65583-79-1

Basic information

• Product Name: bis(triethylphosphine)gold chloride
• Synonyms: bis(triethylphosphine)gold chloride
• CAS NO: 65583-79-1
• Molecular Formula: C₁₂H₃₀AuP₂*Cl
• Molecular Weight: 539.6397
• Mol File: 65583-79-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 126.5°Cat760mmHg
• Flash Point: 27.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 14.1mmHg at 25°C
• CAS DataBase Reference: bis(triethylphosphine)gold chloride(CAS DataBase Reference)
• NIST Chemistry Reference: bis(triethylphosphine)gold chloride(65583-79-1)
• EPA Substance Registry System: bis(triethylphosphine)gold chloride(65583-79-1)

Safety Data

• Hazardous Substances Data: 65583-79-1(Hazardous Substances Data)

Usage

General Description

Bis(triethylphosphine)gold chloride is a chemical compound that contains a gold atom coordinated with two molecules of triethylphosphine and a chloride ion. It is commonly used as a catalyst in various organic synthesis reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. bis(triethylphosphine)gold chloride is known for its high stability and reactivity, making it valuable in the field of organometallic chemistry. It is often employed in the preparation of gold nanoparticles and as a catalyst in cross-coupling reactions. Additionally, bis(triethylphosphine)gold chloride has potential applications in medicinal chemistry and bioconjugation. Overall, this compound plays a crucial role in advancing research and development in the field of synthetic chemistry.

InChI:InChI=1/2C6H15P.Au.3ClH/c2*1-4-7(5-2)6-3;;;;/h2*4-6H2,1-3H3;;3*1H/q;;+3;;;/p-3

Upstream product

• 645-96-5 Benzeneselenol 
• 7698-05-7 hydrogen chloride 
• 7647-01-0 hydrogenchloride 
• 14243-43-7 (benzenethiolato)(triethylphosphine) gold(I) 
• 108-98-5 thiophenol 

Relevant articles and documents

Reactivity of auranofin with selenols and thiols - Implications for the anticancer activity of gold(I) compounds

The enzyme thioredoxin reductase (TrxR) is attracting much interest as a potential target for cancer therapy. The presence of a selenium atom in the catalytic site makes it sensitive to inhibition by electrophilic molecules, including the AuI complex auranofin [2,3,4,6-tetra-O-acetyl-1-thio- β-D-glucopyranosato-S-(triethylphosphane)gold]. The reactions between auranofin and models of thiol and selenol nucleophiles present in TrxR (PhSH and PhSeH) have been investigated in chloroform and methanol by means of 1H, 31P, and 77Se NMR spectroscopy. In chloroform, auranofin undergoes ligand substitution of the tetraacetylthioglucose moiety by a PhS or PhSe group. The reaction is reversible in both cases, but it is characterized by widely different equilibrium constants (ca. 1 for S and at least 103 for Se). In polar solvents, such as methanol, the reaction is more complex, and the phosphane moiety also undergoes ligand exchange. Some features have been clarified through the investigation of Et3PAuCl. The elementary processes involved have been characterized by DFT calculations. Copyright