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Key Documents

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
form:
solid

Quality Level

Assay

99%

form

solid

reaction suitability

core: sodium
reagent type: catalyst

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

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