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357405

Sigma-Aldrich

Zirconium(IV) chloride

≥99.9% trace metals basis

Synonym(s):

Tetrachlorozirconium, Zirconium tetrachloride

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About This Item

Linear Formula:
ZrCl4
CAS Number:
Molecular Weight:
233.04
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

1 mmHg ( 190 °C)

Quality Level

assay

≥99.9% trace metals basis

form

powder

reaction suitability

reagent type: catalyst
core: zirconium

impurities

≤1000.0 ppm Trace Metal Analysis

transition temp

sublimation point 331 °C

density

2.8 g/mL at 25 °C (lit.)

application(s)

battery manufacturing

SMILES string

Cl[Zr](Cl)(Cl)Cl

InChI

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

InChI key

DUNKXUFBGCUVQW-UHFFFAOYSA-J

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Application

Zirconium (IV) chloride acts as an efficient Lewis acid catalyst for various reactions; such as:
  • electrophilic addition reaction of indole with aldehydes/ketones to form bis(indolyl)methanes. electrophilic amination of activated arenes,
  • transthioacetylization of acetals,
  • deoxygenation of heterocyclic-N-oxides,
  • reduction of nitro compounds,
  • conversion of carbonyl compounds to 1,3-oxathiolanes,
  • Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones,
  • direct amide coupling of non activated carboxylic acids and amines,
  • synthesis of quinoxalines and pyrido[2,3-b]pyrazines,
  • deprotection of t-butyldimethylsilyl (TBDMS) ethers.
Activates pyrrolidines for improved conversion, via a modified Bouveault reaction, to the corresponding α,α-dimethylamines.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Met. Corr. 1 - Skin Corr. 1B

supp_hazards

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Zirconium(IV) Chloride - Catalysed Reaction of Indoles: An Expeditious Synthesis of Bis(indolyl)methanes
Nagawade RR, et al.
Bull. Korean Chem. Soc., 26(12) (2005)
Direct Amide Coupling of Non-activated Carboxylic Acids and Amines Catalysed by Zirconium(IV) Chloride
Lundberg H, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 18(13), 3822-3826 null
Aldrichimica Acta, 18, 31-31 (1985)
Eagleson M
Concise Encyclopedia Chemistry null
Zirconium(IV) chloride as versatile catalyst for the expeditious synthesis of quinoxalines and pyrido[2,3-b]pyrazines under ambient conditions
Aghapoor K, et al.
Transition Metal Chemistry, 35(1), 49-53 null

Articles

In the last two decades, a new method termed solid-state metathesis (SSM) has been developed to synthesize compounds that are often difficult to produce conventionally.

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