Copper(I) thiophenolate

Base Information

• Chemical Name: Copper(I) thiophenolate
• CAS No.: 1192-40-1
• Molecular Formula: C6H6S.Cu
• Molecular Weight: 172.718
• Hs Code.: 2930909090
• European Community (EC) Number: 629-482-6
• Mol file: 1192-40-1.mol

Synonyms:Copper(I) thiophenolate;Thiophenol copper(I) salt;1192-40-1;benzenethiolate;copper(1+);Copper(I) thiophenoxide;phenylthiocopper;CuSPh;phenyl thio copper;SCHEMBL9688236;PNNJYDODNCALKD-UHFFFAOYSA-M;Copper(I) thiophenolate, >=98.0% (RT)

Chemical Property of Copper(I) thiophenolate

Chemical Property:

• Melting Point: 280oC (dec.)(lit.)
• PSA: 0.00000
• LogP: 1.58990
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 171.940793
• Heavy Atom Count: 8
• Complexity: 50.5

Purity/Quality:

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

Copper(I) thiophenolate ≥98.0% (RT) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3709171
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[S-].[Cu+]
• Uses: Reagents used as the source of nucleophilic phenyl sulfide for preparation of lithiumalkyl(phenylthio)cuprates and organophosphinecopper(I) phenylthiolatecomplexes

Technology Process of Copper(I) thiophenolate

There total 19 articles about Copper(I) thiophenolate 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: 96.0%

copper(I) tert-butoxide tetramer + thiophenol (108-98-5) → copper(I) thiophenolate (1192-40-1)

Guidance literature:

In benzene; N2-atmosphere; addn. of slight excess of PhSH to Cu-compd. at room temp.(pptn.), stirring for 1 h; removal of volatiles (vac.), washing (pentane, C6H6); elem. anal.;

Reference yield: 91.0%

copper(l) iodide (7681-65-4) + sodium thiophenolate (930-69-8) → copper(I) thiophenolate (1192-40-1)

Guidance literature:

In methanol; acetonitrile; at 20 ℃; for 1h;

DOI:10.1002/cctc.201601459

Reference yield: 89.6%

copper(ll) sulfate pentahydrate + ammonia (7664-41-7) + thiophenol (108-98-5) → copper(I) thiophenolate (1192-40-1)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; ammonia; water; aq. NH3; Cu salt added to ice-cold mixt. of concd. aq. NH3 and H2O; solid NH2OH*HCl added over 45 min; stirred at 25°C overnight under N2 purge; soln. of PhSH in EtOH added; filtered; solid washed successively with H2O, EtOH and ether; vac. dried; elem. anal.;

DOI:10.1016/j.ica.2004.11.030

upstream raw materials:

bromobenzene

copper

thiophenol

diphenyldisulfane

Downstream raw materials:

1,4-bis(phenylthio)benzene

3-methylphenyl phenyl sulfide

4,4'-di(phenylthio)-1,1'-biphenyl

N-phenyl-2-(phenylthio)benzamide

Refernces

• 1、 Sinha, Pradipta,Kundu, Abhijit,Roy, Sujit,Prabhakar, Sripadi,Vairamani,Sankar, A. Ravi,Kunwar. "Copper(II)/tin(II) reagent for allylation, propargylation, alkylatipn, and benzylation of disulfides and elemental sulfur: New insight into the "copper effect"". . p. 157 - 162. Retrieved 2001.
• 2、 Troyano, Javier,Castillo, óscar,Amo-Ochoa, Pilar,Martínez, J. Ignacio,Zamora, Félix,Delgado, Salomé. "Reversible transformation between Cu(i)-thiophenolate coordination polymers displaying luminescence and electrical properties". . p. 3232 - 3239. Retrieved 2019/05/27.
• 3、 Tan, Da-Wei,Li, Hong-Xi,Zhang, Meng-Juan,Yao, Jian-Lin,Lang, Jian-Ping. "Acceptorless Dehydrogenation of Alcohols Catalyzed by CuI N-Heterocycle Thiolate Complexes". . p. 1113 - 1118. Retrieved 2017/03/27.