• Title/Summary/Keyword: n-alcohols

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Reduction of Representative Organic Functional Groups with Gallane-Trimethylamine

  • 최정훈;오영주;김민정;황북기;백대진
    • Bulletin of the Korean Chemical Society
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    • v.18 no.3
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    • pp.274-280
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    • 1997
  • The rates and stoichiometry of the reaction of gallane-trimethylamine with selected organic compounds containing representative functional groups were examined in tetrahydrofuran solution under standardized conditions (THF, 0 ℃). And its reducing characteristics were compared with those of aluminum hydride-triethylamine(AHTEA). The rate of hydrogen evolution from active hydrogen compounds varied considerably with the nature of the functional group and the structure of the hydrocarbon moiety. Alcohols, phenol, amines, thiols evolved hydrogen rapidly and quantitatively. Aldehydes and ketones were reduced moderately to the corresponding alcohols. Cinnamaldehyde was reduced to cinnamyl alcohol, which means that the conjugated double bond was not attacked by gallane-trimethylamine. Carboxylic acids, esters, and lactones were stable to the reagent under standard conditions. Acid chlorides also were rapidly reduced to the corresponding alcohols. Epoxides and halides were inert to the reagent. Caproamide and nitrile were stable to the reagent, whereas benzamide was rapidly reduced to benzylamine. Nitropropane, nitrobenzene and azoxybenzene were stable to the reagent, whereas azobenzene was reduced to 1,2-diphenylhydrazine. Oximes and pyridine N-oxide were reduced rapidly. Di-n-butyl disulfide and dimethyl sulfoxide were reduced only slowly, but diphenyl disulfide was reduced rapidly. Finally, sulfones and sulfonic acids were inert to the reagent under the reaction.

High Selective Oxidation of Alcohols Based on Trivalent Ion (Cr3+ and Co3+) Complexes Anchored on MCM-41 as Heterogeneous Catalysts

  • Shojaei, Abdollah Fallah;Rafie, Mahboubeh Delavar;Loghmani, Mohammad Hassan
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2748-2752
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    • 2012
  • Cr(III) and Co(III) complexes with acetylacetonate were anchored onto a mesoporous MCM-41 through Schiff condensation. The materials were characterized by XRD, FT-IR, BET, CHN and ICP techniques. Elemental analysis of samples revealed that one C=N bond was formed through Schiff condensation on MCM-41 surface. The catalysts were tested for the alcohol oxidations using t-butyl hydroperoxide (TBHP) and $H_2O_2$ as oxidant. The catalytic experiments were carried out at both room temperature and reflux condition. Various solvents such as dichloromethane, acetonitrile and water were examined in the oxidation of alcohols. Among the different solvents, catalytic activity is found more in acetonitrile. Further, the catalysts were recycled three times in the oxidation of alcohols and no major change in the conversion and selectivity is observed, which shows that the immobilized metal-acetylacetonate complexes are stable under the present reaction conditions.

PVT Relations of Associating Fluids using the Cubic-Plus-Association EoS (CPA 상태방정식에 의한 회합성 유체의 PVT 관계)

  • Kim, Mi-Kyoung;Shim, Min-Young;Kim, Ki-Chang
    • Journal of Industrial Technology
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    • v.20 no.A
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    • pp.195-202
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    • 2000
  • For modeling an equation of state suitable for describing associating fluids, we combined the cubic equation of state (Peng-Robinson) and an association term of SAFT. The resulting EoS (Cubic-Plus-Association) is not cubic with respect to volume and contains five pure compound parameters. Excellent correlations of both vapour pressures and saturated liquid volumes were obtained for n-alcohols and secondary alcohols. We considered a method for reducing the number of adjustable pure compound parameters from five to three, and the resulting 3-parameters EoS relation maintained the good correlation of vapour pressures and saturated liquid volumes.

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N3S-ligated Copper(II) Complex Catalyzed Selective Oxidation of Benzylic Alcohols to Aldehydes under Mild Reaction Conditions

  • Dharmalingam, Sivanesan;Koo, Eunhae;Yoon, Sungho;Park, Gyoosoon
    • Bulletin of the Korean Chemical Society
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    • v.35 no.3
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    • pp.715-720
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    • 2014
  • A Cu(II) complex with an three nitrogens and one sulfur coordination environment was synthesized and characterized. Its redox potential was observed at 0.483 V vs. NHE, very similar to that of a Cu-containing fungal enzyme, galactose oxidase, which catalyzes the oxidation of alcohols to corresponding aldehydes with the concomitant reduction of molecular oxygen to water. The Cu(II) complex selectively oxidizes the benzylic alcohols using TEMPO/$O_2$ under mild reaction conditions to corresponding aldehydes without forming any over-oxidation product. Moreover, the catalyst can be recovered and reused multiple times for further oxidation reactions, thus minimizing the waste generation.

