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223387

Sigma-Aldrich

Nickel(II) chloride hexahydrate

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25 G
$75.70
500 G
$142.00
2 KG
$469.00

About This Item

Linear Formula:
NiCl2 · 6H2O
CAS Number:
Molecular Weight:
237.69
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.55
form:
powder or crystals

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Quality Level

100
200

product line

ReagentPlus®

form

powder or crystals

concentration

23.0-26.0% Ni (EDTA titration)

SMILES string

[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].Cl[Ni]Cl

InChI

1S/2ClH.Ni.6H2O/h2*1H;;6*1H2/q;;+2;;;;;;/p-2

InChI key

LAIZPRYFQUWUBN-UHFFFAOYSA-L

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General description

Nickel(II) chloride hexahydrate is a hydrated nickel salt. Its crystals were monoclinc and crystal structure was investigated by X-ray single crystal method.[1]

Application

Nickel(II) chloride hexahydrate may be employed as a catalyst in the high yield synthesis of tetra-substituted pyrrole derivatives.[2] It may be used for the conversion of tetrahydropyranyl (THP) and tert-butyldimethylsilyl (TBS) ethers to the corresponding hydroxyl compounds.[3]
Nickel(II) chloride hexahydrate may be used as a catalyst in the following processes:
  • Synthesis of tetra-substituted pyrrole derivatives via four-component condensation reaction of aromatic aldehydes, benzylamines, β-ketoesters and nitroalkanes.[2]
  • In combination with 1,2-ethanedithiol for the deprotection of tetrahydropyranyl (THP) and tert-butyldimethylsilyl (TBS) ethers to their corresponding hydroxyl compounds.[3]
  • Synthesis of 3,4-dihydropyrimidinones from aldehydes and β-keto esters via Biginelli condensation.[4]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A Inhalation - Muta. 2 - Repr. 1B - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 Inhalation

target_organs

Lungs

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Catalysis of the Biginelli reaction by ferric and nickel chloride hexahydrates. One-pot synthesis of 3, 4-dihydropyrimidin-2 (1H)-ones.
Lu J and Bai Y.
Synthesis, 2002(04), 0466-0470 (2002)
Synthesis of tetra-substituted pyrroles, a potential phosphodiesterase 4B inhibitor, through nickel (II) chloride hexahydrate catalyzed one-pot four-component reaction.
Khan AT, et al.
Tetrahedron Letters, 53(32), 4145-4150 (2012)
The Crystal Structure of Nickel Chloride Hexahydrate, NiCl2.6H2O.
Mizuno J.
Journal of the Physical Society of Japan, 16(8), 1571-1580 (1961)
A catalytic amount of nickel (II) chloride hexahydrate and 1, 2-ethanedithiol is a good combination for the cleavage of tetrahydropyranyl (THP) and tert-butyldimethylsilyl (TBS) ethers.
Khan AT, et al.
Tetrahedron Letters, 45(52), 9617-9621 (2004)
Ritu Tyagi et al.
Journal of applied toxicology : JAT, 33(2), 134-141 (2011-09-20)
Heavy metals are known for their associated nephrotoxicity and nickel is no exception. An integrated metabonomic approach, based on high-resolution (1) H NMR spectroscopy, was applied to determine the acute biochemical effects of NiCl(2) on the renal tissues of rats.

Articles

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

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