• 제목/요약/키워드: n-alcohols

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Reaction Pattern of Bacillus cereus D-11 Chitosanase on Chitooligosaccharide Alcohols

  • Gao, Xing-Ai;Jung, Woo-Jin;Kuk, Ju-Hee;Park, Ro-Dong
    • Journal of Microbiology and Biotechnology
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    • 제19권4호
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    • pp.358-361
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    • 2009
  • The purified endochitosanase(Mw 41 kDa) from bacterium Bacillus cereus D-11 hydrolyzed chitooligomers $(GlcN)_{5-7}$ into chitobiose, chitotriose, and chitotetraose as the final products. The minimal size of the oligosaccharides for enzymatic hydrolysis was a pentamer. To further investigate the cleavage pattern of this enzyme, chitooligosaccharide alcohols were prepared as substrates and the end products of hydrolysis were analyzed by TLC and HPLC. The chitosanase split $(GlcN)_4GlcNOH$ into $(GlcN)_3+(GlcN)_1GlcNOH$, and $(GlcN)_5GIcNOH$ into $(GlcN)_4+(GlcN)_1GlcNOH$ and $(GlcN)_3+(GlcN)_2GlcNOH$. The heptamer $(GlcN)_6GlcNOH$ was split into $(GlcN)_5$ [thereafter hydrolyzed again into $(GlcN_3+(GlcN)2]+(GlcN)_1GlcNOH$, $(GlcN)_4+(GlcN)_2GlcNOH$, and $(GlcN)_3+(GlcN)_3GlcNOH$, whereas $(GlcN)_{1-3}GlcNOH$ was not hydrolyzed. The monomers GlcN and GIcNOH were never detected from the enzyme reaction. These results suggest that D-11 chitosanase recognizes three glucosamine residues in the minus position and simultaneously two residues in the plus position from the cleavage point.

A Study of the Gas Liquid Partition Coefficients of Eleven Normal, Branched and Cyclic Alkanes in Sixty Nine Common Organic Liquids: The Effect of Solute Structure

  • Cheong, Won-Jo
    • Bulletin of the Korean Chemical Society
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    • 제23권3호
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    • pp.459-468
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    • 2002
  • Literature data measured by the author have been processed to report on the effect of solute structure on gas liquid partition coefficients of eleven normal, branched and cyclic alkanes ranging in carbon number from five to nine in sixty nine low molecular weight liquids. The alkane solutes are n-pentane(p), n-hexane(hx), n-heptane(hp), n-octane(o), n-nonane(n), 2-methylpentane(mp), 2,5-dimethylpentane(dp), 2,5-dimethylhexane(dh), 2,3,4-trimethylpentane(tp), cyclohexane(ch), and ethylcyclohexane(ec). The solvent set encompasses most of those studied by Rohrschneider as well as three homologous series of solvents (n-alkanes, 1-alcohols and 1-nitriles) and several perfluorinated alkanes and highly fluorinated alcohols. An excellent linear relationship was observed between lnK and the carbon number of n-alkanes. The effective carbon numbers of branched and cyclic alkanes were determined in a similar fashion to the method of Kovats index. We found that the logarithm of solute vapor pressure multiplied by solute molar volume was a perfect descriptor for the linear relationship with the median effective carbon number.

Tetra-n-Butyl Ammonium Chloride에 의한 알코올류의 상전이 반응에 대한 선택 특이성 (A Selectivity Character for the Phase Transfer Reactions of Alcohols by Tetra-n-Butyl Ammonium Chloride)

  • 지종기;최원복;이광필
    • 분석과학
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    • 제8권1호
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    • pp.33-40
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    • 1995
  • 미량의 hydroxide 이온은 Tetra-n-Butyl Ammonium(TBAC)에 의해 수액상에서 유기상으로 추출될 수 있다. 일차 알코올류, 특히 다이올류의 적은 양을 첨가하면 상전이 촉매계의 거동이 급격히 변하고 과량의 염기를 유기상에서 발견할 수 있다. 정량 측정은 유기상에서 1차, 2차 알콕사이드와 다이올 음이온들의 추출한 양에 대해 행하였다. 한편, 일차 알코올류와 벤질 알코올의 추출에 대한 선택상수들은 수액상과 유기상에서 $Q^+RO^-$($Q^+$ : quaternary 양이온, $RO^-$ : 알콕사이드 이온)와 $Q^+Cl^-$과 같은 이온쌍들의 평형상수와 이 두 상간의 분배계수로 분리되었다. 따라서 $Q^+RO^-$의 선택성에 대한 전제 특성을 본 연구결과에서 언급된 여러 상수들에 대하여 자유에너지에 상응하는 값들을 사용해서 더욱 상세하게 논하였다.

