• Title/Summary/Keyword: Acetylenic

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Synthesis and Biological Test of the Pheromone of the Asian Corn Borer Moth (Ostrina Furnacalis)

  • Kang, Suk-Ku;Goh, Hyun-Gwan;Park, Jung-Min;Hwang, Kyung-Lan;Lee, Jeong-Uhn
    • Bulletin of the Korean Chemical Society
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    • v.6 no.1
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    • pp.15-19
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    • 1985
  • (Z)-12-Tetradecen-1-yl acetate (1), (E)-12-tetradecen-1-yl acetate (2) and tetradecan-1-yl acetate (3), the active components of the sex pheromone of the Asian Corn Borer moth were synthesized by two different methods, one from acetylene and 11-bromo-1-undecanol THP ether by acetylenic route, the other from 12-acetoxy-1-dodecanal and ethylidenetriphenylphosphonium ylide by Wittig route.

Hydrogenation of Arenes with Metallic Iridium and Rhodium Powders Prepared from Iridium(Ⅰ) and Phodium(Ⅰ)-COD Complexes under Mild Conditions

  • 진종식;이병노;문지중;송중호;박용선
    • Bulletin of the Korean Chemical Society
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    • v.16 no.6
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    • pp.528-533
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    • 1995
  • Metallic iridium and rhodium powders prepared from the reactions of [M(COD)(PhCN)2]ClO4 (M=Ir(1), Rh(2); COD=1,5-cyclooctadiene) with hydrogen at room temperature in methylene chloride show catalytic activities for hydrogenation of arenes at room temperature under atmospheric pressure of hydrogen. Most substituents (CH3, COOH, NO2, CH2OH, CHO, OPh, OCH3, C=C, halogens and CH2Cl) on aromatic ring suppress the rate of the hydrogenation of the aromatic ring while the aromatic ring hydrogenation of phenol and 1,4-dihydroxobenzene is faster than that of benzene over these metallic powders. Hydrogenation of benzoic acid occurs only at the aromatic ring leaving the COOH group intact over iridium metal powders while benzoic acid is not hydrogenated at all over rhodium metal powders. Carbonyl, nitro, acetylenic and olefinic groups on an aromatic ring are hydrogenated prior to the aromatic ring hydrogenation. Hydrogenolysis of OH groups of phenol, benzyl alcohol and 1,4-dihydroxobenzene, and hydrodehalogenation of halobenzenes, benzyl halides and cinnamyl chloride also occur along with the hydrogenation of aromatic ring.

Polymerization of N-(Propargyloxy)phthalimide by Transition Metal Catalysts

  • Gal Yeong-Soon;Jung Bal;Lee Won-Chul;Choi Sam-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.13 no.6
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    • pp.625-627
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    • 1992
  • This article deals with the synthesis and characterization of poly [N-(propargyloxy)phthalimide][poly (POPI)]. The polymerization of POPI was carried out by various transition metal catalysts. $MoCl_5$-based catalysts were found to be more effective than $WCl_6$-based catalysts. However, the polymer yield was relatively low (maximum 35%). The polymerization of POPI by $PdCl_2$ gave poly (POPI) in fair yields in DMF and pyridine. The resulting poly (POPI)s were mostly insoluble in organic solvents. The infrared spectrum of poly (POPI) showed no peak at 2135 $cm^{-1}$ due to acetylenic $C{\equiv}C$ stretching frequency. Instead, the carbon-carbon double bond stretching frequency was observed at 1600-1650 $cm^{-1}$. The TGA thermogram showed that the present poly (POPI) is thermally stable up to $160^{\circ}C.$.

Estimated Photodegradation Properties of Acetanilide Using AOPWIN (AOPWIN을 이용한 Acetanilide의 광부해 특성 평가)

  • 권민정;최윤호;송상환;박혜연;구현주;전성환;나진균;박광식
    • Environmental Analysis Health and Toxicology
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    • v.16 no.3
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    • pp.139-142
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    • 2001
  • Acetanilide is a High Production Volume Chemical, which is produced about 2,300 tons/year in Korea as of 1998 survey. Most is used as an intermediate for synthesis of pharmaceuticals and dyes, and the chemical is one of seven chemicals of which human and environmental risk are being assessed by National Institute of Environmental Research under the frame of OECD SIDS program. The Atmospheric Oxidation Program for Microsoft Windows (AOPWIN) is used to estimates the rate constant for the atmospheric, gas-phase reaction between photochemically produced hydroxyl radicals and organic chemicals. It is also used to estimates the rate constant for the gas-phase reaction between ozone and olefinic/acetylenic compounds. The rate constants estimated by the program are then used to calculate atmospheric half-lives for organic compounds based upon average atmospheric concentrations of hydroxyl radicals and ozone. AOPWIN requires only a chemical structure to make these predictions. Structures are entered into AOPWIN by SMILES (Simplified Molecular Input Line Entry System) notations. In this study, one of environmental fate/distribution of the chemical elements, photodegradation of acetanilide was estimated using AOPWIN model based on SMILES notation and chemical name data.

