• Title/Summary/Keyword: Carbonyl

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Quantum Mechanical Investigation on the Intermediates of Alkene-Ozone Reaction (알켄-오존 반응의 중간 생성물에 대한 ab initio 양자역학적 고찰)

  • Kang, Chang Deok;Kim, Seung Jun
    • Journal of the Korean Chemical Society
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    • v.42 no.2
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    • pp.161-171
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    • 1998
  • The geometrical parameters, vibrational frequencies, and IR intensities for primary ozonide (POZ), secondary ozonide (SOZ) and carbonyl oxide as the intermediates of alkene-ozone reaction have been predicted using high level ab initio quantum mechanical method with various basis sets. In general, the polarization function decreases bond lengths and bond angles, while the electron correlation effect increases bond lengths slightly. The electronic structure of carbonyl oxide has been predicted to be zwitterionic structure and energy difference between zwitterionic and diradical structure is evaluated to be 22.4 kcal/mol at TZ2P CISD level of theory. The experimental vibrational frequencies and IR intensities of POZ and SOZ will be compared and discussed with our high level theoretical predictions.

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Selective Reduction of Carbonyl Compounds with B-Acetoxy- and B-Trifluoroacetoxydiisopinocampheylboranes

  • Cha, Jin-Soon;Nam, Ho-Tae;Park, Seung-Jin;Kwon, Sang-Yong;Kwon, Oh Oun
    • Bulletin of the Korean Chemical Society
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    • v.27 no.5
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    • pp.667-671
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    • 2006
  • The new MPV-type reagents, B-acetoxydiisopinocampheylborane ($Ipc _2$BOAc) and B-trifluoroacetoxydiisopinocampheylborane $(Ipc _2BO _2CCF _3)$, have been prepared and their reducing characteristics in the reduction of carbonyl compound have been examined in order to find out a new reducing system with unique applicability in organic synthesis. In general, the reactivity of $Ipc _2BO _2CCF _3$ appears to be stronger than that of $Ipc _2$BOAc, presumably due to the acidity increase by the electron-withdrawing fluorine-substituent. Both reagents show an excellent selectivity in 1,2-reduction of $\alpha,\beta$-unsaturatedcarbonyl compounds and in competitive reduction between structurally different carbonyl compounds. In addition, $Ipc _2BO _2CCF _3$ shows interesting features in the stereoreduction of cyclic ketones.

Effects of Ionizing Radiation on Development of Wound Periderm, Solanine Content, and the Formation of Carbonyl Compounds in Potato Tubers (방사선(放射線) 조사(照射)가 감자 괴경(塊莖)의 치유조직형성(治癒組織形成), Solanine 함량(含量) 및 Carbonyl 화합물(化合物)에 미치는 영향(影響))

  • Lee, Mie-Soon;Kim, Hong-Lyour;Jeong, Jee-Bong
    • Korean Journal of Food Science and Technology
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    • v.5 no.1
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    • pp.65-69
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    • 1973
  • Effect of various dosages of gamma ray ranging from 0 to 16 krad on wound periderm formation was investigated with aging potato tuber slices $(1cm{\times}2mm)$ under aseptic condition. Cell division was gradually inhibited with increasing dosage, and completely prevented with 16 krad treatment. Solanine content was not significantly different due to dosages. Gas chromatographic separation of 2,4-dinitrophenylhydrazone precipitate from radiation-induced carbonyl compounds in potato tubers showed that formaldehyde and acetone tended to be increased only with high dosages.

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Preparation of Interface-Assembled Carbonyl Reductase and Its Application in the Synthesis of S-Licarbazepine in Toluene/Tris-HCl Buffer Biphasic System

  • Ou, Zhimin;Xu, Jiahui;Du, Lihua;Tang, Lan;Niu, Yangping;Cui, Jian
    • Journal of Microbiology and Biotechnology
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    • v.28 no.4
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    • pp.613-621
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    • 2018
  • In this study, interface-assembled carbonyl reductase (IACR) was prepared and used in the synthesis of S-licarbazepine in a toluene/Tris-HCl biphasic system. The carbonyl reductase (CR) was conjugated with polystyrene to form a surfactant-like structure at the interface of the toluene/Tris-HCl biphasic system. The interface-assembled efficiency of IACR reached 83% when the CR (180 U/mg) and polystyrene concentration were $8{\times}10^2g/ml$ and $3.75{\times}10^3g/ml$, respectively. The conversion reached 95.6% and the enantiometric excess of S-licarbazepine was 98.6% when $3.97{\times}10^6nmol/l$ oxcarbazepine was converted by IACR using 6% ethanol as a co-substrate in toluene/Tris-HCl (12.5:10) at $30^{\circ}C$ and $43{\times}g$ for 6 h. IACR could be reused efficiently five times.