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크롬(VI)-퀴놀린 화합물에 의한 알코올류의 산화반응에 대한 반응속도론적 연구 (Kinetic Study on the Oxidation Reaction of Alcohols by Cr(VI)-Quinoline Compound)

  • 박영조;김수종
    • 융합정보논문지
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    • 제11권9호
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    • pp.109-114
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    • 2021
  • 유기공업 화학에서 알코올류의 산화제에 대해 연구가 많이 진행 되고 있으며, 그중에서도 크롬(VI)-계열의 시약들이 산화제로 널리 이용되어 왔다. 그리고 일차알코올을 알데히드로만 산화시키는 산화제와 메카니즘 규명이 필요하게 되었다. 이러한 연구의 일환으로 본 연구에서는 퀴놀린과 chromium(VI) trioxide을 반응시켜 크롬(VI)-퀴놀린 화합물[(C9H7NH)2Cr2O7]을 합성하여, FT-IR 및 원소분석에서 구조를 확인하였다. 여러 가지 유기용매를 사용하여 크롬(VI)-퀴놀린 화합물에 의한 벤질 알코올의 산화반응은 유전상수 값이 큰 유기용매인 N,N'-dimethylformamide에서 높은 산화반응성을 보였다. N,N'-dimethylformamide 용매를 사용하여 크롬(VI)-퀴놀린 화합물은 치환 벤질 알코올류를 효율적으로 산화시켰고, Hammett 반응상수(ρ)=-0.69(303 K) 이였다. 본 실험에서 알코올의 산화반응 과정은 chromate ester 형성과정과, 속도결정단계에서 수소화 전이가 일어나는 반응경로임을 알 수 있었다. 결과적으로 크롬(VI)-퀴놀린 화합물은 벤질알코올, 알릴알코올, 일차알코올 및 이차알코올류를 알데히드나 케톤으로 전환시키는 효율적인 산화제로, 이차알코올류 존재 하에서 벤질알코올, 알릴알코올, 일차알코올의 선택적인 산화제로 사용할 수 있다.

Reducing Characteristics of Potassium Triethylborohydride

  • Yoon, Nung-Min;Yang H.S.;Hwang, Y.S.
    • Bulletin of the Korean Chemical Society
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    • 제8권4호
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    • pp.285-291
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    • 1987
  • The approximate rates, stoichiometries and products of the reaction of potassium triethylborohydride $(KEt_3BH)$ with selected organic compounds containing representative functional groups under the standard condition $(0^{\circ}C,$ THF) were examined in order to explore the reducing characteristics of this reagent as a selective reducing agent. Primary alcohols, phenols and thiols evolve hydrogen rapidly whereas secondary and tertiary alcohols evolve very slowly. n-Hexylamine is inert to this reagent. Aldehydes and ketones are reduced rapidly and quantitatively to the corresponding alcohols. Reduction of noncamphor gives 3% exo- and 97% endo-norboneol. Anthraquinone is cleanly reduced to 9,10-dihydro-9,10-dihydroxyanthracene stage. Carboxylic acids liberate hydrogen rapidly and quantitatively but further reduction does not occur. Anhydrides utilize 2 equiv of hydride to give an equimolar mixture of acid and alcohol. Acid chlorides, esters and lactones are rapidly and quantitatively reduced to the corresponding alcohols. Epoxides are reduced at moderate rates with Markovnikov ring opening to give the more substituted alcohols. Primary amides liberate 1 equiv of hydrogen rapidly. Further reduction of caproamide is slow whereas benzamide is not reduced. Tertiary amides are reduced slowly. Benzonitrile utilizes 2 equiv of hydride in 3 h to go to the amine stage whereas capronitrile takes only 1 equiv. The reaction of nitro compounds undergo rapidly whereas azobenzene and azoxybenzene are reduced slowly. Cyclohexanone oxime rapidly evolves hydrogen without reduction. Phenyl isocyanate utilizes 1 equiv of hydride to proceed to formanilide stage. Pyridine N-oxide and pyridine is reduced rapidly. Disulfides are rapidly reduced to the thiol stage whereas sulfoxide, sulfonic acid are practically inert to this reagent. Sulfones and cyclohexyl tosylate are slowly reduced. Octyl bromide is reduced rapidly but octyl chloride and cyclohexyl bromide are reduced slowly.

