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Bis(cyclopentadienyl)zirconium dichloride

Product Name
Bis(cyclopentadienyl)zirconium dichloride
CAS No.
1291-32-3
Chemical Name
Bis(cyclopentadienyl)zirconium dichloride
Synonyms
ZIRCONOCENE DICHLORIDE;zirconocene;BIS(CYCLOPENTADIENYL)ZIRCONIUM(IV) DICHLORIDE;Dicyclopentadienyldichlorozirconium;Bis(cyclopentadienyl)zirconium dichlorid;Bis(cycL;bis(ηopentadienyL;)zirconium dichL;Dichlorozirconocene
CBNumber
CB3756849
Molecular Formula
C10H10Cl2Zr
Formula Weight
292.32
MOL File
1291-32-3.mol
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Bis(cyclopentadienyl)zirconium dichloride Property

Melting point:
242-245 °C(lit.)
Boiling point:
124-125°C/15mm
Flash point:
124-125°C/15mm
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
form 
Powder
color 
white to off-white
Water Solubility 
hydrolysis
Sensitive 
Air & Moisture Sensitive
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
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
1291-32-3(CAS DataBase Reference)
NIST Chemistry Reference
Bis(cyclopentadienyl)zirconium dichloride(1291-32-3)
EPA Substance Registry System
Zirconocene dichloride (1291-32-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-34
Safety Statements 
26-36-45-36/37/39
RIDADR 
UN3261
WGK Germany 
3
RTECS 
ZH7525000
8-10-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
196215
Product name
Bis(cyclopentadienyl)zirconium(IV) dichloride
Purity
≥98%
Packaging
5g
Price
$41.5
Updated
2024/03/01
Sigma-Aldrich
Product number
196215
Product name
Bis(cyclopentadienyl)zirconium(IV) dichloride
Purity
≥98%
Packaging
25g
Price
$133
Updated
2024/03/01
TCI Chemical
Product number
Z0007
Product name
Zirconocene Dichloride
Purity
>97.0%(T)
Packaging
5g
Price
$41
Updated
2024/03/01
TCI Chemical
Product number
Z0007
Product name
Zirconocene Dichloride
Purity
>97.0%(T)
Packaging
25g
Price
$118
Updated
2024/03/01
Alfa Aesar
Product number
012548
Product name
Bis(cyclopentadienyl)zirconium dichloride
Packaging
5g
Price
$40.2
Updated
2023/06/20
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Bis(cyclopentadienyl)zirconium dichloride Chemical Properties,Usage,Production

Description

Bis(cyclopentadienyl)zirconium(IV) Dichloride or zirconocene dichloride is one of numerous organo-metallic compounds (also known as metalorganic, organo-inorganic and metallo-organic compounds) sold by American Elements under the trade name AE Organo-MetallicsTM. As is the case for other transition metal metallocenes, bis(cyclopentadienyl)zirconium(IV) dichloride is most often used as a catalyst.

Chemical Properties

Bis(cyclopentadienyl)zirconium dichloride is a white crystals. Soluble in polar organic solvents. Stable in dry air, very slowly hydrolyzes in moist air.

Uses

Bis(cyclopentadienyl)zirconium dichloride is used for for Stereoselective Glycosidation. It is also used in the catalyzed transamidation of primary amides with amines. Zirconocene dichloride can also be used to prepare the Negishi reagent,in oxidative cyclisation reactions. Other applications include it is used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.

Uses

Zirconocene Dichloride is the main catalyst for Kaminsky-type catalytic systems, which have high activity and isotropy for catalytic olefin polymerization, and catalytic olefin zwitterionization has also been reported in the literature. Zirconocene Dichloride is also the main component of Negishi's reagent, which can be used for the ring formation of intramolecular dienes and the ring formation of intermolecular alkynes and olefins. Rubber accelerator, component of a catalyst system for polymerization of vinyl monomers, curing agent for water-repellent silicone materials, agent for plating with zirconium.

Application

Used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.
Direct amide formation from unactivated carboxylic acids and amines.
Useful in the synthesis of a wide range of early-transition-metal complexes and organometallic compounds.

