Lithium hydride 氢化锂

规格: 99.4% (metals basis)
CAS: 7580-67-8
产品编号: H61564
MDL: MFCD00011074
品牌: INFI

简介

     氢化锂, 氢化铝锂,硼氢化钠,三乙基硼氢化锂(Super Hydride)/钠/钾 ,三仲丁基硼氢化锂( L-Selectride)/钠/钾(K-Selectride), Lithium Trisiamylborohydride (LiBSia3H) 60217-34-7, 三叔丁氧基氢化铝锂,77299-63-9 Lithium diisobutyl-tert-butoxyaluminum hydride solution,Diisobutylaluminum hydride, DIBAL,硼烷四氢呋喃,氨基硼烷等,  金属氢化物,作为还原剂和负氢离子的来源,广泛用于无机和有机合成中,以及作为储氢材料应用到日常生产生活中。金属氢化物还原剂,可以还原取代卤代物到烷烃,醛酮环氧亚胺等到醇或胺,羧酸衍生物如酯,腈及其他衍生物到特别是某些烃基取代的金属化合物,具有反应条件温和,副反应少以及产率高的优点,体现出较好的化学选择性和立体 选择性。在复杂的天然产物,药物分子的合成中,较之其他还原法显示出更多的优点。

应用举例

1. 还原卤代物等到相应的烷烃(反应式A,B),并且氘代实验表明,该还原反应经过明确的SN2取代机理(反应式B)。另外,OTsOMs等取代基也能被还原。


2. 还原环氧到醇,在如下例中,三乙基硼氢化锂比的四氢铝锂的选择性要高很多


3. 选择性还原醛酮到相应的醇。在alfa-环己酮的还原中,以很高的选择性的得到顺势的产品(反应式D);并且,在醛和酮同时存在的情况下,可以优先还原醛到相应的一级醇(反应式E)。其中,Lithium trisiamylborohydride (LiBSia3H)表现出更好的选择性,以其他取代的环己酮为例,各氢化物还原总结如表一。


4. 选择性的还原羧酸及其衍生物。可以在有其他可被还原的基团存在下,选择性的还原酯基。

     5.其他用途。氢化物也可以转移负氢离子到其他的过度金属有机化合物上,形成新的M-H化合物,选择性的脱除甲基等等。



参考文献

  • Lithium Triethyllborohydride,Marek Zaidlewicz,Herbert C. Brown, Encyclopedia of Reagents for Organic Synthesis,2001
  • Krishnamutthy, S. Schubert R.M Brown, H, C, J., Am Chem. Soc 1973, 95, 8486
  • JACS, 1973


Chemical NameLithium hydride
Synonym {uni_hamburg} Lithium hydride, pure, 98% Lithium hydride, in resealable cans, pure, 98% LITHIUM HYDRIDE 98% & LITHIUM HYDRIDE, POWDER, -30 MESH, 95% Lithium hydride (LiH) Lithiumhydride,min.95% Hydrure de lithium LITHIUM HYDRIDE , -30 MESH LITHIUM HYDRIDE, PIECES LiH 一氢化锂 lithium hydride Lithium monohydride Lithiumhydrideminmeshgraypowder lithiumhydride,fusedsolid 氢化锂 lithiumhydride(lih) Lithiummonohydrid 氫化鋰 lithiummonohydride Lithium hydride Lithiumhydrid LITHIUM HYDRIDE, POWDER LITHIUM HYDRIDE 氢化锂, 99.4% (METALS BASIS) Lithium hydride, 99.4% (metals basis) Lithium hydride, 98%, pure hydruredelithium lithium (I) hydride Lithiumhydridetech
CAS Number7580-67-8
EC Number231-484-3
Beilstein Registry Number2384789
MDL NumberMFCD00011074
PubChem Substance ID62714
Merck Number14,5533
Chemical Name Translation氢化锂
Wiswesser Line NotationLI H
InChIInChI=1S/Li.H/q+1;-1
GHS Symbol
TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 10 mg/m3/4H
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - cough
REFERENCE :
   AMIHAB AMA Archives of Industrial Health.  (Chicago, IL)  V.11-21, 1955-60.
   For publisher information, see AEHLAU.  Volume(issue)/page/year: 14,468,1956

Signal word
WGK Germany2
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S27 Take off immediately all contaminated clothing 立即脱掉全部污染的衣服;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
    Risk Statements
    • R34 Causes burns 会导致灼伤
    • R25 Toxic if swallowed 吞咽有毒
    • R14/15 Reacts violently with water, liberating extremely flammable gases 遇水剧烈反应,释放出高度可燃气体
      Precautionary statements
      • P201 Obtain special instructions before use. 使用前获取专门指示。
      • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
      • P223 Keep away from any possible contact with water, because of violent reaction and possible flash fire. 远离任何与水接触的可能,因为会剧烈反应可能产生闪火。
      • P231+P232
      • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
      • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
      • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
      • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
      • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
      • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
      • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
      • P301+P310
      • P301+P330+P331
      • P303+P361+P353
      • P304+P340
      • P305+P351+P338
      • P307+P311
      • P308+P313
      • P309+P311
      • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
      • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
      • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
      • P330 Rinse mouth. 漱口
      • P335+P334
      • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
      • P370+P378
      • P402+P404
      • P403+P233
      • P405 Store locked up. 上锁保管。
      • P422 Store contents under… 存储目录在…之下。
      • P501 Dispose of contents/container to..… 处理内容物/容器.....
        Hazard statements
        • H260 In contact with water releases flammable gases which may ignite spontaneously 与水接触时释放可燃气体,可自燃。
        • H301 Toxic if swallowed 吞食有毒
        • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
          Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
          RTECSOJ6300000
          Packing GroupI
          UN Number 1414/2805
          Storage condition Moisture Sensitive water-free area Air & Moisture Sensitive 对湿度敏感 充氩保存
          Hazard Codes F,T F;T;C
          Hazard Class4.3
          Warnings 危化品目录(2015)
        • 在有机合成中,用作缩合剂、还原剂、烷基化试剂、克莱逊氏试剂,也可用作干燥剂。
        • {uni_hamburg} Short: III/24C
        • {uni_hamburg} Short: II/24A
        • {uni_hamburg} Short: III/14a
        • {ALF} A procedure for activation involves treatment with TMS chloride and a catalytic amount of Zn or a Zn salt. This reagent will reduce a ketone to the TMS ether of the alcohol: J. Org. Chem., 59, 217 (1994).
        • {ALF} Used for preparation of anhydrous Li salts of carboxylic acids prior to reaction with organothium reagents (most often methyl or phenyl) as a useful route to ketones. For a comprehensive review of this method, see: Org. React., 18, 1 (1970). For an example (cyclohexyl methyl ketone), see: Org. Synth. Coll., 5, 775 (1973).
        • {ALF} For preparation of LiCN by reaction with acetone cyanohydrin, see: Org. Synth. Coll., 7, 517 (1990).
        • {ALD} Merck: 14,5533
        • 7580-67-8 H61564 Lithium hydride	氢化锂

          化学属性

          Mol. FormulaLiH
          Mol. Weight8
          Density0.82
          Melting Point680
          TSCAYes
          Solubility起反应
          Stability对空气和湿度敏感
          Appearance powder