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Merck

8.08913

Zirconium(IV) chloride

greener alternative

anhydrous, for synthesis

Synonym(s):

Zirconium(IV) chloride, Zirconium tetrachloride

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About This Item

Empirical Formula (Hill Notation):
Cl4Zr
CAS Number:
10026-11-6
Molecular Weight:
233.04
UNSPSC Code:
12352302
EC Index Number:
233-058-2
NACRES:
NA.22
MDL number:
MFCD00011306
Grade:
synthesis grade
Form:
crystals

Key Documents

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grade

synthesis grade

Quality Level

200

vapor pressure

1.3 hPa ( 190 °C)

form

crystals

potency

1688 mg/kg LD50, oral (Rat)

greener alternative product characteristics

Catalysis
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pH

<1 (20 °C in H2O, saturated aqueous solution)

mp

437 °C

density

2.80 g/cm3 at 15 °C

bulk density

1200 kg/m3

greener alternative category

Aligned

storage temp.

2-30°C

SMILES string

[Zr](Cl)(Cl)(Cl)Cl

InChI

1S/4ClH.Zr/h4*1H;/q;;;;+4/p-4

InChI key

DUNKXUFBGCUVQW-UHFFFAOYSA-J

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General description

Zirconium(IV) chloride is a Lewis acid catalyst, widely used in organic synthesis for the preparation of useful key intermediates. Since it is a stable and environmentally friendly catalyst used in various chemical reactions such as carbon-carbon bond formation reactions, reduction reactions, protection, and deprotection reactions.

Application

Zirconium(IV) chloride can be used as a catalyst to synthesize:
  • β-amino alcohols by ring-opening of epoxides with aromatic amines.
  • β-amino analogs via conjugate addition of aliphatic amines to α,β-unsaturated ester, nitriles, and ketones.
  • 1,3,4-oxadiazole derivatives by cyclodehydration of 1,2-diacylhydrazines.
  • 3,4-Dihydropyrimidinone derivatives via Biginelli condensation reaction of aromatic aldehyde, β-ketoester, and urea.

Features and Benefits

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

Analysis Note

Assay (argentometric): ≥ 98.0 %
Hafnium (Hf): ≤ 40 ppm
Identity (ICP-OES): passes test

pictograms

Corrosion
GHS05

signalword

Danger

Hazard Classifications

Met. Corr. 1 - Skin Corr. 1B

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

hcodes

H290,H314

supp_hazards

EUH014,EUH071

Storage Class

8B - Non-combustible corrosive hazardous materials

Certificates of Analysis (COA)

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Zirconium (IV) Chloride Mediated Cyclodehydration of 1, 2-Diacylhydrazines: A Convenient Synthesis of 2, 5-Diaryl 1, 3, 4-Oxadiazoles
Sharma GVM, et al.
Synthetic Communications, 34(13), 2387-2391 (2004)
Zirconium (IV) chloride catalyzed ring opening of epoxides with aromatic amines
Swamy NR, et al.
Synthetic Communications, 34(4), 727-734 (2004)
Zirconium (IV) chloride catalyzed one-pot synthesis of 3, 4-dihydropyrimidin-2 (1H)-ones
Reddy Ch Venkateshwar, et al.
Tetrahedron Letters, 43(14), 2657-2659 (2002)
Zirconium (IV) Chloride-Mediated Chemoselective Conjugate Addition of Aliphatic Amines to α, β-Ethylenic Compounds
Meshram HM, et al.
Synthetic Communications, 36(6), 795-801 (2006)
Applications of zirconium (IV) chloride in organic synthesis
Smitha G, et al.
Synthesis, 2008(06), 829-855 (2008)

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