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Sigma-Aldrich

Bis(cyclopentadienyl)zirconium(IV) chloride hydride

95%

Synonym(s):

Di(cyclopentadienyl)zirconium(IV) chloride hydride, Schwartz’ reagent, Zirconocene chloride hydride

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1 G
€41.70
5 G
€139.00
25 G
€389.00

About This Item

Empirical Formula (Hill Notation):
C10H11ClZr
CAS Number:
Molecular Weight:
257.87
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

95%

form

powder

reaction suitability

core: zirconium
reagent type: catalyst
reagent type: reductant

SMILES string

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

InChI

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

InChI key

PSYHEBZUPSHSKK-UHFFFAOYSA-M

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General description

Bis(cyclopentadienyl)zirconium(IV) chloride hydride, also known as Schwartz′s reagent, is utilized as a catalyst in in olefin polymerization.[1]

Application

Bis(cyclopentadienyl)zirconium(IV) chloride hydride can be used:
  • To convert amides to aldehydes.[2]
  • As a reagent for the functionalization of olefins and alkynes.[3]
  • As a reducing agent in the preparation of (E)-vinyl organochalcogenides.[4]
  • To prepare a dioxaborolane derivative, which is a key intermediate for the synthesis of bridged-nicotine analogs.[5]

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B - Water-react 2

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Organic Syntheses, 71, 83-83 (1992)
Preparation, characterization, and activity of silica supported metallocene catalysts
L Britcher, et al.
Chemistry of Materials, 16, 5713-5720 (2004)
Concise synthesis of new bridged-nicotine analogues
Crestey F, et al.
Tetrahedron, 68(5), 1417-1421 (2012)
Paclitaxel from primary taxanes: a perspective on creative invention in organozirconium chemistry
Ganem B and Franke RR
The Journal of Organic Chemistry, 72(11), 3981-3987 (2007)
Bruce Ganem et al.
The Journal of organic chemistry, 72(11), 3981-3987 (2007-03-27)
In this Perspective, which describes the achievements recognized by the 2007 ACS Award for Creative Invention, we discuss the discovery of a new synthetic reaction and its translation into a substantially improved method for manufacturing a major pharmaceutical product--the blockbuster

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    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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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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