Merck
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223387

Sigma-Aldrich

Nickel(II) chloride hexahydrate

ReagentPlus®

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

Quality Level

product line

ReagentPlus®

assay

23.0-26.0% Ni basis (EDTA titration)

form

powder or crystals

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.

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.

Packaging

2 kg in poly bottle
25, 500 g in poly bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

Quotes and Ordering

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)
The Crystal Structure of Nickel Chloride Hexahydrate, NiCl2.6H2O.
Mizuno J.
Journal of the Physical Society of Japan, 16(8), 1571-1580 (1961)
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)
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)
Jenilee Way et al.
Nuclear medicine and biology, 40(3), 430-436 (2013-01-12)
4-[(18)F]Fluorobenzylamine ([(18)F]FBA) is an important building block for the synthesis of (18)F-labeled compounds. Synthesis of [(18)F]FBA usually involves application of strong reducing agents like LiAlH4 which is challenging to handle in automated synthesis units (ASUs). Therefore, alternative methods for the

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