Characterization of Lignin Structure in Chemithermomechanical Pulp Predicting Photo-Yellowing Level by Pyrolysis-Gas Chromatography with Tetrabuthylammonium Hydroxide

  • Ona, Toshihiro;Yoshioka, Aki;Kojima, Yasuo;Seino, Teruyuki;Mizumoto, Miho;Nozaki, Hideo;Ishida, Yasuyuki;Ohtani, Hajime
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 2006.06a
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    • pp.173-176
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    • 2006
  • Pyrolysis-gas chromatography (Py-GC) in the presence of organic alkali of tetrabutylammonium hydroxide (TBAH) was applied to characterize the polyphenol fragments with a carbonyl group causing different magnitude of photo-yellowing in chemithermomechanical pulp (CTMP) papers. Two different origin of CTMP papers prepared from different individuals of Eucalyptus globulus trees showing high and low yellowing after photo-irradiation was compared before photo-irradiation. As a result, 7 peaks assigned to a series of phenol compounds with a carbonyl group, derived mainly from lignin, gave significant amount of phenol compounds with a carbonyl group for the paper sample of latent high yellowing, i.e., butoxy-and syringaldehyde, butoxy-and syringylacetone, butoxy-acetoguaiacone, butoxy-acetosyringone, butoxy-acetoethylsyringone, 3-methoxy-4-butoxy butyl ester, and 3,5-dimethoxy-4-butoxy butyl ester, using Py-GC/mass spectrometry (MS). The Py-GC method combined with TBAH successfully characterized polyphenol fragments with a carbonyl group causing differ high photo-yellowing in CTMP papers using a microgram order of samples.

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A Study on Rancidity of Edible Soybean Oil by Cooking Frequency in Mass Meal Services and Homes (단체급식소 및 가정에서 식용유의 사용실태와 산패도에 관한 조사 연구)

  • 서은숙;한소현;문범수
    • Journal of Food Hygiene and Safety
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    • v.9 no.4
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    • pp.213-220
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    • 1994
  • Customary usage of oil at homes and rancidity of edible soybean oil by cooking frequency at homes and mass meal services were investigated. 80% of house wives bought the cooking oil by 1.8ι unit container and 70% of them read either the manufactured date or explanatory note for use. 85% of house wives kept oil in the storage case under sink or in the pantry chest, and 80% of oils were used once or twice and 20% used three times for cooking. Acid value(AV), iodine value(IV), peroxide value(POV), carbonyl value(CoV) and thiobarbituric acid value(TBAV) of fresh soybean oil were lower than standard level. In the rancidity by cooking frequency, the acid value, peroxide value, carbonyl value and thiobarbituric acid value increased significantly when oil was used once and iodine value decreased significantly when used once and twice at both mass meal services and homes. The level of the acid value, iodine value, carbonyl value and thiobarbituric acid value of oil used at mass meal services did not show significant difference from those of oil used at homes. But, the peroxide value of oil used thrice at mass meal services was significantly higher than those of homes.

