korean Chemical Society
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    • 제37권2호
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    • pp.228-236
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    • 1993
  • The effect of ferric ion on the reaction of CH_3$MgI with benzylbromide was investigated by determining the product ratio between cross-coupling product, ethylbenzene (A) and homocoupling product, bibenzyl (B) in the presence of ferric ion. When CH_3$MgI prepared with pure magnesium was used, the ratio of A to B was 22 to 78 and with reagent grade magnesium, the ratio became 33 to 67 indicating that metallic impurities in magnesium affect the reaction mechanism to lead less homocoupling product, B. The ratio changes became significant when ferric chloride was added in the reaction mixture in catalytic amounts and the ratio of A to B reached to 80 to 20 at maximum. The reaction in the presence of ferric ion seems to follow mainly an ionic mechanism which involves iron-benzyl bromide ${\pi}$-complex formation. The complex formation is expected to be able to enhance ionic attack of CH_3$MgI on benzyl carbon to give more A.

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Humidity Sensitive Properties of Polymer Electrolytes of Quaternary Ammonium methacrylate derivatives (메타크릴레이트계 4차 암모늄 유도체 고분자 전해질의 감습특)

  • Kim, Tae-Mi;Gong, Myeong-Seon;Lee, Im-Yeol;Park, Jeong-Gi
    • Korean Journal of Materials Research
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    • 제3권6호
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    • pp.598-605
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    • 1993
  • Methacryloxyethyl dimethyl alkyl($C_{1}\sim C_{12}$, benzyl and 2, 2-diethoxy ethyl) ammonium bromide monomers were prepared to investigate the relative humidity characteristics for polymer electrolytes with different chemical structures. They were coated on the alumna substrate printed comblike gold electrode by photopolymerization after micro-syringe injection. As the thickness of rhe humid membrane increased, the impendance decreased, whereas the impedance ~ncreased as the carbon cham of alkyl substituent in the monomer increased. The impendance of the polymeric electrolytes with $C_6\sim C_8$ substituents were varied from 19M$\Omega$ to 5K$\Omega$ for the range of 30-90% Mi. The temperature depedence coefficient in the range of 15-$35^{\circ}C$ was found to be -0.45% $RH/^{\circ}C$and the hysteresis falled within the range of $\pm$2% RH. The response time was 35 second for varying humldity from 33% to 85% RH.

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Structural and Magnetic Properties of Monomeric and Dimeric Copper(II) Complexes with Phenyl-N-[(pyridine-2-yl)methylene]methaneamide

  • Lee, Hong-Woo;Sengottuvelan, Nallathambi;Seo, Hoe-Joo;Choi, Jae-Soo;Kang, Sung-Kwon;Kim, Young-Inn
    • Bulletin of the Korean Chemical Society
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    • 제29권9호
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    • pp.1711-1716
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    • 2008
  • The reaction of copper(II) chloride with phenyl-N-[(pyridine-2-yl)methylene]methaneamide (ppmma) leads to a new $\mu$ -chloro bridged dimeric [Cu(ppmma)$Cl_2$]$_2$ complex, whereas a reaction of copper(II) bromide with ppmma affords a monomeric Cu(ppmma)$Br_2$ complex. Both complexes have been characterized by X-ray crystallography and electronic absorption spectroscopy. The crystal structural analysis of [Cu(ppmma)$Cl_2$]$_2$ shows that the two Cu(II) atoms are bridged by two chloride ligands, forming a dimeric copper(II) complex and the copper ion has a distorted square-pyramidal geometry ($\tau$ = 0.2). The dimer units are held through a strong intermolecular $\pi-\pi$ interactions between the nearest benzyl rings. On the other hand, Cu(ppmma)Br2 displayed a distorted square planar geometry with two types of strong intermolecular π-π interaction. EPR spectrum of [Cu(ppmma)$Cl_2$]$_2$ in frozen glas s at 77 K revealed an equilibrium between the mononuclear and binuclear species. The magnetic susceptibilities data of [Cu(ppmma)$Cl_2$]$_2$ and Cu(ppmma)$Br_2$ follow the Curie-Weiss law. No significant intermolecular magnetic interactions were examined in both complexes, and magnetic exchange interactions are discussed on the basis of the structural features.