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Freeze Casting of Aqueous Alumina/Silicon Carbide Slurries and Fabrication of Layered Composites: (I) Dispersion and Rheology of Slurries (수성 알루미나/탄화규소 슬러리의 동결주조와 층상복합체의 제조: (I) 슬러리의 분산과 유동성)

  • Yang, Tae-Young;Cho, Yong-Ki;Kim, Young-Woo;Yoon, Seog-Young;Park, Hong-Chae
    • Journal of the Korean Ceramic Society
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    • v.45 no.2
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    • pp.99-104
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    • 2008
  • Zeta potential, sedimentation bulk density and rheology in the dispersion system have been studied in terms of solid loading (40-55 vol%), and types of additives. Ammonium polymethacrylate, glycerol, ethoxylated acetylenic diol, and polyvinyl alcohol have been used as the dispersant, cryo-protectant, surfactant, and binder, respectively. Sedimentation density greatly increased upon adding dispersant; the effect was more pronounced with ionic alumina suspension compared with covalent silicon carbide. With further addition of cryo-protectant and surfactant to dispersant, the sedimentation density increased somewhat. The suspension viscosity generally behaviored in an opposite manner to the sedimentation density, i.e., high sedimentation gave low high-shear viscosity, indicative of low order structure formation in the suspended particles. Shear rate rheology in shear rate of $2-300\;sec^{-1}$ showed a shear thinning and its onset began at similar shear rate (${\sim}100\;sce^{-1}$), regardless of solid loading.

Calculation of the Ideal Positions of Hydrogen Atoms in Compounds (화합물내에서의 수소원자의 이상적 위치계산)

  • Suh Il-Bwan;Kim Kyung-Han;Oh Mi-Ran;Park Koon Ha;Kim Moon-Jib
    • Korean Journal of Crystallography
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    • v.8 no.1
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    • pp.59-63
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    • 1997
  • A method for the calculation of the idealized hydrogen positions in the following seven different kinds of compounds has been shown: (1) tertiary C-H, (2) secondary C-H, (3) $CH_3$ group with tetrahedral angles, (4) aromatic C-H or amide N-H, (5) O-H group with X-O-H angle tetrahedral, (6) terminal $X=CH_2$ or $X=NH_2^+$ with the hydrogen atoms in a plane and (7) acetylenic C-H with X-C-H linear.

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Synthesis and Curing Behaviors of Polyisoimide Oligomers with Ethynyl End Groups (Ethynyl 말단기를 갖는 Polyisoimide 올리고머의 합성 및 이들의 경화거동에 관한 연구)

  • Choi, Seok Woo;Kim, Bo Ock;Kim, Ji-Heung;Nam, Sung Woo;Jeon, Boong Soo;Kim, Young Jun
    • Polymer(Korea)
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    • v.38 no.6
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    • pp.774-781
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    • 2014
  • Acetylenic or phenylethynyl end-capped polyisoimide oligomers ($M_w$ 2500 g/mol, 5000 g/mol) based upon 4,4'-diamino diphenyl ether (4,4'-ODA)/4,4'-oxydiphthalic anhydride (ODPA) and 4,4'-ODA/3,3',4,4'-benzophenone tetracarboxylic acid dianhydride (BTDA) were synthesized by using 4-ethynylaniline (4-EA) or 4-phenylethynyl phthalic anhydride (4-PEPA) as an end capper. The incorporation of ethynyl groups were confirmed by FTIR spectroscopy. The isomerization temperature was influenced by molecular weight as well as the backbone structure of polyisoimides oligomers. Thus, polyisoimide oligomers with molecular weight of 2500 g/mol was found to be imidized at temperature $10^{\circ}C$ lower than that for the oligomers with molecular weight of 5000 g/mol. The crosslinking reaction of ethynyl groups occurred at a higher temperature than that for the isoimide/imide isomerization reaction. These two reactions were totally or partially overlapped on the DSC thermograms for the polyisoimide oligomer end-capped with 4-EA. Kinetics of thermal imidization and crosslinking reactions for the 4,4'-ODA/ODPA polyisoimide oligomers end-capped with 4-PEPA were investigated by performing dynamic DSC experiments at heating rate of $10^{\circ}C/min$. The activation energy and pre-exponential factors were 141 kJ/mol and $1.45{\times}10^{13}min^{-1}$ for the imidization reaction and 177 kJ/mol and $2.90{\times}10^{13}min^{-1}$ for the crosslinking reaction, respectively.

Polyacetylene Compounds from Panax ginseng C.A. Meyer (인삼의 Polyacetylene 화합물)

  • Shim Sang Chul;Chang Suk-Ku
    • Proceedings of the Ginseng society Conference
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    • 1988.08a
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    • pp.122-128
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    • 1988
  • Several major polyacetylene compounds were isolated from the petroleum-ether fraction of fresh Korean ginseng roots through solvent fractionation. partition and silica gel column chromatography. Further separation of acetylenic compounds was accomplished by bonded normal phase HPLC utilizing a moderately nonpolar microparticulate column. The preparative separation for the various spectral measurements was carried out by low pressure preparative liquid chromatography. The chemical structure of these polyacetylenes separated was determined by UV. IR/FTIR. $^{1}H$ NMR. mass spectral and elemental analysis. These are identified to be heptadeca-1-en-4.6-diyn-3.9.l0.-triol [1] heptadeca-1.9-dien-4.6-diyn-3-ol. heptadeca-1.8-dien-4.6-diyn-3.10-diol and the 4th was denatured polyacetylene. heptadeca-1.4-dien-6.8-diyn-3.10-diol. Two different p-substituted benzoates of panaxynol were synthesized for the determination of exciton chirality. The circular dichroism spectra in the UV region show that panaxynol p-bromobenzoate and p-dimethyl-aminobenzoate constitute negative exciton chirality [2]. Isolated major polyacetylene compounds were irradiated in aerated solution with 300 nm UV light to obtain the oxidized product at the allylic alcohol center to corresponding carbonyl compounds such as heptadeca-1-en-4.6-diyn-9.10-diol-3-one and heptadeca-1.9-dien-4.6-diyn-3-one. These photooxidation compounds have en-on-diyne chromophore and undergo nucleophilic addition reaction with methanol to yield ${\beta}-methoxy$ carbonyl compounds such as heptadeca-9-en-4.6-diyn-1-methoxy-3-one and heptadeca-4.6-diyn-1-methoxy-9.10-diol-3-one.

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