Bis(cyclopentadienyl)zirconium chloride hydride
- CAS No.
- 37342-97-5
- Chemical Name:
- Bis(cyclopentadienyl)zirconium chloride hydride
- Synonyms
- SCHWARTZ REAGENT;SCHWARTZ'S REAGENT;ZIRCONOCENE CHLORIDE HYDRIDE;BIS(CYCLOPENTADIENYL)ZIRCONIUM(IV) CHLORIDE HYDRIDE;BIS(CYCLOPENTADIENYL)ZIRCONIUM HYDRIDOCHLORIDE;Schwartz's;oride hydride;)zirconium chL;SCHWART'S REAGENT;SCHWARTZ' REAGENT
- CBNumber:
- CB7105513
- Molecular Formula:
- C10H11ClZr
- Molecular Weight:
- 257.87
- MDL Number:
- MFCD02089401
- MOL File:
- 37342-97-5.mol
- MSDS File:
- SDS
| Melting point | 300 °C |
|---|---|
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| form | Powder |
| color | off-white |
| Water Solubility | reacts |
| Sensitive | Light, Air & Moisture Sensitive |
| Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
| 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) |
| FDA UNII | S84D01XQGL |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H261-H314 | |||||||||
| Precautionary statements | P223-P231+P232-P260-P280-P303+P361+P353-P305+P351+P338 | |||||||||
| Hazard Codes | F,C | |||||||||
| Risk Statements | 11-15-34 | |||||||||
| Safety Statements | 16-26-27-36/37/39-8-45 | |||||||||
| RIDADR | UN 3131 4.3/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 8-10-23 | |||||||||
| HazardClass | 4.3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29319090 | |||||||||
| NFPA 704 |
|
Bis(cyclopentadienyl)zirconium chloride hydride price More Price(22)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 223670 | Bis(cyclopentadienyl)zirconium(IV) chloride hydride 95% | 37342-97-5 | 1g | $42.6 | 2024-03-01 | Buy |
| Sigma-Aldrich | 223670 | Bis(cyclopentadienyl)zirconium(IV) chloride hydride 95% | 37342-97-5 | 5g | $143 | 2024-03-01 | Buy |
| TCI Chemical | Z0010 | Zirconocene Chloride Hydride >96.0%(T) | 37342-97-5 | 1g | $39 | 2024-03-01 | Buy |
| TCI Chemical | Z0010 | Zirconocene Chloride Hydride >96.0%(T) | 37342-97-5 | 5g | $118 | 2024-03-01 | Buy |
| Alfa Aesar | L15164 | Bis(cyclopentadienyl)zirconium hydridochloride, 95% | 37342-97-5 | 1g | $38.5 | 2023-06-20 | Buy |
Bis(cyclopentadienyl)zirconium chloride hydride Chemical Properties,Uses,Production
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.
Chemical Properties
Dicyclopentadienylzirconium hydride chloride, zirconocene hydride chloride, Schwartz’s reagent, Cp2ZrHCl (Cp = C5H5), is a white microcrystalline powder, mp >300℃(dec.). Under the influence of light or heat the color changes to pink, then gradually to dark red. The compound is sensitive to moisture; it is virtually insoluble in the usual organic solvents such as ethers, consistent with its polymeric character. It dissolves in halogenated solvents with evolution of heat, forming Cp2ZrClX, where X = Cl, Br, or I.
Uses
Bis(cyclopentadienyl)zirconium hydridochloride is used in the conversion of amides to aldehydes. It is also used as a pharmaceutical intermediate.
Uses
Functionalization of unsaturated systems via an organozirconium intermediate. Schwartz’s reagent is used in limited amounts in organic synthesis for the selective hydrozirconation of alkenes and alkynes. The reaction takes place rapidly and quantitatively at room temperature, forming zirconium alkyls or alkenyls that may be converted into useful functionalized derivatives. For example, reaction with carbon monoxide followed by removal of the zirconium-containing part of the molecule yields a variety of carbonyl compounds.
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.]
Bis(cyclopentadienyl)zirconium chloride hydride Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15956 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21689 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32686 | 60 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Zhengzhou HQ Material CO.,LTD. | +86-371-55919009 +8615225108189 | sale1@hqmat.com | China | 634 | 58 |
| Wuhan Pengo Technology.,Ltd. | +86-27-81330736 +86-13628634921 | sunny.w@boronicgroup.com | CHINA | 171 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49391 | 58 |
View Lastest Price from Bis(cyclopentadienyl)zirconium chloride hydride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-07-27 | Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
|
US $0.00-0.00 / KG | 1KG | 0.96 | 500kg | XINXIANG RUNYU MATERIAL CO., LTD. | |
 |
2021-12-11 | Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
|
US $0.00-0.00 / Kg/Drum | 100g | 99%+ | 25kg | Zhengzhou HQ Material CO.,LTD. | |
 |
2021-07-13 | Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
-
- Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
- US $0.00-0.00 / KG
- 0.96
- XINXIANG RUNYU MATERIAL CO., LTD.
-
- Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
- US $0.00-0.00 / Kg/Drum
- 99%+
- Zhengzhou HQ Material CO.,LTD.
-
- Bis(cyclopentadienyl)zirconium chloride hydride
37342-97-5
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd