• Title/Summary/Keyword: Borohydride

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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.

Mild and Efficient Reduction of α,β-Unsaturated Carbonyl Compounds, α-Diketones and Acyloins with Sodium Borohydride/Dowex1-x8 System

  • Zeynizadeh, Behzad;Shirini, Farhad
    • Bulletin of the Korean Chemical Society
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    • v.24 no.3
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    • pp.295-298
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    • 2003
  • α,β-Unsaturated aldehydes and ketones are regioselectively reduced to the corresponding allylic alcohols with /Dowex1-x8 system in THF at room temperature. This system is also efficient for the conversion of α-diketones and acyloins to the vicinal diols in refluxing THF.

The Hydrogen Generation System Using Sodium Borohydride for Small Fuel Cells ($NaBH_4$를 이용한 소형연료전지용 수소저장시스템 개발)

  • 강순기;한기철;조준배;박태희;유용호
    • 한국전기화학회:학술대회논문집
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    • 2004.06a
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    • pp.129-134
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    • 2004
  • 문헌 연구를 통해 최적의 수소저장물질의서 수소저장 효율, 물질의 안정성 및 경제성이 우수한 나트륨붕소수소화물($NaBH_4$, sodium borohydride)을 선정하여, 소형연료전지용 수소저장시스템에 대한 다양한 특성을 조사하였다. $NaBH_4$의 기초 물성 조사를 위해 수소 발생 능력, 용해도, 수소 비발생 등의 실험을 수행하였으며 다양한 촉매의 특성비교는 물론 수소저장시스템의 설계시 핵심적으로 고려할 수 있는 Key factor의 특성을 파악하였다.

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Selective Reduction of Oximes to N-Monosubstituted Hydroxylamines with Lithium Borohydride

  • Cho, Byung-Tae;Seong, See-Yearl
    • Bulletin of the Korean Chemical Society
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    • v.9 no.5
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    • pp.322-324
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    • 1988
  • Selective reduction of aldoximes and ketoximes with lithium borohydride in tetrahydrofuran was investigated. Thus, aldoximes and cyclic ketoximes such as hexanaldoxime, heptanaldoxime, cyclopentanone oxime and cyclohexanone oxime were reduced smoothly to the corresponding N-monosubstituted hydroxylamines at room temperature in 65-93% yield. The reduction of alicyclic ketoxime was very slow, requiring somewhat high reaction temperature ($65^{\circ}C$) for the complete reduction to give the hydroxnylamines. The reduction of aromatic oximes such as benzaldoxime and acetophenone oxime was very sluggish, giving a mixture of the corresponding hydroxylamines and amines at $65^{\circ}C$.

Reaction of Representative Organic Compounds with Sodium Borohydride in the Presence of Aluminum Chloride (염화알루미늄 존재하에서의 수소화붕소나트륨과 대표적 유기화합물과의 반응)

  • Yoon Nung Min;Ho Jun Leeq;Jin Soon Chung
    • Journal of the Korean Chemical Society
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    • v.17 no.4
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    • pp.275-285
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    • 1973
  • The addition of one mole of aluminum chloride to three moles of sodium borohydride in tetrahydrofuran gives a turbid solution with enormously more powerful reducing properties than those of sodium borohydride itself. The reducing properties of this reagent were tested with 49 organic compounds which have representative functional groups. Alcohols liberated hydrogen immediately but showed no sign of hydrogenolysis of alkoxy group. Aldehydes and ketones were reduced rapidly within one hr. Acyl derivatives were reduced moderately, however, carboxylic acids were reduced much more slowly. Esters, lactones and epoxides were reduced readily than sodium borohydride or borane. Tertiary amide was reduced slowly, however, primary amide consumed one hydride for hydrogen evolution but reduction was sluggish. Aromatic nitrile was reduced much more readily than aliphatic nitrile. Nitro compounds were inert to this reagent but azo and azoxy groups were slowly attacked. Oxime was reduced slowly but isocyanate was only partially reduced. Disulfide and sulfoxide were attacked slowly but sulfide and sulfone were inert. Olefin was hydroborated rapidly.

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Selective Reduction on Halides with Lithium Borohydride in the Multifunctional Compounds (수소화 붕소리튬을 이용한 다중작용기를 가진 화합물에서 할라이드의 선택환원)

  • Byung Tae Cho;Nung Min Yoon
    • Journal of the Korean Chemical Society
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    • v.27 no.1
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    • pp.46-52
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    • 1983
  • Selective reduction of halide (Br, I) with lithium borohydride in halogen compounds containing chloro, nitro, ester and nitrile groups was achieved satisfactorily. 1-Bromo-4-chlorobutane was reduced to 1-chlorobutane in 96% yield and the reduction of p-nitrobenzyl bromide gave p-nitrotoluene in 98% yield. However, the selectivity on the reduction of ethyl 3-iodopropionate and 4-bromobutyronitrile required the presence of equimolar pyridine to give good yield of ethyl propionate (93%) and n-butyronitrile (88%), respectively. In competitive reduction of 1-bromoheptane and 2-bromoheptane, lithium borohydride reduced 1-bromoheptane preferentially in the molar ratio of 93:7.

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Feasibility of Energy Generation from Chemical Reaction between Hydrogen Peroxide/Hydride (고농도 과산화수소와 수소화물의 지속적인 반응에 대한 연구)

  • SEO, SEONGHYEON
    • Transactions of the Korean hydrogen and new energy society
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    • v.26 no.3
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    • pp.271-277
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    • 2015
  • The present paper discusses about noble idea on various reactions including hydrides, hydrogen peroxide and nano-sized metal powders, which do not emit toxic materials as well as carbon dioxide. Here in this paper, the very first-ever concept that heat energy can be generated from the direct reaction between sodium borohydride and hydrogen peroxide is presented. Sodium hydride as fuel can supply hydrogen reacting with oxygen provided by the decomposition of hydrogen peroxide solution. Solid sodium borohydride can be resolved in water and treated as liquid solution for the easy handling and the practical usage although its solid powder can be directly mixed with hydrogen peroxide for the higher reactivity. The thermodynamic analysis was conducted to estimate adiabatic reaction temperatures from these materials. The preliminary experiment on the reactions conducted using sodium borohydride powder and hydrogen peroxide water solution revealed that the self-propagating reaction can occur and that its reactivity increases with an increase of hydrogen peroxide concentration.

Synthesis of Cobalt Phosphates and their Catalytic Properties of the Hydrogen Generation from the Hydrolysis of NaBH4 (비결정질 코발트 인산염 합성 및 NaBH4 가수분해를 통한 수소발생 촉매 활성 연구)

  • Kim, Youngyong;Park, Joon Bum;Kwon, Ki-Young
    • Applied Chemistry for Engineering
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    • v.26 no.6
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    • pp.743-745
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    • 2015
  • Amorphous cobalt phosphates were synthesized with their distinct morphology by controlling the amount of base in the synthetic condition. The crystallinity and morphology of cobalt phosphates were characterized by X-ray diffraction (XRD) and scanning electron microscopy (SEM). The prepared cobalt phosphates were applied as a heterogeneous catalyst for generating hydrogen gas from the hydrolysis reaction of sodium borohydride. We found that the catalyst prepared using the least amount of base condition at room temperature showed a plate shape with less than 10 nm thickness, which resulted in the best catalytic activity among all catalysts due to the large surface area.