Bis(cyclopentadienyl)zirconium dichloride

Bis(cyclopentadienyl)zirconium dichloride Basic information
Product Name:Bis(cyclopentadienyl)zirconium dichloride
Synonyms:BIS(CYCLOPENTADIENYL)ZIRCONIUMICHLORIDE;BIS(CYCLOPENTADIENYL)ZIRCONIUM(IV) DICHLORIDE;BIS(CYCLOPENTADIENYL)ZIRCONIUM DICHLORIDE;DICHLORODICYCLOPENTADIENYLZIRCONIUM;DICYCLOPENTADIENYLZIRCONIUM DICHLORIDE;ZIRCONOCENE DICHLORIDE;bis(3-cyclopentadienyl)dichlorozirconium;Bis(cyclopentadienyl)zirconium dichloride~Dichlorobis(cyclopentadienyl)zirconium
CAS:1291-32-3
MF:C10H10Cl2Zr
MW:292.32
EINECS:215-066-8
Product Categories:Catalyst;metallocene;Classes of Metal Compounds;Metallocenes;Titanocene, etc.;Transition Metal Compounds;Zr (Zirconium) Compounds;In the production of anti-cancer drugs organic intermediates;Produce other metallocene compounds.;Used for SBS, SIS hydrogenation catalyst and MVLDPE;material;PETRO CATALYST;Zr
Mol File:1291-32-3.mol
Bis(cyclopentadienyl)zirconium dichloride Structure
Bis(cyclopentadienyl)zirconium dichloride Chemical Properties
Melting point 242-245 °C(lit.)
Boiling point 124-125°C/15mm
Fp 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 Sensitivity4: no reaction with water under neutral conditions
Exposure limitsACGIH: TWA 5 mg/m3; STEL 10 mg/m3
NIOSH: IDLH 25 mg/m3; TWA 5 mg/m3; STEL 10 mg/m3
CAS DataBase Reference1291-32-3(CAS DataBase Reference)
NIST Chemistry ReferenceBis(cyclopentadienyl)zirconium dichloride(1291-32-3)
EPA Substance Registry SystemZirconocene dichloride (1291-32-3)
Safety Information
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
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Bis(cyclopentadienyl)zirconium dichloride Usage And Synthesis
DescriptionBis(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 PropertiesBis(cyclopentadienyl)zirconium dichloride is a white crystals. Soluble in polar organic solvents. Stable in dry air, very slowly hydrolyzes in moist air.1291-32-3.jpg
UsesBis(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.
UsesZirconocene 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.
ApplicationUsed 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.
PreparationSynthesis 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.
ReactionsReagent 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.
Reactions of 1291-32-3_1
Reactions of 1291-32-3_2
Reactions of 1291-32-3_3
General DescriptionThis product has been enhanced for catalytic efficiency.
Air & Water ReactionsBis(cyclopentadienyl)zirconium dichloride is extremely unstable when exposed to air. Decomposes in water .
Reactivity ProfileBis(cyclopentadienyl)zirconium dichloride is incompatible with water, acids, bases, alcohols and halogens.
HazardToxic by inhalation and skin contact, irritant to eyes and mucous membranes.
Fire HazardFlash point data for Bis(cyclopentadienyl)zirconium dichloride are not available, but Bis(cyclopentadienyl)zirconium dichloride is probably combustible.
Safety ProfilePoison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of Zr and Cl-.
Purification MethodsRecrystallise 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
Preparation Productszirconocene
Titanocene dichloride Dichlorodifluoromethane zirconium silicate Zirconium Bis(cyclopentadienyl)zirconium dichloride Dicyclopentadiene rac-Ethylenebis(4,5,6,7-tetrahydro-1-indenyl)]zirconium dichloride BIS(1,3-DIMETHYLCYCLOPENTADIENYL)ZIRCONIUM DICHLORIDE Tetrahydrocyclopentadiene TRANS-1,3-PENTADIENE Bis(cyclopentadienyl)zirconium chloride hydride Dichlorodiphenylsilane Dichlorodimethylsilane METHYLCYCLOPENTADIENE DIMER 4,4'-Dichlorodiphenyl sulfone 1,2-PENTADIENE Zirconyl chloride octahydrate 1,3-Cyclopentadiene

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.