Skip to Content
Merck
All Photos(2)

Documents

254037

Sigma-Aldrich

Chloro(triphenylphosphine)gold(I)

≥99.9% trace metals basis

Synonym(s):

(Ph3P)AuCl, Triphenylphosphinegold(I) chloride

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
[(C6H5)3P]AuCl
CAS Number:
14243-64-2
Molecular Weight:
494.71
EC Number:
238-117-6
MDL number:
MFCD00009588
UNSPSC Code:
12161600
PubChem Substance ID:
24855348
NACRES:
NA.22

Quality Level

100

Assay

≥99.9% trace metals basis

form

solid

reaction suitability

core: gold
reagent type: catalyst

SMILES string

Cl[Au].c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P.Au.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h1-15H;;1H/q;+1;/p-1

InChI key

IFPWCRBNZXUWGC-UHFFFAOYSA-M

Related Categories

Application

Gold Catalysts — 21st Century ′Gold Rush′
Catalyst employed in the cyclization of O-propargyl carbamates to alkylideneoxazolidinones via a 5-exo-digonal pathway at room temperature. Also catalyzes the cycloisomerization of enynes containing a cyclic olefin into highly-fused, polycyclic dienes at room temperature.
Reagent is used with cocatalytic halide abstraction agent to activate π-systems toward addition by heteroatom and carbon nucleophiles.

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

Leseurre, L. et al.
Organic Letters, 9 (2007)
Ming Zhang et al.
Molecules (Basel, Switzerland), 17(3), 2812-2822 (2012-03-08)
An efficient method for the synthesis of β-enaminones and β-enaminoesters using a combination of [(PPh(3))AuCl]/AgOTf as catalyst has been developed. The reaction between 1,3-dicarbonyl compounds and primary amines was carried out under solvent-free conditions with low catalyst loading in good
Synlett, 3309-3309 (2006)
Sang Ick Lee et al.
The Journal of organic chemistry, 71(25), 9366-9372 (2006-12-02)
Gold(I)-catalyzed cyclization of enynes containing an olefinic cycle has been studied. The introduction of an olefinic ring instead of a terminal alkene in enynes dramatically increased the yield of the reaction. Enynes having an olefinic cycle were prepared by a
Elena Barreiro et al.
Journal of inorganic biochemistry, 102(2), 184-192 (2007-09-18)
The reaction of triphenylphosphinegold(I) chloride in ethanol in a 1:1 molar ratio with the 3-(aryl)-2-sulfanylpropenoic acids H(2)xspa [x: p=3-phenyl-, Clp=3-(2-chlorophenyl)-, -o-mp=3-(2-methoxyphenyl)-, -p-mp=3-(4-methoxyphenyl)-, -o-hp=3-(2-hydroxyphenyl)-, -p-hp=3-(4-hydroxyphenyl)-, diBr-o-hp=3-(3,5-dibromo-2-hydroxyphenyl)-, f=3-(2-furyl)-, t=3-(2-thienyl)-, -o-py=3-(2-pyridyl)-; spa=2-sulfanylpropenoato] gave compounds of the type [Au(PPh(3))(Hxspa)], which were isolated and characterized
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