• Title/Summary/Keyword: Alkyl-3

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Synthesis of 6-Alkyl-3-Chromonealdehyde(2,2-dialkyl)hydrazone Derivatives for Green Light Emitting Materials (녹색발광 6-알킬-3-크로몬알데히드(2,2-디알킬)하이드라존 유도체의 합성)

  • Chung, Pyung-Jin;Chang, Hong-Joon
    • Applied Chemistry for Engineering
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    • v.21 no.4
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    • pp.424-429
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    • 2010
  • 6-Alkyl-3-chromonealdehyde (2,2-dialkyl)hydrazone derivatives were synthesized by dehydration condensation. They are green-emitting materials for organic light emitting device (OLED) composed of electron acceptor of 6-alkyl-3-chromonealdehydes and electron donor of 2,2-dialkylhydrazones in a conjugated structure. The structural properties of reaction products were analyzed by FT-IR and $^1H$-NMR spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visibles and PL properties were also determined by excitation spectra and emission spectra, respectively.

Synthesis and biological activities of organophosphate and carbamate compounds derived from 2-hydroxy-5-nitrobenzoic acid and 3-hydroxy-4-nitrobenzoic acid (2-Hydroxy-5-nitrobenzoic acid와 3-hydroxy-4-nitrobenzoic acid의 유기인계와 카바메이트계 유도체 합성 및 생물활성)

  • Choi, Dal-Soon;Kyung, Suk-Hun;Kwon, Oh-Kyung;Seong, Ki-Seog
    • The Korean Journal of Pesticide Science
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    • v.2 no.1
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    • pp.12-17
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    • 1998
  • Salicylic acid and 3-hydroxy benzoic acid are nitrated and esterified with some alcohols. Five phosphate and six carbamate compounds of alkyl-5-nitrosalicylate and alkyl-3-hydroxy-4-nitrobenzoate are synthesized by reacting alkyl-5-nitrosalicylate and alkyl-3-hydroxy-4-nitrobenzoate with diethyl-chlorophosphate and methyl isocyanate. As the bioassay results of synthesized compounds on five insects and six pathogens, the brown planthopper (BPH, Nilaparvata lugens) mortality of O-(2-carbomethoxy-4-nitrophenyl) O,O-diethylphosphate and O-(2-nitro-5-carbo methoxyphenyl) O,O-diethylphosphate was 96%, while four compounds including O-(2-carbo-(2-chloroethoxy)-4-nitrophenyl) O,O-diethylphosphate showed more than 95% of fungicidal activity on rice blast.

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Structure and herbicidal activity relationships of the 2,3-dihydro-2,3,4,6,7-penta-methylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimine) alkyl]-3-hydroxycyclohex-2-en-1-ones (5-Benzofuryl-2-[1-(alkoxyimine) alkyl]-3-hydroxycyclohex-2-en-1-one 유도체의 구조-활성관계 2,3-dihydro-2,3,4,6,7-pentamethylben-zofuran-5-yl 치환체들의 구조와 제초 활성과의 관계)

  • Sung, Nack-Do;Song, Jong-Hwan;Jeon, Dong-Ju
    • The Korean Journal of Pesticide Science
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    • v.5 no.3
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    • pp.12-17
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    • 2001
  • A new 2,3-dihydro-2,3,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimine) alkyl]-3-hydroxycyclohex-2-en-1-ones were found to have herbicidal activity against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) under submerged conditions. The structure activity. relationships (SARs) on the herbicidal activity of $R_1\;and\;R_2$ on the azomethine bond of 2,3-dihydro-2,3,4,6,7-pentamethylbenzofuran-5-yl subsituents were analysized. The conditions of the selective herbicide activity between rice plant (seed) and barnyard grass from the basis on the analysized SARs are assumed that the $R_2$ group of ethyl substituent ($R_1$ ) should have optimal asymmetry parameter, $(L/B_1)_{opt.}=3.96{\AA}$. And also, the $R_2$ groups consist of $C_1{\sim}C_3$ and unsaturated group such as 3-chloro-2-propenyl group was contribution to the herbicide activity.

