• Title/Summary/Keyword: 2-Cyclohexen-1-one

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Fermi Resonance and Solvent Dependence of the νC=O Frequency shifts of Raman Spectra: Cyclohecanone and 2-Cyclohexen-1-one

  • Nam, Sang Il;Min, Eun Seon;Jeong, Yeong Mi;Lee, Mu Sang
    • Bulletin of the Korean Chemical Society
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    • v.22 no.9
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    • pp.989-993
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    • 2001
  • The carbonyl stretching vibration, νC=O of 2-cyclohexene-1-one, is in Fermi resonance with a combination tone. The amount of Fermi resonance interaction between these two modes is dependent upon the amount of solute/solvent interaction due to hyd rogen bonding between the carbonyl oxygen and the solvent proton. The corrected νC=O frequency of 2-cyclohexene-1-one occurs at a lower frequency than the observed νC=O mode of cyclohexanone, possibly caused by expanded conjugation effects. The carbonyl stretching modes of cyclic ketones were also affected by interaction with the ROH/CCl4 mixed solvent system.

Degradation Properties and Production of Fuels from Hemicellulose by Acetone-Solvolysis (아세톤 용매분해법에 의한 헤미셀룰로오스의 분해특성 및 연료물질의 생성)

  • Lee, Jong-Jib
    • Transactions of the Korean hydrogen and new energy society
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    • v.19 no.1
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    • pp.56-63
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    • 2008
  • In this study, thermochemical degradation of hemicellulose by Acetone-Solvolysis, the effects of reaction temperature, conversion yield, degradation properties and degradation products were investigated. Experiments were performed in a tube reactor by varying reaction temperature from $200{\circ}C$ to $400{\circ}C$ at 40 min of reaction time. The liquid products from pyrolysis-liquefaction of hemicellulose contained various kinds of ketones. ketones, as 4-methyl-3-penten-2-one, 3-methylene-2-pentanone, 22,6-dimethyl-2, 5-heptadien-4-one, 4-methyl-2-pentanone, 5-methyl-2-hexanone, 3,5,5-trimethyl-2-cyclohexen-1-one, and bezenes. as 1,4-dimethylbenzene, 1-methyl-2-(1-methylethyl)-benzene, 1,4-dimethyl-2-(2-methylpropyl)benzene, 4-secbutyl-ethyl benzene, could be used as high-octane-value fuels and fuel additives. Combustion heating value of liquid products from thermochemical conversion processes of hemicellulose was in the range of $6,680{\sim}7,170cal/g$. After 40min of reaction at $400{\circ}C$ in Acetone-Solvolysis of hemicellulose, the energy yield and mass yield was as high as 72.2% and 41.2g oil/100g raw material, respectively.

Flavoral Essential Oil Components in the Stems of Agastache rugosa for Aromatherapy (아로마테라피용 배초향(Agastache rugosa) 줄기의 방향성 정유 성분)

  • Kim, Jeong-Mee
    • Journal of the Korean Society of Food Culture
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    • v.36 no.3
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    • pp.317-324
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    • 2021
  • This study was carried out to investigate the flavoral essential oil components in the stems of Agastache rugosa. These components were analyzed using gas chromatography-mass selective detector (GC-MSD). The stems of Agastache rugosa were contained alcohols, aldehydes, ketones, fatty acid esters, and terpenoids. The peak area (%) of estragole was highest among its oil components and the next were pulegone and menthone. The terpenoid alcohols found were 1-octen-3-ol, chavicol, spatulenol, 3-hexen-1-ol, 2-cyclohexen-1-ol, methyl eugenol, and octaethyllene glycol. The stems also contained ketones such as pulegone, menthone, cis-isopulegone, 2-cyclohexene-1-one, 3-octanone, 1-cyclohexanone, isoindole-1-one, t-ionone, inden-2-one, as well as the aldehydes of 4-methoxycinnam and benzaldehyde. The following esters were also detected 1-isopulegone-3-yl acetate, caryophyllene oxide, acetate and benzendicarboxylic acid ester. The terpenoids in the stems were identified as caryophyllene, limonene, cyclohexasiloxane-D, germacrene-D, anethole, cadinene, muurolene, and bourbonene. Overall Agastache rugosa contained several functional oil components including phenylpropanoids and terpenoids as flavoral essential oil components for natural aromatherapy.

Photochemical Ring-Opening of Acid Anhydrides by $TiO_2$ Photocatalyst in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Lee, Hye-Jong;Park, Sang-Kyu
    • Journal of Photoscience
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    • v.10 no.3
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    • pp.241-243
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    • 2003
  • Photoreactions of some carbonyl compounds with TiO$_2$ were investigated in methanol. Although 1,3-cyclohexanedione and phthalimide afforded 3-methoxy-2-cyclohexen-l-one and 3-methoxy-1-isoindolinone, respectively, acid anhydrides such as succinic, phthalic, and maleic anhydrides gave the monoesters of dicarboxylic acids in good to excellent yields, when they were irradiated on TiO$_2$ in methanol with 300 nm UV light.

