| Identification | More | [Name]
Bis(cyclopentadienyl)zirconium chloride hydride | [CAS]
37342-97-5 | [Synonyms]
BIS(CYCLOPENTADIENYL)ZIRCONIUM CHLORIDE HYDRIDE
BIS(CYCLOPENTADIENYL)ZIRCONIUM HYDRIDOCHLORIDE
BIS(CYCLOPENTADIENYL)ZIRCONIUM(IV) CHLORIDE HYDRIDE
DI(CYCLOPENTADIENYL)ZIRCONIUM CHLORIDE HYDRIDE
SCHWART'S REAGENT
SCHWARTZ REAGENT
SCHWARTZ' REAGENT
SCHWARTZ'S REAGENT
ZIRCONOCENE CHLORIDE HYDRIDE
ZIRCONOCENE DICHLORIDE
ZIRCONOCENE HYDROCHLORIDE
Di(cyclopentadienyl)zirconium(IV) chloride hydride
bis(3-cyclopentadienyl)chlorohydrurozirconium
Bis(cyclopentadienyl)zirconium chloride hydride (Schwartz's Reagent),
Bis(cyclopentadienyl)zirconiumchloridehydride~Schwartz'sReagent~Zirconocenehydrochloride
Zirconocenechloridehydride,95%
Bis(cyclopentadienyl)zirconiumchloridehydride(Schwartz'sReagent),95%
Di(cyclopentadienyl)zirconium(IV) chloride hydride, Schwartz reagent, Zirconocene chloride hydride
Schwartz's | [EINECS(EC#)]
253-479-5 | [Molecular Formula]
C10H11ClZr | [MDL Number]
MFCD02089401 | [Molecular Weight]
257.87 | [MOL File]
37342-97-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to beige powder | [Melting point ]
300 °C
| [storage temp. ]
2-8°C
| [form ]
Powder | [color ]
off-white | [Water Solubility ]
reacts | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Light, Air & Moisture Sensitive | [Merck ]
14,8396 | [Exposure limits]
ACGIH: TWA 5 mg/m3; STEL 10 mg/m3
NIOSH: IDLH 25 mg/m3; TWA 5 mg/m3; STEL 10 mg/m3 | [CAS DataBase Reference]
37342-97-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C | [Risk Statements ]
R11:Highly Flammable.
R15:Contact with water liberates extremely flammable gases.
R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S8:Keep container dry .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3131 4.3/PG 2
| [WGK Germany ]
3
| [F ]
8-10-23 | [HazardClass ]
4.3 | [PackingGroup ]
II | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to beige powder | [Uses]
Functionalization of unsaturated systems via an organozirconium intermediate. | [Preparation]
Schwartz’s reagent is produced by reaction of zirconocene dichloride (Cp2ZrCl2) with LiAlH4 or LiAlH[OC(CH3)3]3 in THF solution. The commercial product (Alfa Ventron, Aldrich) is slightly pink. | [Purification Methods]
It is moisture and light sensitive. Determine its purity by reaction with a slight excess of Me2CO whereby the active H reacts to produce Cp2ZrClOPri and the integrals of the residual Me2CO in the 1H NMR will show its purity. The presence of Cp2ZrH2 can be determined because it forms Cp2Zr(OPri)2. For a very active compound, it is best to prepare it freshly from the dichloride (see below) by reduction with Vitride [LiAl(OCH2CH2OH)2H2], the white precipitate is filtered off, washed with tetrahydrofuran, then Et2O and dried in a vacuum. Store it dry in the dark. [Carr & Schwartz J Am Chem Soc 101 3521 1979, Negishi & Takahashi Synthesis 1 1988, Beilstein 16 IV 1770.] |
| Questions And Answer | Back Directory | [Reaction]
- Reagent for the hydrozirconation of olefins.
- Reagent for the hydrozirconation of alkynes.
- Catalyst for the hydroboration of olefins.
- Mediates the reduction of tertiary amides to aldehydes, without reduction of cyano, nitro, ester, or α,β-unsaturated groups.
- Catalyst for the asymmetric vinylation and dienylation of ketones.
- Useful reagent for dimethylzinc mediated additions alkenylzirconocenes to aldimines.
- Useful reagent for the synthesis of oxidized amides from nitriles.
- Reagent for the hydrozirconation of propargylic alcohols.
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