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Merck
CN

223670

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
NACRES:
NA.22
PubChem Substance ID:
24853395
UNSPSC Code:
12352101
EC Number:
253-479-5
MDL number:
MFCD02089401

Key Documents

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Product Name

Bis(cyclopentadienyl)zirconium(IV) chloride hydride, 95%

InChI key

PSYHEBZUPSHSKK-UHFFFAOYSA-M

InChI

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

SMILES string

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

assay

95%

form

powder

reaction suitability

core: zirconium
reagent type: catalyst
reagent type: reductant

Quality Level

100

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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.

General description

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

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H261,H314

Hazard Classifications

Skin Corr. 1B - Water-react 2

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3229
MKCS9271
MKCS5378
MKCQ9027
MKCP8849

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Organic Syntheses, 71, 83-83 (1992)
One-pot synthesis of mixed (Z)-1, 2-bis (organylchalcogene)-1-alkenes precursors of the novel beta-organylthio vinyllithium intermediates
Dabdoub MJ, et al.
Tetrahedron Letters, 51(39), 5141-5145 (2010)
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
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)
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