Synthesis and Swelling Kinetics of a Cross-Linked pH-Sensitive Ternary Copolymer Gel System (pH-민감성 삼성분계 공중합체 젤의 합성 및 팽윤 속도론)

  • Zafar, Zafar Iqbal;Malana, M.A.;Pervez, H.;Shad, M.A.;Momma, K.
    • Polymer(Korea)
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    • v.32 no.3
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    • pp.219-229
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    • 2008
  • A pH sensitive ternary copolymer gel was synthesized in the presence of ethylene glycol dimethacrylate (EGDMA) as a crosslinking agent through radical polymerization of vinyl acetate (VA), acrylic acid (AA) and methyl acrylate(MA) with a weight ratio of 1 : 1.3 : 1. A number of experiments were carried out to determine the swelling behavior of the gel under a variety of pH conditions of the swelling medium. As the pH of the swelling medium was changed from 1.0 to 8.0 at $37^{\circ}C$, the gel showed a shift in the pH-dependent swelling behavior from Fickian (n=0.3447) to non-Fickian (n=0.9125). The resulting swelling parameters were analyzed using graphical and statistical methods. The results showed that the swelling of the gel was controlled by the pH of the medium, i.e. $n=n_o{\exp}(S_{C}pH)$, where n is the diffusion exponent, $n_o(=28.9645{\times}10^{-2})$ is the pre-exponential factor and $S_C$(=0.1417) is pH sensitivity coefficient. The swelling behavior of the gel was also examined in aliphatic alcohols. The results showed that the rate of swelling increased with increasing number of carbon atoms in the alcoholic molecular chain.

Tunneling the size of iron oxide NPs using different alcohols and proportions water-alcohol

  • Rivera, F.L.;Sanchez-Marcos, J.;Menendez, N.;Herrasti, P.;Mazario, E.
    • Advances in nano research
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    • v.8 no.2
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    • pp.95-102
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    • 2020
  • In this work the properties of iron oxide magnetic nanoparticles (MNPs) synthesized by electrochemical method using different water-alcohol proportions and alcohols have been investigated. The syntheses were carried out using 99% iron foils acting electrodes in a 0.04 M NaCl solutions at room temperature applying 22 mAcm-2 on the working electrode, mostly obtaining magnetite nanoparticles. The impact of the electrolyte in the size of the synthesized MNPs has been evaluated by transmission electron microscopy (TEM), X-ray diffraction (XRD), chronopotentiometric studies, and magnetic characterization. The results have shown that nanoparticles can be obtained in the range of 6 to 26 nm depending on the type of alcohol and the proportions in the mixture of water-alcohol. The same trend has been observed for all alcohols. As the proportion of these in the medium increases, the nanoparticles obtained are smaller in size. This trend is maintained until a certain proportion of alcohol: 50% for methanol, and 60% for the rest of alcohols, proportions where obtaining a single phase of magnetite is not favored.

Volatile Flavor of Atractylodes japonica koidzumi (삽주의 휘발성 향기성분)

  • 이종원;이재곤;김미주;도재호;양재원
    • The Korean Journal of Food And Nutrition
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    • v.14 no.1
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    • pp.15-19
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    • 2001
  • An attempt was made in this study to analyze volatile flavor components of A. macrocephala Koidz. and A. lanacea DC. (Atractylodes japonica Koidzumi). Essential oils in A. macrocephala Koidz. and. A. lanacea DC. were isolated by a simultaneous steam distillation and extraction(SDE) method using n-pentane/diethy ether as solvent. A total of 30 and 28 components were identified by GC/MS from the essential oils of A. macrocephala Koidz. (18 hydrocarbons. 2 carbonyls, 5 alcohols, 5 esters) and A. lanacea DC.(14 hydrocarbons, 6 carbonyls, 4 alcohols, 3 esters, 1 acids), respectively. The major volatile flavor components in A. macrocephala Koidz. and A. lanacea DC. were furanodiene(27.9%, 15.7%), $\alpha$-cyperone(8.1%. 22.5% ), alloaromadendrene(2.9%, 4.7% ), (1,1-biphenyl)-4-carbon aldehyde 0%, 8.7% ) were found, respectively. Ten components including limonene, p-cymene, p-hymen-8-ol, (1,1-biphenyl)-4-carbox aldehyde were identified in A. lanacea DC, but not in A. macrocephala Koidz. and eight components including $\alpha$-copanene, isocaryophyllene, $\beta$-himahalene. germacrene B were and identified in A. macrocephala Koidz. but not in A. lanacea DC.

