(Trifluoromethyl)tris(triphenylphosphine)copper(I)

Base Information

• Chemical Name: (Trifluoromethyl)tris(triphenylphosphine)copper(I)
• CAS No.: 325810-07-9
• Molecular Formula: C55H45CuF3P3
• Molecular Weight: 919.425
• Hs Code.: 2931599090
• European Community (EC) Number: 694-519-5
• Mol file: 325810-07-9.mol

Synonyms:325810-07-9;(Trifluoromethyl)tris(triphenylphosphine)copper(I);Tris(triphenylphosphine)(trifluoromethyl)copper(I);CID 12057354;copper(1+);trifluoromethane;triphenylphosphane;MFCD22200540;SY074915;T2883;T72295;Tris(triphenylphosphine)(trifluoromethyl)copper(I), 99%

Chemical Property of (Trifluoromethyl)tris(triphenylphosphine)copper(I)

Chemical Property:

• Melting Point: 155 °C(dec.)
• PSA: 40.77000
• LogP: 11.38740
• Sensitive.: air sensitive
• Solubility.: slightly sol. in Tetrahydrofuran
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 918.198219
• Heavy Atom Count: 62
• Complexity: 213

Purity/Quality:

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

(Trifluoromethyl)tris(triphenylphosphine)copper(I) >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[C-](F)(F)F.[Cu+]

Technology Process of (Trifluoromethyl)tris(triphenylphosphine)copper(I)

There total 5 articles about (Trifluoromethyl)tris(triphenylphosphine)copper(I) 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: 92.0%

Cu(OCH(CF3)2)(P(C6H5)3)3 (157371-59-0) + (trifluoromethyl)trimethylsilane (81290-20-2) → tris(triphenylphosphane)(trifluoromethyl)copper(I) (325810-07-9)

Guidance literature:

In tetrahydrofuran; byproducts: Me3SiOCH(CF3)2; (N2 or Ar); stirred at 50°C for 12 h; evapd. (vac.), washed (cold hexane), dried (vac.), recrystd. (THF); elem. anal.;

DOI:10.1016/S0020-1693(00)00248-6

Reference yield: 92.0%

copper(II) fluoride trihydrate + (trifluoromethyl)trimethylsilane (81290-20-2) + triphenylphosphine (603-35-0) → tris(triphenylphosphane)(trifluoromethyl)copper(I) (325810-07-9)

Guidance literature:

In methanol; mixt. of CuF2*3H2O and PPh3 in MeOH stirred under reflux in air overnight, filtration, filtrate evapd. to dryness under vac., residue dried under vac. overnight, treated with THF and CF3SiMe3 in glove box, mixt. stirred under Ar for 2 h; solid quickly filtered off in air, washed successively with dry THF and hexane, dried under vac.;

DOI:10.1002/anie.201101577

Reference yield: 76.0%

copper (II)-fluoride + (trifluoromethyl)trimethylsilane (81290-20-2) + triphenylphosphine (603-35-0) → tris(triphenylphosphane)(trifluoromethyl)copper(I) (325810-07-9)

Guidance literature:

copper (II)-fluoride; triphenylphosphine; In methanol; Reflux;

(trifluoromethyl)trimethylsilane; In tetrahydrofuran; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00101

upstream raw materials:

Cu(OCH(CF₃)2)(P(C₆H₅)3)3

(trifluoromethyl)trimethylsilane

Cu(OC₆H₅)(P(C₆H₅)3)3

triphenylphosphine

Downstream raw materials:

(E)-(6,6,6-trifluorohex-3-en-1-yl)benzene

4-(prop-1-en-2-yl)-1-(2,2,2-trifluoroethyl)cyclohex-1-ene

(E)-dimethyl(phenyl)(4,4,4-trifluorobut-1-en-1-yl)silane

(E)-(4,4,4-trifluorobut-1-enyl)cyclohexane

Refernces

• 1、 -. "PROCESS TO OBTAIN A TRIFLUOROMETHYLATING COMPOSITION". Page/Page column 57. . Retrieved 2012/09/11.
• 2、 Usui, Yoko,Noma, Junko,Hirano, Masafumi,Komiya, Sanshiro. "C-Si bond cleavage of trihalomethyltrimethylsilane by alkoxo- and aryloxogold or -copper complexes". . p. 151 - 154. Retrieved 2008/10/08.