• Title/Summary/Keyword: 2-$c$]pyridine

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Pyridinolysis of O-Aryl Phenylphosphonochloridothioates in Acetonitrile

  • Lumbiny, Bilkis Jahan;Adhikary, Keshab Kumar;Lee, Bon-Su;Lee, Hai-Whang
    • Bulletin of the Korean Chemical Society
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    • v.29 no.9
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    • pp.1769-1773
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    • 2008
  • fThe kinetics and mechanism of the reactions of Y-O-aryl phenylphosphonochloridothioates with X-pyridines are investigated in acetonitrile at 35.0 ${^{\circ}C}$. The negative value of the cross-interaction constant, $\rho$XY = −0.46, indicates that the reaction proceeds by concerted $S_N2$ mechanism. The observed $k_H/k_D$ values involving d-5 pyridine ($C_5D_5N$) nucleophiles are greater than unity (1.05-1.11). The net primary deuterium kinetic isotope effects, $(k_H/k_D)_{net}$ = 1.28-1.35, excluding the increased $pK_a$ effect of d-5 pyridine are obtained. The transition state with a hydrogen bond between the leaving group Cl and the hydrogen (deuterium) atom in the C-H(D) is suggested for the studied reaction system.

The Crystal Structure of Nicotine Dihydroiodide (Nicotine Dihydroiodide의 結晶構造)

  • Koo, Chung-Hoe;Kim, Hoon-Sup
    • Journal of the Korean Chemical Society
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    • v.9 no.3
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    • pp.134-141
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    • 1965
  • Crystals of nicotine dihydroiodide, are orthorhombic with space group $p2_12_12_1$.The unit cell of dimensions a=7.61, b=11.01, e=17.27${\AA}$, contains four formula units. The structure has been determined by X-ray diffraction method and has been refined to give the R-index, ${\sum}{\mid}{\mid}F_{\circ}{\mid}-{\mid}F_c{\mid}{\mid}{\div}{\sum}{\mid}F_{\circ}{\mid}$, of 0.16 and 0.14 for $F_{okl}\;and\;F_{hol}$ respectively.The mean lengths of C-C and C-N bonds in pyridine ring are 1.40 and $1.35{\AA}$ and those in pyrolidine ring 1.56 and $1.48{\AA}$ respectively, though accurate measurement of bond length has not been attempted. The six atoms in the pyridine ring are coplanar and on the other hand $C_6,\;C_7,\;C_8$ and $N_2$ atoms in pyrrolidine ring form a plane within accuracy of the analysis, and $C_9$ atom is distant $0.22{\AA}$ out of the plane consist of $C_6,\;C_7,\;C_8$ and $N_2$ aoms. The normals to the two planes form an angle of $94^{\circ}$ with each other. Iodine atom is distant $3.55{\AA}$ from nitrogen atom in pyridine ring and the other iodine atom $3.58{\AA}$ from nitrogen atom in pyrrolidine ring, so that the nitrogen and iodine atoms are firmly linked.It seems that the only forces binding nicotine dihydroiodide molecules together in the crystal are Van der Waals forces.

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Preparation and Evaluation of Poly(vinyl pyridine) Copolymers for Organic Solderability Preservatives (유기솔더 보존제용 폴리(비닐 피리딘) 공중합체의 합성 및 특성평가)

  • Im, Jeong-Hyuk;Lee, Hyun-Jun;Huh, Kang-Moo;Kim, Chang-Hyeon;Lee, Hyo-Soo;Lee, Chang-Soo;Choi, Ho-Suk
    • Polymer(Korea)
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    • v.30 no.6
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    • pp.519-524
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    • 2006
  • Poly(4-vinyl pyridine) (PVP) and its copolymers, poly(4-vinyl pvridine- co-acrylamide) and poly(4-vinyl pyridine-co-allylamine), were synthesized and evaluated for application to organic solder-ability preservatives (OSP). The copolymers were synthesized by radical polymerization of vinyl pyridine in the presence of acrylamide or allylamine as a comonomer. Various kinds of polymers with different chemical composition were synthesized by varying the feed ratio of monomers and their low $M_w$ polymers can be obtained by adding 2-mercaptoethanol as a chain transfer agent during poly-merization. All the polymers showed good adhesion properties on Cu pad when they were spin-coated. Especially, allylamine -containing copolymers showed both good adhesion and solubility properties. Also, they exhibited better thermal stability than PVP homopolymer and such thermal properties were changed depending on the chemical composition and their $M_w$, which were evidenced by the measurement of oxygen induced temperature (OIT). From the OIT measurement, poly(4-vinyl pyridine- co-allylamine) was thermally stable up to $230^{\circ}C$ for 70 min in the 100% oxygen environment. As a result, allylamine-containing copolymers can be considered as a promising OSP coating material that has excellent thermal and adhesive properties applicable to the present microelectronic package processes.

