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223387

Sigma-Aldrich

Nickel(II) chloride hexahydrate

ReagentPlus®

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About This Item

Formule linéaire :
NiCl2 · 6H2O
Numéro CAS:
7791-20-0
Poids moléculaire :
237.69
Numéro MDL:
MFCD00149809
Code UNSPSC :
12352302
ID de substance PubChem :
329752304
Nomenclature NACRES :
NA.55

Qualité

reagent

Niveau de qualité

100

Gamme de produits

ReagentPlus®

Forme

powder or crystals

Concentration

23.0-26.0% Ni (EDTA titration)

Chaîne SMILES 

[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

Clé InChI

LAIZPRYFQUWUBN-UHFFFAOYSA-L

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Description générale

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.

Informations légales

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

Pictogrammes

Skull and crossbonesHealth hazardEnvironment
GHS06,GHS08,GHS09

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Lungs

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
MKCV6254
MKCW0333
MKCW0332
BCCL8809
BCCK0996

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Consulter la Bibliothèque de documents

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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