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Bis(cyclopentadienyl)zirconium chloride hydride 氫氯二茂鋯

規(guī)格: 95%
CAS: 37342-97-5
產(chǎn)品編號: H63619
MDL: MFCD02089401
品牌: INFI

簡介

氫化鋰， 氫化鋁鋰，硼氫化鈉，三乙基硼氫化鋰(Super Hydride)/鈉/鉀 ，三仲丁基硼氫化鋰( L-Selectride)/鈉/鉀(K-Selectride)，Lithium Trisiamylborohydride (LiBSia3H) 60217-34-7， 三叔丁氧基氫化鋁鋰，77299-63-9 Lithium diisobutyl-tert-butoxyaluminum hydride solution，Diisobutylaluminum hydride, DIBAL，硼烷四氫呋喃，氨基硼烷等,  金屬氫化物，作為還原劑和負氫離子的來源，廣泛用于無機和有機合成中，以及作為儲氫材料應(yīng)用到日常生產(chǎn)生活中。金屬氫化物還原劑，可以還原取代鹵代物到烷烴，醛酮環(huán)氧亞胺等到醇或胺，羧酸衍生物如酯，腈及其他衍生物到特別是某些烴基取代的金屬化合物，具有反應(yīng)條件溫和，副反應(yīng)少以及產(chǎn)率高的優(yōu)點，體現(xiàn)出較好的化學選擇性和立體 選擇性。在復雜的天然產(chǎn)物，藥物分子的合成中，較之其他還原法顯示出更多的優(yōu)點。

應(yīng)用舉例

1. 還原鹵代物等到相應(yīng)的烷烴（反應(yīng)式A，B），并且氘代實驗表明，該還原反應(yīng)經(jīng)過明確的SN2取代機理（反應(yīng)式B）。另外，OTs，OMs等取代基也能被還原。

2. 還原環(huán)氧到醇，在如下例中，三乙基硼氫化鋰比的四氫鋁鋰的選擇性要高很多。


3. 選擇性還原醛酮到相應(yīng)的醇。在α-環(huán)己酮的還原中，以很高的選擇性的得到順勢的產(chǎn)品（反應(yīng)式D）；并且在醛和酮同時存在的情況下，可以優(yōu)先還原醛到相應(yīng)的一級醇（反應(yīng)式E）。其中，Lithium trisiamylborohydride (LiBSia3H)表現(xiàn)出更好的選擇性，以其他取代的環(huán)己酮為例，各氫化物還原總結(jié)如表一。

4. 選擇性的還原羧酸及其衍生物。可以在有其他可被還原的基團存在下，選擇性的還原酯基。

5.其他用途。氫化物也可以轉(zhuǎn)移負氫離子到其他的過度金屬有機化合物上，形成新的M-H化合物，選擇性的脫除甲基。

參考文獻

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(cyclopentadie
MDL NumberMFCD02089401
PubChem Substance ID87577928
EC Number253-479-5
CAS Number37342-97-5
Merck Number8396
Chemical Name Translation氫氯二茂鋯
InChIKeyUVWUHPCWBZSERX-UHFFFAOYSA-M
Canonical SMILES[][Zr]([H])(Cl)[].c1cccc1.c2cccc2
GHS Symbol
WGK Germany3
Precautionary statements
  • P422 Store contents under… 存儲目錄在…之下。
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或醫(yī)生/醫(yī)師。
  • P231+P232
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防護手套/防護服/眼睛的保護物/面部保護物。
  • P305+P351+P338
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通風良好的地方使用。
  • P223 Keep away from any possible contact with water, because of violent reaction and possible flash fire. 遠離任何與水接觸的可能，因為會劇烈反應(yīng)可能產(chǎn)生閃火。
  • P501 Dispose of contents/container to..… 處理內(nèi)容物/容器.....
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉塵/煙/氣體/煙霧/蒸汽/噴霧。
  • P305+P351+P338+P310
  • P264 Wash hands thoroughly after handling. 處理后要徹底洗凈雙手。
  • P301+P330+P331+P310
  • P303+P361+P353
  • P370+P378
  • P270 Do not eat, drink or smoke when using this product. 使用本產(chǎn)品時不要吃東西，喝水或吸煙。
  • P304+P340+P310
  • P301+P330+P331
  • P402+P404
  • P303+P361+P353+P310+P363
    Hazard statements
    • H314 Causes severe skin burns and eye damage 導致嚴重的皮膚灼傷和眼睛損傷
    • H261 In contact with water releases flammable gas 與水接觸時釋放可燃氣體。
      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 眼睛接觸后，立即用大量水沖洗并征求醫(yī)生意見；
      • S27 Take off immediately all contaminated clothing 立即脫掉全部污染的衣服；
      • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴適當?shù)姆雷o服、手套和眼睛/面保護；
      • S16 Keep away from sources of ignition - No smoking 遠離火源，禁止吸煙；
      • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 發(fā)生事故時或感覺不適時，立即求醫(yī)（可能時出示標簽）；
      • S33 Take precautionary measures against static discharges 對靜電采取預防措施；
      • 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) 著火時使用（指明具體的消防器材種類，如果用水增加危險，注明“禁止用水”
      • S60 This material and its container must be disposed of as hazardous waste 該物質(zhì)及其容器必須作為危險廢物處置；
        Packing GroupII
        UN Number 3131
        Risk Statements
        • R11 Highly flammable 非常易燃
        • R15 Contact with water liberates extremely flammable gases 遇水會釋放出極端易燃的氣體
        • R34 Causes burns 會導致灼傷
          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 -
        • 轉(zhuǎn)化氨基化合物生成醛類化合物；石蠟和炔烴的功能化試劑。
        • {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 氫氯二茂鋯
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          化學屬性

          Mol. FormulaC10H11ClZr
          Mol. Weight257.87
          Melting Point300°C
          TSCANo
          Stability對光、空氣和濕度敏感
          Appearance off-white pwdr.
          Boiling Point41.5°C at 760 mmHg
          Danger-Level-
          pH-:-
          Redox-
          Density1.0

          *以上化合物性質(zhì)及應(yīng)用等信息僅供參考