Concentration Dependence of the $\nu_1$ Isotropic Raman Band of Nitromethane in Chloroform-d, Pyridine-d$_5$, 1,3,5-Trifluorobenzene, and Hexafluorobenzene

  • Choe, Joong-Chul;Kim, Myung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.7 no.4
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    • pp.275-279
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    • 1986
  • Concentration dependences of the isotropic Raman band width and the peak position for the ${\nu}_1$ (C-H stretching) mode of nitromethane in chloroform-d, pyridine-$d_5$, 1,3,5-trifluorobenzene, and hexafluorobenzene have been investigated. For all solutions, the experimental concentration dependences have been well described by the concentration fluctuation model of Knapp and Fischer when appropriate values for the effective numbers (N) of nearest neighbors were used. For the $CH_3NO_2/C_6F_6$ solution, an abnormally small value (2) of N indicates strong intermolecular interaction.

Synthesis, Characterization, and Thermal Degradation of Oligo-2-[(pyridin-4-yl-)methyleneamino]pyridine-3-ol and Oligomer-Metal Complexes (올리고피리디닐메틸렌아미노피리딘올과 금속 착화물의 합성, 분석 및 열분해 특성 연구)

  • Kaya, Ismet;Gul, Murat
    • Polymer(Korea)
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    • v.32 no.4
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    • pp.295-304
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    • 2008
  • This study examined the oxidative polycondensation reaction of 2-[(pyridin-4-yl-) methyleneamino] pyridine-3-ol (2-PMAP) using air $O_2$ and NaOCl oxidants at various temperatures and times in aqueous alkaline and acidic media. Under these reactions, the optimum reaction conditions using air $O_2$ and NaOCl oxidants were determined for 2-PMAP. The number-average molecular weight ($M_n$), weight average molecular weight ($M_w$), and polydispersity index (PDI) values of O-2-PMAP synthesized in aqueous alkaline media were found to be 960, 1230, and $1.281\;g\;mol^{-1}$ using NaOCl, and 1030, 1520, and $1.476\;g\;mol^{-1}$ using air $O_2$, respectively. At the optimum reaction conditions, the yield of O-2-PMAP in aqueous alkaline media was 92.50% and 85.70% for air $O_2$ and NaOCl oxidants, respectively. The yield of O-2-PMAP in aqueous acidic media was 88.5% and 88.0% for NaOCl and air $O_2$ oxidants, respectively. O-2-PMAP was characterized by $^1H-$, $^{13}C$-NMR, FT-IR, UV-vis, SEC, and elemental analysis. TGA-DTA analysis revealed O-2-PMAP and its oligomer metal complex compounds, such as $Co^{+2}$, $Ni^{+2}$, and $Cu^{+2}$, to be stable against thermal decomposition and their weight losses at $1000^{\circ}C$ were found to be 73.0, 58.0, 53.5%, and 50.0%, respectively. In addition, the antimicrobial activities of the monomer and oligomer were tested against E. Coli (ATCC 25922), E. Faecelis (ATCC 29212), P. Auroginasa (ATCC 27853), and S. Aureus (ATCC 25923).

Kinetics of the Reaction of Substituted Pyridines with Benzyl Benzenesulfonate (Ⅴ) (Benzyl Benzenesulfonate 와 置換피리딘類의 反應에 關한 反應速度論的 硏究 (第5報).)

  • Woo Bung Lee;Soo Dong Yoh;Soon Yung Hong
    • Journal of the Korean Chemical Society
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    • v.21 no.1
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    • pp.38-43
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    • 1977
  • The rate constant of the reaction of 3-or 4-substituted pyridines with benzyl benzenesulfonate in acetone at $35^{\circ}C$ were determined by an electric conductivity method. According to the Hammett plot, the rates were increased the electron donating ability at the $S_N2$ reaction of benzyl benzenesulfonate with pyridine and 4-$NH_2$ pyridine was correlated with ${\sigma}^+$ than Hammett ${\sigma}$ value. This result was explained that $NH_2$ group and N atom in pyridine are largely contribute by resonance. In Br$\"{o}$nsted plot, 4-amino and electron attracting group were deviated from the increasing part at linearity. It was considered to solvent effects on substituents. A mechanistic possibility was proposed to account for the results. Some activation parameters were also calculated.

