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298174

Sigma-Aldrich

Sodium tetrachloroaurate(III) dihydrate

99%

Synonym(s):

Sodium gold chloride

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About This Item

Linear Formula:
NaAuCl4 · 2H2O
CAS Number:
13874-02-7
Molecular Weight:
397.80
EC Number:
239-241-3
MDL number:
MFCD00149162
UNSPSC Code:
12352302
PubChem Substance ID:
24857964
NACRES:
NA.23

Quality Level

100

Assay

99%

form

solid

reaction suitability

reagent type: catalyst
core: gold

SMILES string

O.O.[Na+].Cl[Au-](Cl)(Cl)Cl

InChI

1S/Au.4ClH.Na.2H2O/h;4*1H;;2*1H2/q+3;;;;;+1;;/p-4

InChI key

OEERDTKOVZFOHF-UHFFFAOYSA-J

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General description

Sodium tetrachloroaurate(III) dihydrate (NaAuCl4·2H2O) is the least expensive gold catalyst that is widely used in many organic transformations such as nucleophilic addition to multiple bonds, nonsymmetrical etherization, and nucleophilic substitution of propargylic alcohols.

Application

Sodium tetrachloroaurate(III) dihydrate can be used as a catalyst:
  • To synthesize 1,5-benzodiazepine and quinoxaline derivatives, which are important heterocycles in pharmaceuticals.
  • For efficient deprotection of tert-butyl(dimethyl)silyl (TBS) protecting groups by a simple and mild method.
It can also be used as a precursor in the synthesis of gold nanoparticles.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000198815
0000198815
MKCW9215
MKCW5198
MKCW6422

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Yumeki Tani et al.
Royal Society open science, 6(5), 190293-190293 (2019-06-21)
Here we found that gold nanoparticles (AuNPs) enhance the optical force acting on vesicles prepared from phospholipids via hydrophobic and electrostatic interactions. A laser beam was introduced into a cuvette filled with a suspension of vesicles and it accelerated them
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International journal of nanomedicine, 14, 5017-5032 (2019-08-03)
Background: Epigallocatechin gallate (EGCG), the major anti-inflammatory compound in green tea, has been shown to suppress osteoclast (OC) differentiation. However, the low aqueous solubility of EGCG always leads to poor bioavailability, adverse effects, and several drawbacks for clinical applications. Purpose:
Umar M Badeggi et al.
Biomolecules, 10(3) (2020-03-19)
In this study, procyanidins fractions of dimers and trimers (F1-F2) from the Leucosidea sericea total extract (LSTE) were investigated for their chemical constituents. The total extract and the procyanidins were employed in the synthesis of gold nanoparticles (Au NPs) and
Michele S Majoumouo et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-03)
Scientists have demonstrated the potential of plant materials as 'green' reducing and stabilizing agents for the synthesis of gold nanoparticles (AuNPs) and opened new ecofriendly horizons to develop effective and less harmful treatment strategies. The current study demonstrated the use
Abdulrahman M Elbagory et al.
International journal of nanomedicine, 14, 9007-9018 (2019-12-11)
Macrophages and Natural Killer (NK) cells are an integral part of the innate immune system. These cells produce pro-inflammatory cytokines in response to bacterial infections. However, prolonged inflammation can be a contributing factor in the etiology of several diseases such
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