Reduction of Tertiary Amides with Borane in the Presence of Trimethyl Borate

  • 오인환;윤녕민;경영수
    • Bulletin of the Korean Chemical Society
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    • 제10권1호
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    • pp.12-15
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    • 1989
  • Various tertiary amides have been subjected to the reduction by borane-THF in the presence of trimethyl borate at $0^{\circ}C$ and the product ratio of alcohol and amine have been analyzed in order to find out the possible way to obtain one product exclusively on the basis of the structure of amides. In the case of N,N-dimethyl derivatives of both linear aliphatic and aromatic amides the corresponding alcohols were produced predominantly. However, the bulkier tertiary amides such as N,N-diethyl and hindered acid derivatives afforded amines rather than alcohols. The mechanism of borane reduction of tertiary amides is also discussed.

Asymmetric Inducing Effect of Substituents in Chiral Oxazaborolidines on Enantioselective Borane Reduction of Ketones

  • Cho Byung Tae;Ryu, Mi Hae
    • Bulletin of the Korean Chemical Society
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    • 제15권12호
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    • pp.1080-1084
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    • 1994
  • Asymmetric inducing effects of substituents attached at nitrogen, the 5-position and boron in oxazaborolidine rings on asymmetric borane reduction of ketones were investigated. Thus, the effect of N-substituents examined with the oxazaborolidines prepared from (lR,2S)-N-alkyl norephedrine derivatives showed the remarkable decrease of enantioselectivities of the product alcohols by the variation of the steric size of alkyl groups on nitrogen from Me${\leftrightarro}$n-Bu(${\simeq}$Bn)${\leftrightarro}$ neopentyl${\leftrightarro}$i-Pr, such as 83${\%}$ ee with 5b, 22${\%}$ ee with 5c, 23${\%}$ ee with 5f, 16${\%}$ ee with 5e, and 3${\%}$ ee with 5d for the reduction of acetophenone. The presence of diphenyl groups at the 5-position enhanced the enantioselectivities dramatically. The effect of B-alkyl substituents in the oxazaborolidines derived from (lR,2S)-ephedrine showed that the enantioselectivities of product alcohols decreased gradually when the substituents were changed from hydrogen to steric bulky groups such as methyl, n-butyl, thexyl and phenyl.

비수계분산매체에서 질화규소와 소결첨가제 AlN 및 Nd$_2$O$_3$의 분산 (Dispersion of Silicon Nitride Particles and Sintering Additives of AlN and Nd$_2$O$_3$ in Nonaqueous Suspending Media)

  • 김재원;백운규;윤경진
    • 한국세라믹학회지
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    • 제36권2호
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    • pp.210-219
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    • 1999
  • Alcohols, hydrocarbons, ketones 그리고 ethers와 같은 다양한 유기용매에서 질화규소 및 소결첨가제로 사용되는 AlN, Nd2O3 입자의 분산특성을 연구하였다. 분산안정화기구 및 유기공정첨가제와의 상호작용에 관한 연구를 수행하여 비수계 시스템에서 세라믹 입자의 분산성을 규명하였다. 현탁액의 물성특성은 산술된 Hamaker 상수 뿐 아니라 electrokinetic sonic amplitude 측정 및 유동학적 결과로부터 얻어진 흐름곡선을 이용하여 평가하였다. 유기용매 내에서 Si3N4, AlN 그리고 Nd2O3 분산안정화에 기여하는 정전기적 척력은 예상보다 컸으며, 이것은 유기용매의 물리화학적 특성에 의존함을 알 수 있었다.

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Novel Asymmetric Synthesis of Unsaturated 1,2-Amino Alcohols

  • Kim, Ji-Duck;Jung, Young-Hoon
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.231.2-232
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    • 2002
  • The synthesis of chiral 1,2-amino alcohols has been an area of intense study in the synthetic and industrial fields, because of their important roles in organic synthesis as fundamental building blocks and their occurrence in a number of natural products. drugs. and chiral auxiliaries or ligands. General methods for the synthesis of these compounds can be divided into two large categories: functional group transformations and the C-C or the C-N bond formations. (omitted)

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