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Synthesis and Crystal Structure of Blue Phosphorescent mer-Tris(2',6'-difluoro-2,3'-bipyridinato-N,C4') Iridium(III)

  • Jung, Na-Rae;Lee, Eun-Ji;Kim, Jin-Ho;Park, Hyoung-Keun;Park, Ki-Min;Kang, Young-Jin
    • Bulletin of the Korean Chemical Society
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    • v.33 no.1
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    • pp.183-188
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    • 2012
  • A blue phosphorescent $Ir(dfpypy)_3$ (dfpypy:fluorinated pyridine-pyridine ligand) complex with meridional configuration has been synthesized by newly developed effective method and its solid state structure and photoluminescence are characterized. For this complex, mer-$Ir(dfpypy)_3$, the glass-transition and decomposition temperatures appear at $160^{\circ}C$ and $384^{\circ}C$ respectively in TGA and DSC experiments, which indicates that this complex has high thermal stability. In a crystalline structure, an average Ir-C bond length of mer-$Ir(dfpypy)_3$ is slightly longer than that of fac-$Ir(dfpypy)_3$, which assumed to be due to the weak trans-influence. The absorption and emission spectra are observed more red-shifted in mer-$Ir(dfpypy)_3$ than fac-$Ir(dfpypy)_3$. In addition, the former is readily oxidized than the latter in electrochemical behavior.

Analysis of Flavor Components of Coffee Beans in Polyethylene and Polypropylene Packaging Materials during Storage (원두커피 향미 성분의 폴리에틸렌과 폴리프로필렌 포장재에서의 저장 차이 분석)

  • Yu, Ha Kyoung;Lee, Seung Uk;Oh, Jae Young
    • KOREAN JOURNAL OF PACKAGING SCIENCE & TECHNOLOGY
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    • v.23 no.2
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    • pp.89-95
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    • 2017
  • Although the global coffee market is growing every year and the demand for coffee wrapping paper is increasing accordingly, research on the effect of PE material and PP material on the coffee aroma used in the sealant layer, which will directly contact the product, is lacking. In this study, we studied the change of aroma patterns and flavor materials by adding coffee to PP and PE pouches. In addition, we observed changes in aroma patterns depending on the temperature and the presence of the deoxidizer. As a result, it was found that the PP type packaging material was slightly better than the PE type packaging material, but the performance was hardly changed by the material. Rather, the change in the aroma pattern due to temperature was dominant rather than the material. It is ideal that refrigerated distribution ($4^{\circ}C$) is the best storage temperature and sales are done within a short period of time. Among the indicators, pyridine was the most suitable material to study and there are many data about pyridine. Therefore, it is expected that the results can be derived by using pyridine.

One-pot Four Component Reaction of Unsymmetrical 1-Methylbarbituric Acid with BrCN and Various Aldehydes in the Presence of Et3N and/or Pyridine

  • Jalilzadeh, Mohammad;Pesyan, Nader Noroozi
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.940-951
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    • 2011
  • Reaction of 1-methylpyrimidine-(1H,3H,5H)-2,4,6-trione (1-MBA 1) as an unsymmetrical barbituric acid with cyanogen bromide and various aldehydes in the presence of triethylamine and/or pyridine afforded diastereomeric mixtures of new class of heterocyclic stable 5-aryl-1,1'-dimethyl- and 5-aryl-3,1'-dimethyl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of 1-methyl barbiturate at the range of $0^{\circ}C$ to room temperature. In the reaction of some aldehydes with 1-MBA and BrCN were afforded a mixture of diastereomers. Another two aldehydes such as 4-cyano- and 2-hydroxybenzaldehydes gave exclusively two diastereomers in which binded to the salt of triethylammonium hydrobromide by intermolecular H-bond in ratio of 1:1. 4-Hydroxybenzaldehyde and 2-pyridinecarbaldehyde gave exclusively one diastereomer under the same condition. Aldehydes possessing strong electron-donor were produced exclusively two geometric isomers of Knoevenagel adduct (E- and Z-isomers). The structures of compounds were deduced by $^1H$ NMR, $^{13}C$ NMR and FT-IR spectroscopy. Mechanism of the formation is discussed.