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Regioselective Addition Reactions of the Organoindium Reagents onto α,β-Unsaturated Ketones

  • Lee, Phil-Ho;Kim, Hyun;Lee, Koo-Yeon;Seomoon, Dong;Kim, Sun-Dae;Kim, Hee-Chul;Kim, Hyun-Seok;Lee, Mi-Ae;Shim, Eun-Kyong;Lee, Seok-Ju;Kim, Mi-Sook;Han, Mi-Jeong;Noh, Kwang-Hyun;Sridhar, Madabhushi
    • Bulletin of the Korean Chemical Society
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    • v.25 no.11
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    • pp.1687-1691
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    • 2004
  • Regioselectivity on the reactions of ${\alpha},{\beta}$--enones with organoindium such as in situ generated allylindium and allenylindium was systematically studied in the presence of TMSCl as an additive. Treatment of 2-cyclohexen-1-one, carvone, 2-cyclohepten-1-one, and chalcone with allylindium reagent produced 1,4-addition products in good yields, while 2-cyclopenten-1-one, 2-methyl-2-cyclopenten-1-one, 4,4-dimethylcyclohexen-1-one, 3-nonen-2-one, 4-hexen-3-one, and 4-phenyl-3-buten-2-one afforded 1,2-addition products. Indium reagent derived from indium and propargyl bromide in Grignard type gave addition products in good yields, under which the successive addition of ${\alpha},{\beta}$-enone and TMSCl were necessary. Although organoindium reagent derived from propargyl bromide produced propargylated compound in Grignard type except 2-cyclohepten-1-one, indium reagent obtained from 1-bromo-2-butyne having ${\gamma}$-methyl group gave allenylated product inBarbier type.

Syntheses of Morindaparvin A and Its Derivatives

  • Rho, Young-S.;Park, Si-Ho;Kim, Sung-Lyeol;Yun, Yeo-Keun;Cho, In-Ho;Kang, Heun-Soo
    • Bulletin of the Korean Chemical Society
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    • v.15 no.5
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    • pp.360-364
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    • 1994
  • A general route for convergent syntheses of morindaparvin derivatives with 1,2-methylene-dioxyanthraquinone pattern is described. The anion of 2-methoxycyclohexanone (3), generated with lithium cyclohexylisopropylamine at -78 $^{\circ}C$, was sulfenylated with phenyl phenylthiosulfonate followed by elimination to afford ${\alpha},\;{\beta}$ -unsaturated carbonyl system 8. 6-Methoxy-2-cyclohexen-l-one (8) was condensed with the four phthalide sulfones derivatives 10a-d, to provide morindaparvin derivatives, 1a-d.

The chemical composition and biological activities of volatile flavor components of Elsholtzia splendens (꽃향유 전초의 향기성분 분석과 생리활성 평가)

  • Jeong, Jae Hoon;Lim, Heung Bin
    • Analytical Science and Technology
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    • v.18 no.6
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    • pp.500-510
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    • 2005
  • This study was conducted to investigate the chemical composition of essential oil, absolute and oleoresin isolated from Elsholtzia splendens and their biological activities. Yields of essential oil, absolute and oleoresin extracted from Elsholtzia splendens were 0.28%, 12.45% and 9.95%, respectively. The major component was 2-cyclohexen-1-one in essential oil, methyl linolenate in absolute and 9,12,15-octadecatrienoic acid in oleoresin. Essential oil and oleoresin showed the inhibitory activities in enzyme-dependent, enzyme-independent and autooxidative lipid peroxidation system. $EC_{50}$ values in nuetral red uptake (NRU) assays for the exposure times of 24 h were $46.4{\mu}g/ml$, $681.7{\mu}g/ml$ and $17.6{\mu}g/ml$ in essential oil, absolute and oleoresin, and oleoresins showed the cytotoxic effect at the only high dose. Any mutagenic and antibiotic activity did not show in absolute and oleoresin, but, there were mutagenic and antibiotic activities only when treated with essential oil $500{\mu}g/ml$ above in Ames test. Essential oil and oleoresin might be somewhat effective in prolongating the ciliostasis of rat trachea.

