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Sigma-Aldrich

Bis(cyclopentadienyl)zirconium(IV) dichloride

greener alternative

≥98%

Synonym(s):

Dichlorodicyclopentadienylzirconium, Dichlorozirconocene, Zirconium dicyclopentadiene dichloride, Di(cyclopentadienyl)zirconium(IV) dichloride, Zirconocene dichloride

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About This Item

Empirical Formula (Hill Notation):
C10H10Cl2Zr
CAS Number:
1291-32-3
Molecular Weight:
292.32
EC Number:
215-066-8
MDL number:
MFCD00003726
UNSPSC Code:
12161600
PubChem Substance ID:
24851743
NACRES:
NA.22

Quality Level

100

Assay

≥98%

form

solid

reaction suitability

core: zirconium
reaction type: Polymerization Reactions
reagent type: catalyst
reaction type: Olefin Metathesis

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

parameter

moisture sensitive

mp

242-245 °C (lit.)

greener alternative category

, Aligned

storage temp.

2-8°C

SMILES string

Cl[Zr]Cl.[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2

InChI

1S/2C5H5.2ClH.Zr/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2

InChI key

QRUYYSPCOGSZGQ-UHFFFAOYSA-L

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Zirconocene dichloride serves as a catalyst, enabling efficient synthesis of pyrrole with high yields and simplifies the purification process economically.

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Vidar R Jensen et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 6(9), 1929-1933 (2005-08-03)
Free Car-Parrinello molecular dynamics (CPMD) simulations of four diastereomers of the zirconium-propene complexes [{iPr(3-iPr-CpFlu)}ZriBu(C3H6)]+ (Cp=cyclopentadienyl; Flu=fluorenyl) provide valuable insight into the mechanism and stereocontrol of propene polymerization with stereorigid metallocenes. Spontaneous insertion of propene into the zirconium-isobutyl bond is not
Yuushou Nakayama et al.
Molecules (Basel, Switzerland), 10(6), 620-633 (2007-11-17)
This review article describes developments in chiral metallocenes as polymerization catalysts focusing on C2 symmetric ansa-zirconocene complexes. Selective synthesis of rac-isomers of ansa-zirconocenes are surveyed. Isospecific polymerizations of propylene catalyzed by chiral zirconocenes are summarized. Advanced series of polymerizations by
Hydroamination/cyclization of aminoalkenes using cationic zirconocene and titanocene catalysts.
Denis V Gribkov et al.
Angewandte Chemie (International ed. in English), 43(41), 5542-5546 (2004-10-16)
Peter Wipf et al.
Organic letters, 7(3), 483-485 (2005-01-28)
[reaction: see text] Hydrozirconation of terminal alkynes, followed by AgClO4-catalyzed in situ addition of the resultant alkenylzirconocenes to 1,2-anhydrosugars (glycal epoxides) leads to alpha-C-glycosides in moderate to high yields.
Jozef Stec et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(17), 4896-4904 (2011-03-23)
Tandem insertion of 1,1-dihalo-1-lithio species (halocarbenoids) and lithium alkynides into zirconacyclopentenes and zirconcyclopentanes affords carbocyclic products in high yields via an unusual rearrangement that probably involves addition of an organolithium species to the β-position of a zirconium-alkyne complex to give
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