Gold, chloro(triethylphosphine)-

Base Information

• Chemical Name: Gold, chloro(triethylphosphine)-
• CAS No.: 15529-90-5
• Molecular Formula: C6H15 Au Cl P
• Molecular Weight: 350.578
• European Community (EC) Number: 239-572-3
• NSC Number: 313981
• Mol file: 15529-90-5.mol

Synonyms:GOLD, CHLORO(TRIETHYLPHOSPHINE)-;NSC313981;15529-90-5;C6-H15-Au-Cl-P;Chloro(triethyl-phosphine) gold;NSC-313981;NCIMech_000373;SCHEMBL1535375;CCG-35546;PD011382

Chemical Property of Gold, chloro(triethylphosphine)-

Chemical Property:

• Melting Point: 84-86 °C(lit.)
• Boiling Point: 210 °C0.03 mm Hg(lit.)
• Flash Point: 27.2°C
• PSA: 13.59000
• Density: g/cm³
• LogP: 3.21500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 351.034385
• Heavy Atom Count: 9
• Complexity: 34.5

Purity/Quality:

97% ^*data from raw suppliers

Chlorotriethylphosphinegold(I), 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC[PH+](CC)CC.Cl[Au]
• Uses: Chloro(triethylphosphine)gold is an analogue of auranofin. Auranofin and its analogs show antimicrobial activity against multidrug-resistant pathogens Gold Catalysts — 21st Century ′Gold Rush′

Technology Process of Gold, chloro(triethylphosphine)-

There total 12 articles about Gold, chloro(triethylphosphine)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

gold(III) tetrachloride trihydrate + triethylphosphine (554-70-1) → (triethylphosphine)chlorogold(I) (15529-90-5)

Guidance literature:

gold(III) tetrachloride trihydrate; With 2,2'-thiobis-ethanol; In water;

triethylphosphine; In ethanol; water; at 0 - 20 ℃; for 2h;

Reference yield: 98.0%

chloro(dimethylsulfide) gold(I) (29892-37-3) + triethylphosphine (554-70-1) → (triethylphosphine)chlorogold(I) (15529-90-5)

Guidance literature:

In tetrahydrofuran; N2 atmosphere; addn. of soln of org. compd. in THF to soln. of Au-compd. in THF (0°C), stirring (15 min), warming (room temp.); concn. (vac.)pptn. on addn. of pentane, filtration, washing (pentane), drying (vac.); elem. anal.;

Reference yield: 90.0%

sodium tetrachloroaurate(III) (15189-51-2) + triethylphosphine (554-70-1) → (triethylphosphine)chlorogold(I) (15529-90-5)

Guidance literature:

In not given; byproducts: (C2H5)3PO; 2 equiv. of phosphine; elem. anal.;

DOI:10.1039/DT9790001730

upstream raw materials:

chloro(dimethylsulfide) gold(I)

triethylphosphine

sodium tetrachloroaurate(III)

(thiourea-κS)(triethylphosphine)gold(I) chloride

Downstream raw materials:

C₁₅H₂₂AuO₂PS

C₂₁H₃₆Au₂O₂P₂S

C₁₅H₂₁AuClO₂PS

C₂₁H₃₅Au₂ClO₂P₂S

Refernces

Determination of the binding site of chloro(triethylphosphine)gold(I) in serum albumin

10.1016/j.molstruc.2010.02.053

The study investigates the binding site of chloro(triethylphosphine)gold(I) (ClAuPEt3) in bovine serum albumin (BSA) using electron paramagnetic resonance (EPR) spectroscopy. The researchers employed 3-maleimidoPROXYL as a spin marker to identify the binding site of ClAuPEt3. They found that ClAuPEt3 competes with the spin marker for binding to the cysteine residue (Cys-34) in BSA. At low ClAuPEt3:BSA molar ratios, the spin marker with weak rotational limitation is more easily displaced than the strongly immobilized marker. However, as the ClAuPEt3:BSA molar ratio increases, the displacement of the strongly immobilized marker becomes more prevalent. The study suggests that ClAuPEt3 binding induces conformational changes in BSA, particularly affecting the Cys-34 residue. The findings provide insights into the interaction between gold compounds and serum albumin, which is relevant for understanding drug transport and therapeutic applications of gold(I) complexes in antirheumatic therapy.

¹³C, ³¹P and ¹⁵N NMR studies of the ligand exchange reactions of auranofin and chloro(triethylphosphine)gold(I) with thiourea

10.1016/s0162-0134(01)00305-1

The study investigates the ligand exchange reactions of aurano?n (Et3PAuSATg) and its analogue, Et3PAuCl, with thiourea (Tu) using 13C, 31P, and 15N NMR spectroscopy. Aurano?n is a gold-based drug used for treating rheumatoid arthritis, and its interactions with various ligands are of interest due to its potential to undergo several ligand exchange reactions in the body. The study found that thiourea can replace both the Et3P and SATg2 ligands from gold(I) in aurano?n, forming [Et3P-Au-Tu]1 and Tu-Au-SATg complexes. Chloro(triethylphosphine)gold(I) (Et3PAuCl) serves as an analogue to aurano?n (Et3PAuSATg) for studying ligand exchange reactions with thiourea (Tu). Its role is to provide a comparative basis for understanding how different ligands, specifically thiourea, interact with gold(I) complexes. The study investigates the ability of thiourea to displace the chloride ligand (Cl) from Et3PAuCl, forming the [Et3P-Au-Tu] complex. This reaction is characterized by an upfield shift in the 13C NMR resonance of the Tu .C=S group, indicating the formation of the new complex. The behavior of Et3PAuCl in these reactions helps elucidate the binding preferences and exchange dynamics of thiourea with gold(I) centers, offering insights into the potential mechanisms and intermediates involved in similar interactions with aurano?n. The results indicate that thiones like thiourea can participate in ligand exchange reactions with gold(I) complexes, which has implications for understanding the behavior of gold-based drugs in biological systems.