Carbonylation of Bromobenzyl Bromide Catalyzed by $Co_2(CO)_8(II)$. Selective Synthesis of Alkyl(alkoxymethyl)benzoate (코발트 카르보닐 촉매에 의한 브로모벤질 브로미드의 카르보닐화 (II). 알킬(알콕시메틸)벤조에이트의 선택성 합성)

  • Shim Sang Chul;Doh Chil Hoon;Youn Young Zoo;Cho Chan Sik;Woo Byung Won;Oh Dae Hee
    • Journal of the Korean Chemical Society
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    • 제35권1호
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    • pp.90-95
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    • 1991
  • A method for the selective syntheses of alkyl (alkoxymethyl)benzoates from halobenzyl halides by two steps in one pot process is described. In the first step, benzyl halide moiety is etherified with alkoxide anion in alcohol by Williamson ether process. In the second step, aryl halide moiety is carbonylated to give alkyl (alkoxymethyl)benzoate with alcohol, Na$_2$CO$_3$, CH$_3$I, and carbon monoxide (1 atm) in the presence of a catalytic amount of Co$_2$(CO)$_8$ in excellent yield.

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Precise Synthesis of Dendron-Like Hyperbranched Polymers and Block Copolymers by an Iterative Approach Involving Living Anionic Polymerization, Coupling Reaction, and Transformation Reaction

  • Hirao Akira;Tsunoda Yuji;Matsuo Akira;Sugiyama Kenji;Watanabe Takumi
    • Macromolecular Research
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    • 제14권3호
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    • pp.272-286
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    • 2006
  • Dendritic hyperbranched poly(methyl methacrylate)s (PMMA)s, whose branched architectures resemble the 'dendron' part(s) of dendrimer, were synthesized by an iterative methodology consisting of two reactions in each iteration process: (a) a coupling reaction of u-functionalized, living, anionic PMMA having two tert-butyldimethylsilyloxymethylphenyl(SMP) groups with benzyl bromide(BnBr)-chain-end-functionalized PMMA, and (b) a transformation reaction of the introduced SMP groups into BnBr functionalities. These two reactions, (a) and (b), were repeated three times to afford a series of dendron-like, hyperbranched (PMMA)s up to third generation. Three dendron-like, hyperbranched (PMMA)s different in branched architecture were also synthesized by the same iterative methodology using a low molecular weight, functionalized 1,1-diphenylalkyl anion prepared from sec-BuLi and 1,1-bis(3-tert-butyldime-thylsilyloxymethylphenyl)ethylene in the reaction step (b) in each iterative process. Furthermore, structurally similar, dendron-like, hyperbranched block copolymers could be successfully synthesized by the iterative methodology using $\alpha$-functionalized, living, anionic poly(2-(perfluorobutyl) ethyl methacrylate) (PRfMA) in addition to $\alpha$-functionalized, living PMMA. Accordingly, the resulting block copolymers were comprised of both PMMA and PRfMA segments with different sequential orders. After the block copolymers were cast into films and annealed, their surface structures were characterized by angle-dependent XPS and contact angle measurements. All three samples showed significant segregation and enrichment of PRfMA segments at the surfaces.

