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196215

Bis(cyclopentadienyl)zirconium(IV) dichloride

greener alternative

≥98%, solid

Synonym(s):

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

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5 G

$45.50

25 G

$146.00

100 G

$291.00

$45.50

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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

Key Documents

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Product Name

Bis(cyclopentadienyl)zirconium(IV) dichloride, ≥98%

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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1 of 4

This Item
357537221880223689
Bis(cyclopentadienyl)zirconium(IV) dichloride ≥98%

Sigma-Aldrich

196215

Bis(cyclopentadienyl)zirconium(IV) dichloride

Pentamethylcyclopentadienyliridium(III) chloride,dimer 96%

Sigma-Aldrich

357537

Pentamethylcyclopentadienyliridium(III) chloride,dimer

Zirconium(IV) chloride ≥99.5% trace metals basis

Sigma-Aldrich

221880

Zirconium(IV) chloride

Bis(benzonitrile)palladium(II) chloride 95%

Sigma-Aldrich

223689

Bis(benzonitrile)palladium(II) chloride

assay

≥98%

assay

96%

assay

≥99.5% trace metals basis

assay

95%

reaction suitability

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

reaction suitability

core: iridium, reagent type: catalyst

reaction suitability

-

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

form

solid

form

solid

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

mp

242-245 °C (lit.)

mp

-

mp

-

mp

131 °C (lit.)

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.[1]

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.[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000424493
0000424493
MKCW9122
MKCV6442
MKCW5105

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Benjamin N Atkinson et al.
Chemical communications (Cambridge, England), 48(95), 11626-11628 (2012-10-26)
Zirconocene dichloride (Cp(2)ZrCl(2)) has been shown to be an effective catalyst for the transamidation of primary amides with amines in cyclohexane at 80 °C in 5-24 hours. For favourable substrates, the reaction can be performed at temperatures as low as
Shizue Mito et al.
Chemical communications (Cambridge, England), (19)(19), 2495-2496 (2005-05-12)
Zirconocene-alkyne complexes prepared from Cp2ZrBu2, phosphines and alkynes reacted with CO to give double carbonylation products, 4-hydroxycyclobuten-1-one derivatives after hydrolysis.
José Barluenga et al.
Organic letters, 9(16), 3081-3084 (2007-07-20)
A new regio- and stereoselective zirconocene-catalyzed reaction for the synthesis of medium-sized rings is described. The global reaction supposes a formal ring expansion of a cyclic enol ether to give a functionalized carbocycle.
Andy M Chapman et al.
Journal of the American Chemical Society, 133(45), 18463-18478 (2011-10-01)
The extension of the frustrated Lewis pair (FLP) concept to the transition series with cationic zirconocene-phosphinoaryloxide complexes is demonstrated. Such complexes mimic the reactivity of main group FLPs in reactions such as heterolytic hydrogen cleavage, CO(2) activation, olefin and alkyne
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.
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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