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Liquid Chromatographic Resolution of Racemic $\alpha$-Amino Acid Derivatives on an Improved $\pi$-Acidic Chiral Stationary Phase Derived from (S)-Leucine

  • 현명호;이승준;류재정
    • Bulletin of the Korean Chemical Society
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    • v.19 no.10
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    • pp.1105-1109
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    • 1998
  • A chiral stationary phase derived from (S)-N-(3,5-dinitrobenzoyl)leucine N-phenyl N-alkyl amide (CSP 2) was applied in separating the two enantiomers of various π-basic aromatic derivatives of leucine N-propyl amide in order to evaluate π-basic aromatic groups as an effective derivatizing group for the resolution of a-amino acids. Subsequently N-(3,5-dimethoxybenzoyl) group was found to be very effective as a π-basic aromatic derivatizing group. Based on these results, N-(3,5-dimethoxybenzoyl) derivatives of various a-amino N-propyl amides, N,N-diethyl amides and esters were resolved on the CSP derived from (S)-N-(3,5-dinitrobenzoyl) leucine N-phenyl N-alkyl amide (CSP 2) and the resolution results were compared with those on the CSP derived from (S)-N-(3,5-dinitrobenzoyl)leucine N-alkyl amide (CSP 1). The enantioselectivities exerted by CSP 2 were much greater than those exerted by CSP 1. In addition, racemic N-(3,5-dimethoxybenzoyl)-a-mino N,Ndiethyl amides were resolved much better than the corresponding N-(3,5-dimethoxybenzoyl)-a-mino N-propyl amides and esters on both CSPs. Based on these results, a chiral recognition mechanism utilizing the π-π donor-acceptor interaction and the two hydrogen bondings between the CSP and the analyte was proposed.

Conformations of Tetrahomodioxa-p0phenylcalix[4]arene Alkyl Ethers

  • No, Kwang-Hyun;Park, Young-Ja
    • Bulletin of the Korean Chemical Society
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    • v.23 no.11
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    • pp.1629-1634
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    • 2002
  • Reaction of tetrahomodioxa p-phenylcalix[4]arene with alkyl halide and NaH in DMF leads to the title tetra-alkylated derivatives, 7,13,21,27-tetra-phenyl-29,30,31,32-tetraalkyloxy-2,3,16,17-tetrahomo-3,17-dioxacalix [4]arenes, their preferred conformations were determined by NMR spectra as C-1,2-alternate. The molecular structure of allyl derivative has been solved by X-ray diffraction methods. The molecules have a conformation with pseudo center of symmetry. The benzene ring A is up, ring C is down, B and D rings are flat with respect to the plane of the macrocyclic ring.

Synthesis and Cytotoxicity of New 3-Alkyl-1-(1-methyl-2-phenylethyl)ureas Related to Ceramide

  • Lim, Sejin;Ryu, Jae-Hark;Im, Chaeuk;Yim, Chul-Bu
    • Archives of Pharmacal Research
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    • v.26 no.4
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    • pp.270-274
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    • 2003
  • A series of new 3-alkyl-1-(1-methyl-2-phenylethyl)ureas related to ceramide was synthesized and evaluated for their in vitro cytotoxic activity against five human tumor cell lines. The urea analogue (2b) of 813 showed comparable or slightly more potent cytotoxic activity as compared to B13, indicating that urea does appear to serve as a bioisostere of amide.

Influence of N-alkoxy groups on the activity of photodynamic herbicidal 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (광역동 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one 유도체의 제초활성에 미치는 N-alkoxy기의 영향)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Hyung-Rae
    • The Korean Journal of Pesticide Science
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    • v.6 no.2
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    • pp.58-63
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    • 2002
  • New photodynamic herbicidal 2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-5-yl, (I) and 2,3-dihydro-2-ethyl-2,4,5,6-tetramethylbenzofuran-5-yl, (II) substituents in 6-benzofury-2-[1-( alkoxyimino )alkyl]-3 hydroxycyclohex-2-en-1-one derivatives were synthesized and their herbicidal activities against rice plant (Oryza sativa L.), barnyard grass (Echinochloa crus-galli) and pickerel weed (Monochoria vaginalis presl.) were measured under submerged pre and post-emergence conditions. Particularly, a series of (I) compounds showed good selective herbicidal activities between the 3 leaf stage of rice plant and barnyard grass at rates of $0.25{\sim}0.0007kg/ha$. The structure activity relationships (SAR) on the herbicidal activity with changing N-alkoxy groups were discussed quantitatively. According to the SAR results, it was expected that the selectivity factor between seed of rice plant and barnyard grass should be rely on the N-alkoxy groups with bigger dipole moment and bigger (or smaller) $B_3$ constant than optimal value $(B_3)_{opt.}=4.41{\AA}$. Compared with (I), the (II) substituents showed more superior herbicidal activities.

