Skip to Content
Merck
All Photos(4)

Documents

223387

Sigma-Aldrich

Nickel(II) chloride hexahydrate

ReagentPlus®

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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.

Application

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

Legal Information

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

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
John M Besser et al.
Environmental toxicology and chemistry, 32(11), 2495-2506 (2013-05-10)
This study evaluated the chronic toxicity of Ni-spiked freshwater sediments to benthic invertebrates. A 2-step spiking procedure (spiking and sediment dilution) and a 2-stage equilibration period (10 wk anaerobic and 1 wk aerobic) were used to spike 8 freshwater sediments with wide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service