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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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About This Item

Empirical Formula (Hill Notation):
C10H11ClZr
CAS Number:
37342-97-5
Molecular Weight:
257.87
EC Number:
253-479-5
MDL number:
MFCD02089401
UNSPSC Code:
12352101
PubChem Substance ID:
24853395
NACRES:
NA.22

Quality Level

100

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.

Application

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

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H261,H314

Hazard Classifications

Skin Corr. 1B - Water-react 2

WGK

WGK 3

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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Organic Syntheses, 71, 83-83 (1992)
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
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