Bis(cyclopentadienyl)zirconium chloride hydride

ChemicalBook > CAS DataBase List > Bis(cyclopentadienyl)zirconium chloride hydride

Bis(cyclopentadienyl)zirconium chloride hydride

Reaction

Product Name: 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
Formula Weight: 257.87
MOL File: 37342-97-5.mol

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Bis(cyclopentadienyl)zirconium chloride hydride Property

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
InChI: InChI=1S/2C5H5.ClH.Zr.H/c2*1-2-4-5-3-1;;;/h2*1-3H,4H2;1H;;/q;;;+2;-1/p-1
InChIKey: DWFXOSDSYIGRKR-UHFFFAOYSA-M
SMILES: [Zr+2](C1CC=CC=1)C1CC=CC=1.[Cl-].[H-]
CAS DataBase Reference: 37342-97-5(CAS DataBase Reference)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H261In contact with water releases flammable gas

H314Causes severe skin burns and eye damage

Precautionary statements

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P231+P232Handle under inert gas. Protect from moisture.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 223670
Product name: Bis(cyclopentadienyl)zirconium(IV) chloride hydride
Purity: 95%
Packaging: 1g
Price: $42.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 223670
Product name: Bis(cyclopentadienyl)zirconium(IV) chloride hydride
Purity: 95%
Packaging: 5g
Price: $143
Updated: 2024/03/01

TCI Chemical

Product number: Z0010
Product name: Zirconocene Chloride Hydride
Purity: >96.0%(T)
Packaging: 1g
Price: $39
Updated: 2024/03/01

TCI Chemical

Product number: Z0010
Product name: Zirconocene Chloride Hydride
Purity: >96.0%(T)
Packaging: 5g
Price: $118
Updated: 2024/03/01

Alfa Aesar

Product number: L15164
Product name: Bis(cyclopentadienyl)zirconium hydridochloride, 95%
Packaging: 1g
Price: $38.5
Updated: 2023/06/20

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Bis(cyclopentadienyl)zirconium chloride hydride Chemical Properties,Usage,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

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.

Uses

Bis(cyclopentadienyl)zirconium hydridochloride is used in the conversion of amides to aldehydes. It is also used as a pharmaceutical 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.

reaction suitability

core: zirconium
reagent type: catalyst
reagent type: reductant

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

Toluene Sodium Carbon tetrachloride Tetrahydrofuran Lithium Aluminum Hydride Zirconium tetrachloride 1,3-Cyclopentadiene

Preparation Products

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View Lastest Price from Bis(cyclopentadienyl)zirconium chloride hydride manufacturers

XINXIANG RUNYU MATERIAL CO., LTD.

Product: Bis(cyclopentadienyl)zirconium chloride hydride 37342-97-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 0.96
Supply Ability: 500kg
Release date: 2021-11-30

Zhengzhou HQ Material CO.,LTD.

Product: Bis(cyclopentadienyl)zirconium chloride hydride 37342-97-5
Price: US $0.00-0.00/Kg/Drum
Min. Order: 100g
Purity: 99%+
Supply Ability: 25kg
Release date: 2021-12-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Bis(cyclopentadienyl)zirconium chloride hydride 37342-97-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

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SCHWARTZ'S REAGENT

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Zriconocene hydrochloride

Bis(cyclopentadienyl)zirconium(IV) Chloride Hydride [Zirconocene Dichloride]

Zirconocene chloride hydride, 94%, reagent grade

oride hydride

)zirconium chL

Bis(cyclopentadienyl)zirconium chloride hydride ISO 9001：2015 REACH

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Supply best quality /favorable price Bis(cyclopentadienyl)zirconium chloride hydride

Zirconium, chlorobis(η5-?2,?4-?cyclopentadien-?1-?yl)?hydro-

Bis (cyclopentadiene) zirconium dichloride

cyclopenta-1,3-diene hydride zirconium chloride

Bis(cyclopentadienyl)zirconium chloride hydride (Schwartz's Reagent)

37342-97-5

C10H11ClZr

C5H52ZrClH

Reduction

Transition Metal Compounds

Titanocene, etc.

Classes of Metal Compounds

Zr (Zirconium) Compounds

Metallocenes

Metal Hydrides

Synthetic Reagents

Classes of Metal Compounds

Metallocenes

Reduction

Synthetic Organic Chemistry

Titanocene, etc.

Transition Metal Compounds