Chloro(triphenylphosphine)gold

Base Information

• Chemical Name: Chloro(triphenylphosphine)gold
• CAS No.: 14243-64-2
• Molecular Formula: C18H15AuClP
• Molecular Weight: 494.71
• Hs Code.: 71159010
• European Community (EC) Number: 238-117-6
• UNII: 3RF78267UX
• DSSTox Substance ID: DTXSID40931445
• Nikkaji Number: J1.974.225C
• Mol file: 14243-64-2.mol

Synonyms:(triphenylphosphine)gold(i) chloride;Chloro(triphenylphosphine)gold;AuCl(PPh3);TRIPHENYLPHOSPHINEGOLD (I) CHLORIDE;[(Ph3P)AuICl];gold(1+);triphenylphosphane;DTXSID40931445;Triphenylphosphinegold(I) chloride;3RF78267UX;Phosphine, triphenyl- gold chloride;AB89552;NSC-306388;Triphenylphosphoranylidenechlorogold(III);(Triphenylphosphine)gold(1+) monochloride;T2994;Triphenylphosphine gold chloride complex ((C6H5)3P.AuCl);79384-09-1

Chemical Property of Chloro(triphenylphosphine)gold

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 4.74E-05mmHg at 25°C
• Melting Point: 248-249°C
• Boiling Point: 360°C at 760 mmHg
• Flash Point: 181.7°C
• PSA: 13.59000
• LogP: 4.13180
• Storage Temp.: Store under Nitrogen
• Water Solubility.: Soluble in methylene chloride, acetonitrile, benzene and acetone. Insoluble in water and ethanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 494.026560
• Heavy Atom Count: 21
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

Chloro(triphenylphosphine)gold(I) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-].[Au+]
• Uses: Chloro(triphenylphosphine)gold(I) is a common reagent in gold chemistry. It catalyzes certain rearrangement reactions in organic synthesis. It is also used to prepare 1-methylthyminato-N3-triphenylphosphinegold(I) by reacting with 1-methylthymine. It acts as a precursor for the synthesis of gold(I) and gold(III) organometallic compounds. 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.

Technology Process of Chloro(triphenylphosphine)gold

There total 198 articles about Chloro(triphenylphosphine)gold 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: 99.0%

hydrogen tetrachloroaurate(III) tetrahydrate + triphenylphosphine (603-35-0) → (triphenylphosphine)gold(I) chloride (14243-64-2)

Guidance literature:

hydrogen tetrachloroaurate(III) tetrahydrate; With propyl sulfide; In ethanol; at 40 ℃; for 0.166667h;

triphenylphosphine; In ethanol; at 40 ℃; for 1h; Reagent/catalyst; Temperature; Time;

DOI:10.1021/ja311258e

Reference yield: 96.0%

AuCl4(4-)*2H2O*K(1+) + triphenylphosphine (603-35-0) → (triphenylphosphine)gold(I) chloride (14243-64-2)

Guidance literature:

With 2-phenylsulfanyl-aniline; In ethanol; water; at 0 - 20 ℃; for 2h; Reagent/catalyst;

Reference yield: 93.0%

chloro(dimethylsulfide) gold(I) (29892-37-3) + triphenylphosphine (603-35-0) → (triphenylphosphine)gold(I) chloride (14243-64-2)

Guidance literature:

In dichloromethane; byproducts: Me2S; N2-atmosphere; addn. of equimolar amt. of phosphine to Au-complex soln. over 5 min; in air; pptn. on hexane addn., evapn. (reduced pressure), filtration, recrystn. (CH2Cl2/hexane), drying (vac.); elem. anal.;

DOI:10.1016/S0022-328X(97)00522-6

upstream raw materials:

cloro(thiodiethanol)gold(I)

triphenylphosphine

[Pd2Cl2(μ-bis(diphenylphosphino)methane)2]

hydrogenchloride

Downstream raw materials:

AuC₅H₁₁NP(C₆H₅)3⁽¹⁺⁾*BF₄^(1-)={C₅H₁₁NAuP(C₆H₅)3}BF₄

[Au(tris(2,4,6-trimethoxyphenyl)phosphine)2]⁽¹⁺⁾

Au(-C*C-(t)Bu)(PPh₃)

iodo(triphenylphosphine)gold(I)

Refernces

• 1、 Vicente, Jose,Chicote, Maria-Teresa,Bermudez, Maria-Dolores,Solans, Xavier,Font-Altaba, Manuel. "Bis1N'>gold(III) Complexes. Crystal and Molecular Structure of Bis1N'>gold(III) Tetrachloroaurate". . p. 557 - 562. Retrieved 1984.
• 2、 Borsley, Stefan,Kay, Euan R.. "Dynamic covalent assembly and disassembly of nanoparticle aggregates". . p. 9117 - 9120. Retrieved 2016.
• 3、 Baenziger,Bennett,Soboroff,O'Donnell,Doyle. "Synthesis, crystal structure and a spectroscopic study of bis(triphenylphosphine)gold(I)+ TCNQ-". . p. 2379 - 2410. Retrieved 1998.
• 4、 Nesmeyanov, A. N.,Perevalova, E. G.,Grandberg, K. I.,Lemenovskii, D. A.,Baukova, T. V.,Afanassova, O. B.. "". . p. 131 - 144. Retrieved 1974.
• 5、 Smyslova, E. I.,Perevalova, E. G.,Dyadchenko, V. P.,Grandberg, K. I.,Slovokhotov, Yu. L.,Struchkov, Yu. T.. "SYNTHESIS OF ORGANOGOLD(1+) COMPOUNDS BY DIRECT AURATION". . p. 269 - 279. Retrieved 1981.
• 6、 Woehrle, Gerd H.,Hutchison, James E.. "Thiol-functionalized undecagold clusters by ligand exchange: Synthesis, mechanism, and properties". . p. 6149 - 6158. Retrieved 2005.
• 7、 Bruce, Michael I.,Horn, Ernst,Humphrey, Paul A.,Tiekink, Edward R.T.. "A novel method of introducing the Au2(PR3 ) 2 (R = Ph, OMe) unit into metal clusters X-ray structures of three complexes containing Au2Ru3 cores and of Ru6C(μ-CO) 2(CO) 14{Au(PPh3)}2". . p. 121 - 138. Retrieved 1996.
• 8、 Sebastian, Manuel,Hissler, Muriel,Fave, Claire,Rault-Berthelot, Joelle,Odin, Christophe,Reau, Regis. "Phosphole-modified poly(thiophene)s: Unique postfunctionalizable conjugated polymers that sense elemental chalcogenides". . p. 6152 - 6155. Retrieved 2006.
• 9、 Cross, Ronald J.,Davidson, Michael F.,McLennan, Alistair J.. "ETHYNYLGOLD(I) COMPLEXES". . p. C37 - C39. Retrieved 1984.
• 10、 Fedin, V. P.,Sokolov, M. N.,Baukova, T. V.,Lemenovskii, D. A.. "". . p. 59 - 64. Retrieved 1989.