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Reaction of Diisobutylaluminum Hydride-Dimethyl Sulfide Complex with Selected Organic Compounds Containing Representative Functional Groups. Comparison of the Reducing Characteristics of Diisobutylaluminum Hydride and Its Dimethyl Sulfide Complex

  • Cha, Jin-Soon;Jeong, Min-Kyu;Kwon, Oh-Oun;Lee, Keung-Dong;Lee, Hyung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.15 no.10
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    • pp.873-881
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    • 1994
  • The approximate rate and stoichiometry of the reaction of excess diisobutylaluminum hydride-dimethyl sulfide complex($DIBAH-SMe_2$) with organic compounds containing representative functional group under standardized conditions (toluene, $0{\circ}C$) were examined in order to define the reducing characterstics of the reagent and to compare the reducing power with DIBAH itself. In general, the reducing action of the complex is similar to that of DIBAH. However, the reducing power of the complex is weaker than that of DIBAH. All of the active hydrogen compounds including alcohols, amines, and thiols evolve hydrogen slowly. Aldehydes and ketones are reduced readily and quantitatively to give the corresponding alcohols. However, $DIBAH-SMe_2$ reduces carboxylic acids at a faster rate than DIBAH alone to the corresponding alcohols with a partial evolution of hydrogen. Similarly, acid chlorides, esters, and epoxides are readily reduced to the corresponding alcohols, but the reduction rate is much slower than that of DIBAH alone. Both primary aliphatic and aromatic amides examined evolve 1 equiv of hydrogen rapidly and are reduced slowly to the amines. Tertiary amides readily utilize 2 equiv of hydride for reduction. Nitriles consume 1 equiv of hydride rapidly but further hydride uptake is quite slow. Nitro compounds, azobenzene, and azoxybenzene are reduced moderately. Cyclohexanone oxime liberates ca. 0.8 equiv of hydrogen rapidly and is reduced to the N-hydroxylamine stage. Phenyl isocyanate is rapidly reduced to the imine stage, but further hydride uptake is quite sluggish. Pyridine reacts at a moderate rate with an uptake of one hydride in 48 h, while pyridine N-oxide reacts rapidly with consumption of 2 equiv of hydride for reduction in 6h. Similarly, disulfides and sulfoxide are readily reduced, whereas sulfide, sulfone, and sulfonic acid are inert to this reagent under these reaction conditions.

Removal of VOC compounds in the vent of a pharmaceutical plant using a pilot-scale biofilter (Pilot-scale 바이오필터를 이용한 제약공정 배출가스의 처리)

  • Ryu, Hee-Wook;Lee, Tae-Ho;Park, Chang-Ho
    • KSBB Journal
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    • v.23 no.6
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    • pp.470-473
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    • 2008
  • A pilot-plant biofilter ($1750\;m\;W{\times}2750\;mm\;L{\times}2000\;mm\;H$) packed with polyurethane foam ($20\;m\;W{\times}20\;mm\;L{\times}20\;mm\;H$) was installed in an pharmaceutical plant emitting gas streams containing n-hexane and alcohols. The biofilter was successfully operated for 74 days under highly fluctuating incoming concentrations at a residence time of 12.8-24.8 sec. Alcohols and n-hexane were removed by more than 90% from 5 and 20 days after start up, respectively. Malodor was also removed more than 95% from 20 days after start up.

Diastereoselective Synthesis of Unsaturated 1,4-Amino Alcohols as a Biologically Important Moiety

  • Jung Young Hoon;Kim Ji Duck
    • Archives of Pharmacal Research
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    • v.28 no.4
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    • pp.382-390
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    • 2005
  • chial allylic ethers with a hydroxyl group attached to the $\pi-system$ and chlorosulfonyl isocyanate. The enantioselectivity of the CSI reaction with the chiral allylic and benzylic ethers was examined in various solvents and temperatures. Based on these results, it was proposed that the CSI reaction is a competitive reaction of a $S_{N}i$ (retention) and a $S_{N}1$ mechanism (racemization) according to the stability of the carbocation intermediate. This means that there is a greater proportion of retention with the less stable the carbocation intermediate and vise versa.