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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

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

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Shenting Zhu et al.
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:
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
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
Hsien-Ting Chiu et al.
Theranostics, 7(12), 3034-3052 (2017-08-26)
Recently, living cells with tumor-homing properties have provided an exciting opportunity to achieve optimal delivery of nanotherapeutic agents. However, premature payload leakage may impair the host cells, often leading to inadequate
Xianqing Tian et al.
Talanta, 93, 79-85 (2012-04-10)
Graphene decorated with gold nanoparticles (AuNPs-β-CD-Gra) has been synthesized by in situ thermal reduction of graphene oxide and HAuCl(4) with β-cyclodextrin (β-CD) under alkaline condition. The AuNPs-β-CD-Gra product was well characterized by infrared spectroscopy, X-ray powder diffraction, scanning electron microscopy

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