Volatile Organic Compounds contamination in some urban runoff and groundwater samples in Seoul City (서울시 도로변 빗물과 지하수의 VOCs오염)

  • 이평구;박성원;전치완;신성천
    • Journal of Soil and Groundwater Environment
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    • v.6 no.3
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    • pp.73-91
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    • 2001
  • compounds (VOCs) were selected for assessment of VOCs contamination in some urban runoff and groundwater samples in Seoul. They included 3 aromatic hydrocarbons, 13 alkyl benzenes, 1 ether, 26 halogenated alkanes, 10 halogenated alkenes, and 9 halogenated aromatics. The levels of VOCs in urban runoff and groundwater were measured for samples collected in March 2000, June 2000 and November 2000 in Seoul City. A total of 78 samples (44 run-off water, 27 groundwater, and 7 samples from 4 urban wastewater treatment plants in Seoul) were collected and analysed by GC-MS with purge and trap. After examination of the runoff, it was concluded that alkyl benzenes and aromatic hydrocarbons were organic compounds which were significantly impacted by traffic flows in Seoul. Of 62 VOCs, only 11 VOCs were not detected in runoff samples, while 14 VOCs were detected in 27 groundwater samples. The toluene content in the runoff was extremely variable from 0.1ppb to 29,310ppb, depending on the different sampling sites. The concentrations of xylene ranged between 0.07ppb and 2970ppb in the runoff. The concentrations ranged from 0.05ppb to 33.0ppb for benzene, 0.05ppb to 960ppb for ethylbenzene, 0.08ppb to 20ppb for trichloromethane (chloroform) , 0.03ppb to 4.30ppb for trichloroethylene(TCE) and 0.1ppb to 50ppb for 1,1,2-trichloroethane. From the preliminary study of groundwater from some wells in Seoul, the most frequently detected VOCs are djchlorornethane(methylene chloride), trichloromethane(chloroform) and toluene. Most of aromatic hydrocarbons, alkyl benzenes and other solvents generally lower than detection limits.

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Structure-activity relationships on the herbicidal activity of the 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (5-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hyoxycyclohex-2-en-1-one 유도체 중 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl 치환체들의 제초활성에 관한 구조-활성관계)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Hyoung-Rae
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.47-51
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    • 2000
  • A some of synthesized 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives as substrates were found to show herbicidal activity against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) with post emergence under submerged conditions. The substrate with $R_{1}$=methyl substituents, $1{\sim}5$ showed the higher herbicidal activity to the seed, 3 leaf stage of rice plant and barnyard grass. The structure activity relationships (SARs) on the herbicidal activity of $R_{1}$ and $R_{2}$ on the azomethine bond in substrate were analysized. In the condition of $R_{1}$ groups are same, the herbicidal activity against 3 leaf stage of rice plant were governed by the optimal hydrophobicity $(logP)_{opt.}=4.57$. Whereas, in the case of barnyard grass, the herbicidal activities were largely dependent upon the steric effect, $B_{2}$ constant than hydrophobicity. In order to take the selective herbicidal activity between rice plant and barnyard grass, it is assumed that the (S) should be a round shape with higher hydrophobicity (logP>4.57) than optimal value. Also, the $R_{1}$ groups must be small and the $R_{2}$ groups are advisable to be unsaturate.

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Structure-activity relationships on the herbicidal activity of the 2,3-dihydro-2-ethyl-2,4,6,7-tetramethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (5-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one 유도체 중 2,3-dihydro-2-ethyl-2,4,6,7-tetramethylbenzofuran-5-yl 치환체들의 제초활성에 관한 구조-활성관계)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Kyoung-Mahn
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.34-39
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    • 2000
  • A new fifteen 2,3-dihydro-2-ethyl-2,4,6,7-tetramethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives as substrate were synthesized and their herbicidal activities against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) with post emergence were measured under submerged conditions. The $R_{1}$=methyl substituents, $1{\sim}8$ showed the higher herbicidal activity to the rice plant and barnyard grass. The structure-activity relationships (SARs) on tile herbicidal activity of $R_{1}$ and $OR_{2}$ groups on the azomethine bond in substrates were analysized. From tile results of dicussed SAR, the herbicide activities against rice plant would depend largely on the steric factor, Whereas, in case of barnyard grass, the activities were governed by the hydrophobicity factor. The conditions of selective herbicide activity between the two plant species are assumed that the substrates should nave optimal hydrophobicity ( $(logP)_{opt.}=6.0$), a $R_{1}$ groups of small and a long $OR_{2}$ groups.

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