The Comparison of Flavor Components Extracted from Elsholtzia ciliata and Elsholtzia splendens (향유와 꽃향유의 향기성분 조성 비교)

  • Lee Jae-Gon;Kwang Jae-Jin;Lim Heung-Bin;Jeong Jae-Hoon
    • Journal of the Korean Society of Tobacco Science
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    • v.26 no.2 s.52
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    • pp.109-116
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    • 2004
  • This study was conducted to investigate the composition of flavor components of Elsholtzia ciliata and Eisholtzia splendens in order to obtain basic informations for the application of tobacco and food industry. Flavor components extracted were divided into three fractions ; essential oil, absolute and oleoresin from E. ciliata and E. splendens. Essential oil was extracted by simultaneous steam distillation(SDE), absolute and oleoresin were extracted by $100\%$ n-hexane and $50\%$ ethanol, respectively. Yields of the essential oil, absolute and oleoresin fractions from E. ciliata were $0.34\%,\;11.34\%\;and\;15.24\%,$ and those from E. splendends were $0.28\%,\;12.45\%\;and\;9.95\%$, respectively. The major components of essential oil of E. ciliata were naginata ketone$(29.37\%)$, elsholtzia ketone$(14.37\%)$ and rosefuran$(11.76\%)$. The major components of essential oil of E. splendens were 2-cyclohexen-1-one$(26.81\%)$, elsholtzia ketone$(13.46\%)$ and naginata ketone$(5.26\%).$ The composition of flavor components showed a slight difference between essential oils of E. ciliata and E. splendens. The major components of absolute fraction from E. ciliata were linoleic acid$(12.07\%),$ palmitic acid$(10.46\%)$ and 2-cyclohexene-1-one$(5.39\%).$ And those from E. splendens were linoleic acid$(12.38\%),$ palmitic acid$(9.47\%)$ and naginata ketone$(8.86\%).$ Ethyl linoleolate was a major component in oleoresin of E. ciliata and E. splendens.

Antimicrobial Activity of Some Essential Oils Against Microorganisms Deteriorating Fruit Juices

  • Helal G.A.;Sarhan M.M.;Shahla A.N.K. Abu;El-Khair E.K. Abou
    • Mycobiology
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    • v.34 no.4
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    • pp.219-229
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    • 2006
  • Seventeen microbial species including 10 fungal taxa, two yeasts and five bacteria, were isolated from freshly prepared orange, guava and banana juices kept in open bottles at room temperature for 7 days. Eight different essential oils, from local herbs, were tested for their antimicrobial activity against these test organisms. The essential oils of Cymbopogon citratus, Ocimum basilicum and Origanum majorana were found to be highly effective against these microorganisms. Aspergillus niger, A. flavus and Saccharomyces cerevisiae, the most prevalent microorganisms in juice, showed the highest resistance against these essential oils. GC-MS analysis showed that while e-citral, a'-myrcene, and z-citral represent the major components (75.1 %) of the essential oil of Cymbopogon citratus; bezynen,l-methyl-4-(2-propenyl), 1,8-cineole and trans-a'-bisabolene were the main components (90.6%) of Ocimum basilicum; whereas 3-cyclohexen-l-0l,4-methyl-l(l-methylethyl)-(CAS), c-terpinene and trans-caryophyllene represent the major components (65.1%) of Origanum majorana. These three essential oils were introduced into juices by two techniques namely, fumigation and direct contact. The former technique showed more fungicidal effect than the latter one against A. flavus, A. niger, and S. cerevisiae. The essential oil of Cymbopogon citratus by comparison to other test oils showed the strongest effect against these fungi with a minimum inhibitory concentration of $1.5\;{\mu}l/ml$ medium and a sublethal concentration of $1.0\;{\mu}l/ml$. The antimicrobial activity of this oil is thermostable at $121^{\circ}C$ for 30 min.

Volatile Aromatic Components of Ginger(Zingiber officinalis Roscoe) Rhizomes and Japanese Spice Bush(Lindera obtusiloba BL) (생강과 생강나무의 향기성분조성 비교)

  • 문형인;이재학
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.42 no.1
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    • pp.7-13
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    • 1997
  • The composition and chemical structures of same individual components of essential oils from ginger flavor plants were estimated by gas chromatography and gas chromatography-mass spetrometric analysis with the aid of NBS and Wiley library and RI indice searches. Through gas chromatography and gas chromatography /mass spetrometry analysis of 43, 41, 32 essential oil components from flowers, leaves and stems from Lindera obstusiloba., respectively were identified, among which sabinene, $\beta$-myrcene, ι-limonene, phelandrene, ${\gamma}$-selinene, $\alpha$-terpinene, 2, 4a, 5, 6, 7, 8, 9, 9a -octahydro benzocycloheptane, $\delta$-cadinene, ${\gamma}$-terpinene, (Z) -3-hexen-1-ol acetate, ${\gamma}$-elemene, l-boreneol, $\delta$-guaiene, ledene, cis-3-hexanal, elemol, $\alpha$-chamigrene, $\beta$-endesmol: 9-octadecanal, 1-(1, 5-diMe-4-hexenyl)-4-Me. benzene were estimated to be major components.

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