Skip to Content
Merck
All Photos(3)

Documents

298174

Sigma-Aldrich

Sodium tetrachloroaurate(III) dihydrate

99%

Synonym(s):

Sodium gold chloride

Sign Into View Organizational & Contract Pricing
All Photos(3)

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

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

Looking for similar products? Visit Product Comparison Guide

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Articles

Gold Catalyst

We are proud to offer a treasure-trove of gold precatalysts and silver salts, as well as an extensive portfolio of unsaturated building blocks to accelerate your research success in this exciting field.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service