• Title/Summary/Keyword: Ketones.

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Catalytic and Stoichiometric Hydroacylation of Olefin Derivatives with 8-Quinolinecarboxaldehyde by Rh(I)

  • Jun, Chul-Ho;Han, Jong-Soo;Kang, Jung-Bu;Kim, Sun-Il
    • Bulletin of the Korean Chemical Society
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    • v.15 no.3
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    • pp.204-209
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    • 1994
  • Catalytic hydroacylation has been achieved by the reaction of 8-quinolinecarboxaldehyde (1) and various vinyl derivatives such as 2a, 2b and 2c with Wilkinson's complex (3) to give linear alkyl ketones, 4a, 4b and 4c, respectively. However, stoichiometric ligand-promoted hydroacylation of 2a and 2b with [$(C_8H_{14})_2RhCl]_2$ (5) resulted in a mixture of the branched alkyl ketones and the linear alkyl ketones in different ratios. Stoichiometric hydroacylation of some other olefin derivatives such as 6, 11, 12 and 26, produced functionalized alkyl ketone compounds.

Reduction of Selected Carbonyl Compounds with 8-Oxyquinoline Dihydroboronite. Selective Reduction of Aldehydes in the Presence of Ketones

  • Kim, Sung-Gak;Yang, Sung-Bong;Kang, Ho-Jung
    • Bulletin of the Korean Chemical Society
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    • v.5 no.6
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    • pp.240-244
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    • 1984
  • 8-Oxyquinoline dihydroboronite is prepared by mixing equimolar amounts of 8-hydroxyquinoline and borane-dimethyl sulfide complex in tetrahydrofuran at room temperature and its structure is determined by spectroscopic methods. The reagent is shown to be an extremely mild reducing agent and reduces aldehydes, cyclohexanones, and acid chlorides to some extent. The reagent in the presence of 0.1 equiv of boron trifluoride etherate in tetrahydrofuran at room temperature reduces selectively aldehydes in the presence of ketones, while the reagent in the presence of 1 equiv of boron trifluoride etherate rapidly reduces simple aldehydes and ketones but does not reduce carboxylic acids, esters, and amides.

Singlet-Triplet Reactivity of 1-Methyl-2-Cyclohexenyl Aryl Ketones : Racemization vs 1,3-Acyl Shift in the Excited States

  • Woo Ki Chae;Mi Young Chae;Mi Kyung Park;Chung Hee Lee;Eun Hee You
    • Bulletin of the Korean Chemical Society
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    • v.11 no.3
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    • pp.241-244
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    • 1990
  • The photochemistry of 1-Methyl-2-cyclohexenyl aryl ketones (phenyl ketone 7a, p-toluyl ketone 7b, biphenyl ketone 7c and -naphthyl ketone 7d) is reported. The aryl ketone 7a, 7b and 7c undergo photo-racemization with efficiencies of 0.75, 0.79 and 0.76 respectively on direct irradiation. Direct irradiation of the ketone 7d, however, undergoes 1,3-shift with an efficiency of 0.02. Triplet states are responsible for the racemizations and singlet state is responsible for 1,3-shift as in general. The ketone 7a, 7b and 7c are good example of a few ${\beta},{\gamma}$-unsaturated ketones which undergo efficient intersystem crossing on direct irradiation.

Palladium Catalyzed Carbonylative Vinylation of Aryl Halides with Olefins and Carbon Monoxide

  • Kim, Jin-Il;Ryu, Cheol-Mo
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.246-250
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    • 1987
  • The reaction of aryl iodides or bromides with olefins in the presence of 1 mol % of $PdCl_2(PPh_3)_2$ and 3 equiv. of $n-Bu_3N\; at\; 100^{\circ}C$ in carbon monoxide atmosphere gave the corresponding aryl vinyl ketones in good yields with small amount of vinylated 1-aryl olefins. But, when the reaction was proceeded under the 10 atm of carbon monoxide, aryl vinyl ${\alpha}$-diketones and aryl vinyl ketones were obtained in moderate to good yields. The reaction was tolerant of a wide variety of functional groups on either the aryl halides or olefin compounds. Reactivity of aryl halide decrease in the order; aryl iodide > aryl bromide ${\gg}$aryl chloride. In general, the reaction proceeded well and gave good yields of aryl vinyl ketones and aryl vinyl ${\alpha}$-diketones when reactants are substituted with electron withdrawing groups.