Preparation

Synthesis of zirconium dichlorodichloride
A stirring magnet was placed in a 500 mL three-necked flask, fitted with a constant pressure dropping funnel and reflux condenser, evacuated, and replaced with pure nitrogen three times. The flask was added with 50mL of toluene and 22.3g (0.1mol) of ZrCl4, and the suspension was made by turning on the stirring. Add the THF solution of sodium cyclopentadienylide to a constant pressure dropping funnel, add dropwise at room temperature, keep the reaction solution slightly boiling, after the dropwise addition, continue the reaction for 2h. Under the heating of oil bath at 50℃, evaporate the solvent under reduced pressure to obtain a yellow solid. Put the solid into a soxhlet extractor and extract with CHCl3. Most of the solvent in the extract was evaporated under reduced pressure, and the solid was precipitated after cooling and filtered. The product was washed with a small amount of CHCl3 and dried under vacuum, yielding 20.2g of white crystals, 69% yield.

Reactions

Reagent for the conversion of enynes to bicyclic cyclopentenones.
Precursor for the cyclization of dienes to cyclopentane and cyclohexane derivatives.
Precatalyst for the alkylation of olefins.
Precursor to zirconocene complexes of unsaturated organic molecules.
Catalyst for the coupling of alkoxymethyl-substituted styrene derivatives.
Reagent for the carboalumination-Claisen rearrangement-carbonyl addition cascade reaction.
Useful for the preparation of vinyl allenes.
Reagent for the alkynylation of epoxides.
Catalyst for the formation of carbocycles from cyclic enol ether.


General Description

This product has been enhanced for catalytic efficiency.

Air & Water Reactions

Bis(cyclopentadienyl)zirconium dichloride is extremely unstable when exposed to air. Decomposes in water .

Reactivity Profile

Bis(cyclopentadienyl)zirconium dichloride is incompatible with water, acids, bases, alcohols and halogens.

Hazard

Toxic by inhalation and skin contact, irritant to eyes and mucous membranes.

Fire Hazard

Flash point data for Bis(cyclopentadienyl)zirconium dichloride are not available, but Bis(cyclopentadienyl)zirconium dichloride is probably combustible.

Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of Zr and Cl-.

Purification Methods

Recrystallise the dichloride from CHCl3 or xylene and dry it in a vacuum. 1H NMR (CDCl3) : 6.52 from Me4Si. Store it dry in the dark under N2. [Reid et al. Aust J Chem 18 173 1965, Beilstein 16 IV 1770.]

Bis(cyclopentadienyl)zirconium dichloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Bis(cyclopentadienyl)zirconium dichloride Suppliers

Sinocompound Catalysts Co., Ltd.
Tel
0512-67216630 18962121273
Fax
0512-56316689
Email
sales@sinocompound.com
Country
China
ProdList
278
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64
WUXI HONORSHINE CHEMICAL CO.,LTD.
Tel
0510-83593312 13665125081
Fax
0510-83574508
Email
sales@honorshinechem.com
Country
China
ProdList
52
Advantage
60
Zhengzhou HQ Material Co., Ltd.
Tel
0371-67759225 13526468238
Fax
0371-55919558
Email
sales@hqmat.com
Country
China
ProdList
471
Advantage
55
Jiangsu Jingping New Material Technology Co., Ltd.
Tel
18852320356
Email
3437818551@qq.com
Country
China
ProdList
39
Advantage
58
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8415
Advantage
55
Tianjin Zhongxin Chemtech Co., Ltd.
Tel
022-66880623
Fax
86(0)22-66880086
Email
sales@tjzxchem.com
Country
China
ProdList
613
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
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View Lastest Price from Bis(cyclopentadienyl)zirconium dichloride manufacturers

Shanghai UCHEM Inc.
Product
Bis(cyclopentadienyl)zirconium dichloride 1291-32-3
Price
US $24.00-333.00/g
Min. Order
25g
Purity
0.98
Supply Ability
10kg
Release date
2024-10-28
WUXI HONOR SHINE CHEMICAL CO.,LTD
Product
Zirconocene Dichlorid 1291-32-3
Price
US $0.00-0.00/KG/CTN
Min. Order
20KG/CTN
Purity
98%
Supply Ability
45tons
Release date
2021-12-28
Shaanxi Dideu Medichem Co. Ltd
Product
Bis(cyclopentadienyl)zirconium dichloride 1291-32-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
10000KG
Release date
2024-09-04

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