Bis(cyclopentadienyl)zirconium chloride hydride 氢氯二茂锆

规格: 95%
CAS: 37342-97-5
产品编号: H63619
MDL: MFCD02089401
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，OTs，OMs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α-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。

参考文献

l Lithium Triethyllborohydride，Marek Zaidlewicz，Herbert C. Brown， Encyclopedia of Reagents for Organic Synthesis，2001

l Krishnamutthy, S. Schubert R.M Brown, H, C, J., Am Chem. Soc 1973, 95, 8486

l JACS, 1973

Chemical NameBis(Cyclopentadienyl)Zirconium Chloride Hydride
Synonym Bis(cyclopentadienyl)chlorohydrozirconium {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} { {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohydrozirconium {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bis(cyclopentadienyl)chlorohy
MDL NumberMFCD02089401
PubChem Substance ID87577928
EC Number253-479-5
CAS Number37342-97-5
Merck Number8396
Chemical Name Translation氢氯二茂锆
InChIKeyUVWUHPCWBZSERX-UHFFFAOYSA-M
Canonical SMILES[][Zr]([H])(Cl)[].c1cccc1.c2cccc2
GHS Symbol
WGK Germany3
Precautionary statements
  • P422 Store contents under… 存储目录在…之下。
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P231+P232
  • 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。
  • P305+P351+P338
  • 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。
  • 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。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • 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。
  • P305+P351+P338+P310
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P301+P330+P331+P310
  • P303+P361+P353
  • P370+P378
  • 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。
  • P304+P340+P310
  • P301+P330+P331
  • P402+P404
  • P303+P361+P353+P310+P363
    Hazard statements
    • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
    • H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
      Signal word
      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
      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；
      • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
      • S33 Take precautionary measures against static discharges 对静电采取预防措施；
      • S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用（指明具体的消防器材种类，如果用水增加危险，注明“禁止用水”
      • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
        Packing GroupII
        UN Number 3131
        Risk Statements
        • R11 Highly flammable 非常易燃
        • R15 Contact with water liberates extremely flammable gases 遇水会释放出极端易燃的气体
        • R34 Causes burns 会导致灼伤
          Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen Light, Air & Moisture Sensitive {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C
          Hazard Codes F,C
          Hazard Class4.3/8
          Restrict -
        • 转化氨基化合物生成醛类化合物；石蜡和炔烃的功能化试剂。
        • {ALF} Reagent for selective reduction of secondary carboxamides to imines, a transformation otherwise difficult to achieve since imines are normally more easily reduced than amides: J. Org. Chem., 61, 4115 (1996); tertiary amides can also be reduced to aldehydes at room temperature: J. Am. Chem. Soc., 122, 11995 (2000). Reduction of phosphine oxides and phosphine sulfides to phosphines under mild conditions has also been reported: Tetrahedron Lett., 38, 5997 (1997).
        • {ALF} Catalyzes the hydroboration of alkynes with Pinacolborane, L17558, to form alkenylboronates with high regio- and stereoselectivity: Organometallics, 14, 3127 (1995). Alkenes are similarly converted to alkylboronates: J. Am. Chem. Soc., 118, 909 (1996).
        • {ALF} Reaction with alkenes (hydrozirconation) results in zirconocene alkyl chlorides: Tetrahedron Lett., 28, 3895 (1987). Useful products are obtained by reaction of these with various electrophiles. With O-(mesitylsulfonyl)hydroxylamine, primary amines are obtained, with generally good yields and regioselectivity: J. Org. Chem., 60, 1912 (1995).
        • {ALF} For a brief feature on the reagent, see: Synlett, 1179 (1999); review of synthetic applications of organozirconocene compounds: Tetrahedron, 52, 12853 (1996)
        • {ALD} Merck: 14,8396
          • 37342-97-5 H63619 Bis(cyclopentadienyl)zirconium chloride hydride 氢氯二茂锆

          化学属性

          Mol. FormulaC10H11ClZr
          Mol. Weight257.87
          Melting Point300°C
          TSCANo
          Stability对光、空气和湿度敏感
          Appearance off-white pwdr.
          Boiling Point41.5°C at 760 mmHg
          Danger-Level-
          pH-:-
          Redox-
          Density1.0

          *以上化合物性质及应用等信息仅供参考