Desorption Efficiencies and Storage Stabilities of Ketones in Work Environment (작업장에서 발생되는 케톤류 유기화합물의 탈착효율 및 저장안정성)

  • Kim, Kangyoon;Choi, Sungpil;Ha, Chul-Joo;Choi, Ho-Chun
    • Journal of Korean Society of Occupational and Environmental Hygiene
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    • v.16 no.3
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    • pp.211-221
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    • 2006
  • This study was performed to compare with desorption efficiency and storage stability of CSC and CMS tubes for Ketones in workplace air. 1. The best desorbing solution for CSC tube was 1 % or 3 % dimethylformamide(DMF) in carbon disulfide($CS_2$). The desorption efficiencies were 96.40 % for cyclohexanone, 94.86 % for acetone, 96.96 % for methyl ethyl ketone(MEK), 103.44 % for methyl isobutyl ketone(MIBK), 100.17 % for methyl amyl ketone(MAK), 100.43 % for methyl butyl ketone(MBK), 97.01 % for toluene and 99.33 % for trichloroethylene(TCE). 2. The best desorbing solution for CMS tube was 1 % or 3 % DMF in $CS_2$. The desorption efficiencies were 96.42 % for cyclohexanone, 98.53 % for acetone, 99.67 % for MEK, 105.48 % for MIBK, 100.13 % for MAK, 100.13 % for MBK, 95.42 % for toluene and 98.15 % for TCE. 3. In the storage condition at room temperature($20^{\circ}C$), the recovery rates of cyclohexanone and MEK on CSC tube were rapidly decreased 30.9 % and 50.9 % after 4 weeks, respectively. The recovery rates of all of 6 ketones and 2 nonpolar solvents were shown over 80 % after 1 week in the storage condition of refrigerate temperature($-4^{\circ}C$), and were kept over 80 % after 4 weeks in the storage condition of freezer temperature($-20^{\circ}C$). 4. The recovery rates of cyclohexanone on CMS tube were 80.6 % for 1 week after and 60.5 % for 4 weeks after at room temperature($20^{\circ}C$). The recovery rates of cyclohexanone were shown 80.6 % for 1 week after and 60.5 % for 4 weeks after at $-4^{\circ}C$, and of 6 ketones and 2 non-polar solvents were kept stable over 85 % at $-4^{\circ}C$ and over 97 % at $-20^{\circ}C$ for 4 weeks after. In conclusion, the best desorbing solution was 1 % or 3 % DMF in $CS_2$ and more appropriate sorbent tube for ketones and non-polar solvents was CMS than CSC. We recommend CSC tube would be useful if the samples analyzed within 1 week because CMS tubes are more expensive than CSC tubes. However, if the storage time is needed more than 3 weeks, CMS tubes should be suitable and the storage condition should be below $-20^{\circ}C$.

Asymmetric Michael Addition of Ketones to Nitroolefins Catalyzed by a New Chiral Catalyst

  • Wang, Lian-Jun;Hu, Feng-Feng
    • Bulletin of the Korean Chemical Society
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    • v.31 no.5
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    • pp.1280-1282
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    • 2010
  • A new chiral catalyst was synthesized and found that it could catalyzed the asymmetric Michael reaction of ketones with nitroolefins smoothly at room temperature, giving the desired adducts in 71 - 92% yields with excellent diastereoselectivities and high enantioselectivities (up to 95% ee).

Zirconium(IV) Chloride - Catalysed Reaction of Indoles: An Expeditious Synthesis of Bis(indolyl)methanes

  • Nagawade, Rahul R.;Shinde, Devanand B.
    • Bulletin of the Korean Chemical Society
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    • v.26 no.12
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    • pp.1962-1964
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    • 2005
  • Zirconium(IV) chloride is found to be an efficient catalyst for the electrophilic addition reaction of indole with aldehydes/ketones to afford the corresponding bis(indolyl methanes in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction profiles and simple experimental and work-up procedures.

Preparation of 3-Fluorine Poly(ether ether ketones) Web by Electro Spinning (전기 방사에 의한 3-Fluorine Poly(ether ether ketones)의 부직포 제조)

  • ;;;Baijun Liu
    • Proceedings of the Korean Fiber Society Conference
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    • 2002.04a
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    • pp.265-267
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    • 2002
  • 섬유를 제조함에 있어 기존의 방법으론 수 마이크론의 섬유를 만들지만 전기방사를 이용한 방법으로는 마이크론이하의 직경을 가진 섬유를 만들수 있어 전기방사에 관한 관심이 증가하고 있다. 전기방사란 고분자 용액 및 용융된 고분자에 고전압을 걸어주어 섬유를 받아주는 콜렉터와 방사되는 팁 사이에 전기장을 형성시켜 부직포를 제조하는 방법이다. 일반적으로 불소를 포함한 방향족 고분자는 그들의 구조 때문에 외부열에 대한 저항력, 내화학성, 기계적, 전기적 특성이 우수하다고 잘 알려져 있다. (중략)

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Reductive Acetylation of Carbonyl Compounds to Acetates with Pyridine Zinc Borohydride

  • Zeynizadeh, Behzad;Setamdideh, Davood;Faraji, Fariba
    • Bulletin of the Korean Chemical Society
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    • v.29 no.1
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    • pp.76-80
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    • 2008
  • Reductive acetylation of a variety of carbonyl compounds such as aldehydes, ketones and a,b-unsaturated enals/enones was carried out efficiently with pyridine zinc borohydride, (Py)Zn(BH4)2, in a mixture of THF-EtOAc at room temperature or under reflux condition. The corresponding acetates were obtained in high to excellent yields. In addition, chemoselective reductive acetylation of aldehydes over ketones was achieved perfectly with the reagent at room temperature.