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A Study of Calibration Bias in the Analysis of Airborne Carbonyl Compounds between Gaseous and Liquid-phase Standards by High Performance Liquid Chromatography (HPLC) (대기 중 Carbonyl 성분들의 검량 분석 기술에 대한 연구: 액상 대비 기체상 표준시료의 오차발생 특성 연구)

  • Lee, Min-Hee;Kim, Ki-Hyun
    • Journal of Korean Society for Atmospheric Environment
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    • v.28 no.1
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    • pp.52-58
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    • 2012
  • In this study, the effect of standard phase difference in calibration of carbonyl compounds (CC) was evaluated by using their standards prepared in both gaseous and liquid phase. For this analysis, standards in both phases were prepared for 6 different CCs (formaldehyde (FA), acetaldehyde (AA), propionaldehyde (PA), butyraldehyde (BA), isovaleraldehyde (IA) and valeraldehyde (VA)) at similar concentration levels. Their gaseous standard was calibrated after derivatization with three types of DNPH cartridge, and their calibration results were compared against liquid-phase standards. Although there was a strong compatibility between 2 phases for CCs with lower molecular weights (e.g., formaldehyde and acetaldehyde), it was not the case for the heavier CCs. The results of our analysis indicate that the analytical bias of the heavier CCs can be significantly large (by more than a few tens of %). As a result, underestimation of hevier CCs can be significant, if their gaseous samples are quantified by liquid phase standard.

Raman Spectroscopic Investigations of the Amide-Amide and Amide-Solvent Interactions (아미드-아미드 및 아미드-용매 상호작용에 관한 Raman 분광학적인 연구)

  • Jeong-A Yu;Young-Sang Choi
    • Journal of the Korean Chemical Society
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    • v.27 no.6
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    • pp.399-404
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    • 1983
  • Raman spectra for the carbonyl stretching mode of the amides, and amide-solvent systems have been recorded to investigate the effect of alkyl substitutions at the carbonyl carbon and at the nitrogen on the amide hydrogen-bonding. The data have shown that the interaction affinities are in the order of amide-amide > amide-water > amide-alcohol in formamide system, and amide-water > amide-amide > amide-alcohol in acetamide and propionamide systems. The strength of the proton acceptor of the carbonyl oxygen is increased by the presence of alkyl group to the carbonyl carbon and the proton donorcity of the amide is decreased by the alkyl substitution at the nitrogen. The above results are in good agreement with the ab initio SCF MO calculation.

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Formation of Oxidative Cleavage from Phytofluene by Autoxidation (자동산화에 의한 Phytofluene으로부터 산화개열산물의 생성)

  • 김선재
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.29 no.4
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    • pp.568-574
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    • 2000
  • Phytofluene was subjected to ozonolysis in ice-cold dichloromethane. The ozonolysis products were fractionated with a silica column and the carbonyl fraction was analyzed by ODS-HPLC with a photodiode array detector. Phytofluene was solubilized in 5% tween 40, and then oxidized by incubating under dim yellow light at 37$^{\circ}C$, 24 hr with continuous shaking. Carbonyl compound and acidic compound were produced. In comparison with autoxidation and ozonolysis, each compound showed the same retention time and UV-vis spectra were identical to the reference cleavage products prepared by ozeonolysis of phytofluene. Absorption spectrum of acidic compound was similar to that of standard 4,5-didehydrogeranyl geranyl acid which is known to possess biological activity. Thus, eccentric cleavage of phytofluene was confirmed to occur in vitro under oxidation condition.

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A Study on Emission Characteristics of Carbonyl Compounds for Indoor Air in New Apartment (신축공동주택의 실내공기 중 카보닐화합물의 방출특성에 관한 연구)

  • Ryu, Jung-Min;Cho, Tae-Jin;Jang, Seong-Ki;Son, Bu-Soon
    • Journal of Environmental Science International
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    • v.19 no.7
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    • pp.807-818
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    • 2010
  • The study is about variations in Carbonyl compounds concentration within apartment buildings according to pre-residence and residence. We consecutively investigated indoor air pollutants in 120 households in 6 cities at pre-residence and residence. Carbonyl compounds were collected using the 2,4-DNPH cartridge and were analyzed using HPLC. The carbonyls concentration of indoor air in the new apartments before occupation measured formadlehyde($76.0\;{\mu}g/m^3$), acetone($85.9\;{\mu}g/m^3$), acetaldehyde($13.8\;{\mu}g/m^3$). The carbonyls concentration of indoor air in the new apartments after occupation measured formadlehyde($233.1\;{\mu}g/m^3$), acetone($128.9\;{\mu}g/m^3$), acetaldehyde($29.8\;{\mu}g/m^3$), respectively. As a result, the mean concentration of carbonyl compounds within the pre-occupancy stage was lower than those of residence.