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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:
10026-11-6
Molecular Weight:
233.04
EC Number:
233-058-2
MDL number:
MFCD00011306
UNSPSC Code:
12352302
PubChem Substance ID:
24861912
NACRES:
NA.23

vapor pressure

1 mmHg ( 190 °C)

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
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

Hazard Classifications

Met. Corr. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014,EUH071

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Eagleson M
Concise Encyclopedia Chemistry null
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)
A facile zirconium(IV) chloride catalysed selective deprotection of t-butyldimethylsilyl (TBDMS) ethers
Sharma GVM, et al.
Tetrahedron Letters, 44, 4689-4691 (2003)
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
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
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