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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:
Molecular Weight:
397.80
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

Signal Word

Warning

Hazard Statements

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

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’.

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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.
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Douglas E. Berning et al.
Inorganic chemistry, 36(13), 2765-2769 (1997-06-18)
The reactions of water-soluble bisphosphines (HOH(2)C)(2)PC(6)H(4)P(CH(2)OH)(2) (1) and (HOH(2)C)(2)PCH(2)CH(2)P(CH(2)OH)(2) (2) with NaAuCl(4), in aqueous media, or AuClPPh(3), in biphasic media (aqueous/organic), produced the water/alcoholic-soluble Au(I) complexes [Au{(HOH(2)C)(2)PC(6)H(4)P(CH(2)OH)(2)}(2)]Cl (3), [Au{(HOH(2)C)(2)PCH(2)CH(2)P(CH(2)OH)(2)}(2)]Cl (4), and [Au(2){(HOH(2)C)(2)PCH(2)CH(2)P(CH(2)OH)(2)}(2)]Cl(2) (5) in near quantitative yields. Stability and cysteine-challenge

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