Kinetic Studies on Halogen Exchange of Substituted Benzenesulfonylbromides

  • Kim, Jaerok
    • Nuclear Engineering and Technology
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    • 제5권4호
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    • pp.321-333
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    • 1973
  • The rates and activation parameters for the halide exchange reactions of substituted benzenesulfonylbromides (R-C$_{6}$H$_4$SO$_2$Br, R=p-MeO, p-$CH_3$, p-H, p-NO$_2$) in dry acetone at two temperatures were determined. It was found that the nucleophilicity order of Cl->I-$\geq$Br- for strong electron withdrawing-, and mild electron donating group, and of I-$\geq$Cl->Br- for strong electron donating group, Hammett plots showed slightly convoked characteristics which is similar to the plots of substituted benzenesulfonylchlorides, but contrary to the concaved nature for the halide exchange reactions of substituted benzyl chlorides. The rate of halogen exchange between benzenesulfonylbromide and lithium bromide decreased in the order of solvent : ($CH_3$)$_2$CO>$CH_3$CN》MeOH. The rates and activation parameters were also compared with those already known in the substituted benzenesulfonylchlorides. Theses were explained in terms of the structural properties of the transition state, and discussed the reaction mechanisms.s.

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Study of Synthesis and Biological Function on Aminophosphonic Acids (Aminophosphonic Acids 화합물의 생물학적 기능연구)

  • Kim, Sook-He
    • Journal of Nutrition and Health
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    • 제4권4호
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    • pp.39-46
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    • 1971
  • Since ${\beta}-aminoethylphosphonic$ acid was discovered in the living organism, the biosynthesis and biological function of aminophosphonic acids have been extensively studied. The purpose of this project consists in the two parts: 1)the preparation of DL-1-amino-2-phenylethylphosphonic acid (Phenylalanine aminophosphonic acid) and DL-1-amino-3-methylbutyl-phosphonic acid (Isoleucine aminophosphonic acid) by the method of Chamber and Isbell. 2) the study of metabolism and biological functions of those synthetic materials by the animal experiment (white rats) The importance of this project proved to be the first experience fed by animals for the elucidation of biochemical and metabolic functions in the animal body. The following organic synthesis of DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenylethylphosphonic acid are studied. 1)Synthesis of DL-1-amino-3-methylbutylphosphonic acid a) Synthesis of Iso-butylbromide b) Synthesis of Ethyl iso-butylmalonate c) Synthesis of Iso-caproic acid d) Synthesis of $Ethyl-{\alpha}-bromo$ iso-caproate e) Synthesis of $Triethyl-{\alpha}-phosphono$ iso-caproate f) Synthesis of DL-1-amino-3-methylbutylphosphonic acid 2)Synthesis of DL-1-amino-2-phenylethylphosphonic acid a) Synthesis of Diethyl phosphite b) Synthesis of Ethylchloro acetate c) Synthesis of Triethyl phospho acetate d) Synthesis of Triethyl benzyl phospho acetate e) Synthesis of DL-1-amino-2-phenylethylphosphonic acid The synthetic compounds; DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenyl ethylphosphonic acid which are essential amino acid (isoleucine, phenylalanine)analogue are supplemented to the animal diet at the level of 0.2% and 0.4% for isoleucine analogue and 0.35% and 0.7% for phenylalanine analogue. The plain isoleucine and phenylalanine at the same level in the diet are fercilitated as comparable groups in this study. Two sets of experience including 100 male rats were carried out for seven weeks each total 14 weeks. During this period, urine samples, and each big organs were collected for the analysis of total nitrogen, phosphorus, and glycogen contents in the individual samples by Micro Kjeldahl Fisk & Subbarow and Nelson Somogye, method. 1) The result of the project a) The yield of DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenylethylphosphonic acid showed low tendency at the level of 12.5% and 20% Melting point of those two compounds were very high and the ${\alpha}-amino$ group in the synthetic compounds showed positive reaction with ninhydrin in the violet color. b) Ail the experimental groups included in this study revealed statistically no significant difference in the organ weight, total body nitrogen retention and urinary phosphorus excretion This means isoleucine aminophosphonic acid and Phenylalanine aminophosphonic acid were utilized in the body as much as the plain amino acids, isoleucine and phenylalanine did. c) The glycogen contents in the liver of the phenylalaine aminophosphonic acid gruop showed higher statistically significant(p<0.05) in the comparision with the group of the Phenylalanine and the Standard-2. It was noteworthy that the higher glycogen content in the liver might indicate the significance in the incorporation of phenylalanine aminophosphonic acid into the intermediate of tricarboxylic acid cycle as activated state.

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