1192-40-1

Usage

Uses

Used in Chemical Synthesis:
THIOPHENOL COPPER(I) SALT is used as a reagent for the preparation of lithiumalkyl(phenylthio)cuprates and organophosphinecopper(I) phenylthiolate complexes. These complexes are essential in various chemical reactions, particularly in the synthesis of organic compounds and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, THIOPHENOL COPPER(I) SALT is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique reactivity allows for the formation of new chemical bonds and the creation of complex molecular structures that are crucial for the development of novel therapeutic agents.
Used in Material Science:
THIOPHENOL COPPER(I) SALT also finds applications in the field of material science, where it is used to develop new materials with specific properties. Its ability to form complexes with various organic and inorganic compounds makes it a valuable component in the design and synthesis of advanced materials for various applications, such as electronics, energy storage, and catalysis.

Purification Methods

The Cu salt can be extracted from a thimble (Soxhlet) with boiling MeOH. It is a green-brown powder which gives a yellow-green solution in pyridine. Wash it with EtOH and dry it in a vacuum. It can be precipitated from a pyridine solution by adding H2O, collecting the precipitate, washing it with EtOH and drying in a vacuum. [Posner et al. Synthesis 662 1974, Krebs et al. Chem Ber 90 425 1957, Beilstein 6 IV 1465.]

InChI:InChI=1/C6H6S.Cu/c7-6-4-2-1-3-5-6;/h1-5,7H;

Upstream product

• 108-86-1 bromobenzene 
• 12775-96-1 copper 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 17314-33-9 tributyltin phenyl sulfide 
• 1292766-17-6 copper(I) thiophene-2-carboxylate 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 7664-41-7 ammonia 
• 27063-57-6 phenyl N-phenyldithiocarbamate 
• 7787-70-4 copper(I) bromide 
• 7681-65-4 copper(l) iodide 
• 930-69-8 sodium thiophenolate 
• 142-71-2 copper diacetate 

Downstream Products

• 16003-14-8 2-phenylthiofuran 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 99129-11-0 1,2,4,5-tetrakis(phenylsulfanyl)benzene 
• 3459-94-7 1,4-bis(phenylthio)benzene 
• 7570-96-9 2-naphthyl phenyl sulfide 
• 13865-48-0 3-methylphenyl phenyl sulfide 
• 13963-35-4 2-(phenylthio)toluene 
• 61040-42-4 hexakis(phenylsulfanyl)benzene 
• 103158-57-2 1,3,5-trimethyl-2,4,6-tris-phenylsulfanyl-benzene 
• 5537-72-4 3-(phenylthio)benzoic acid 
• 2974-07-4 4,4'-di(phenylthio)-1,1'-biphenyl 
• 13354-40-0 2-phenylsulfanyl-anthraquinone 
• 109806-80-6 N-phenyl-2-(phenylthio)benzamide 
• 54818-87-0 N-(4-phenylsulfanyl)phenyl acetamide 

Relevant academic research and scientific papers

Copper-catalyzed cyanation of disulfides by azobisisobutyronitrile leading to thiocyanates

The copper-catalyzed cyanation of disulfides by azobisisobutyronitrile (AIBN) was developed, leading to thiocyanates in moderate to good yields. This procedure tolerates a series of functional groups, such as chloro, nitro, methyl and methoxycarbonyl in the phenyl ring of disulfides. Notably, it enables the use of two ArS units in (ArS)2. CuI was found to be essential for the in situ formation of cyanide anions. This journal is

Copper(II)/tin(II) reagent for allylation, propargylation, alkylatipn, and benzylation of disulfides and elemental sulfur: New insight into the "copper effect"

Organic bromides and iodides react with diorganodisulfides in the presence of stannous chloride and catalytic cupric halide, giving rise to corresponding unsymmetrical sulfides. Similar reactions but with elemental sulfur provide trisulfides and tetrasulf

Universal Anticancer Cu(DTC)2 Discriminates between Thiols and Zinc(II) Thiolates Oxidatively

Aerobic organisms must rely on abundant intracellular thiols to reductively protect various vital functional units, especially ubiquitous zinc(II) thiolate sites of proteins, from deleterious oxidations resulting from oxidizing environments. Disclosed here is the first well-defined model study for reactions between zinc(II) thiolate complexes and copper(II) complexes. Among all the studied ligands of copper(II), diethyldithiocarbamate (DTC) displays a unique redox-tuning ability that enables copper(II) to resist the reduction by thiols while retaining its ability to oxidize zinc(II) thiolates to form disulfides. This work proves for the first time that it is possible to develop oxidants to discriminate between thiols and zinc(II) thiolates, alluding to a new chemical principle for how oxidants, especially universal anticancer Cu(DTC)2, might circumvent the intracellular reductive defense around certain zinc(II) thiolate sites of proteins to kill malignant cells.

Reversible transformation between Cu(i)-thiophenolate coordination polymers displaying luminescence and electrical properties

A one-dimensional [Cu6I3(TP)3(MeCN)2]n (1) coordination polymer (CP) has been prepared by the direct reaction between CuI and a thiophenol (TP) ligand. The reversible conversion reaction between 1 and

Regioselective Synthesis of N 2-Alkylated-1,2,3 Triazoles and N 1-Alkylated Benzotriazoles: Cu2S as a Recyclable Nanocatalyst for Oxidative Amination of N, N -Dimethylbenzylamines

Copper chalcogenide nanoparticles (Cu2S) synthesized for the first time from a single-source precursor, CuSPh, act as highly efficient and reusable heterogeneous catalyst for regioselective amination of N,N-dimethylbenzylamines with various azo

Acceptorless Dehydrogenation of Alcohols Catalyzed by CuI N-Heterocycle Thiolate Complexes

CuI N-heterocycle thiolate clusters efficiently catalyze the acceptorless dehydrogenation of alcohols at 70 °C. A variety of secondary/primary benzylic, allylic, and aliphatic alcohols are dehydrogenated to the corresponding ketones and aldehydes in high yields of isolated product upon release of H2. This simple catalytic system is involved in the synthesis of imines through the one-pot reaction of alcohols and amines.

Cu(i)-catalyzed aerobic cross-dehydrogenative coupling of terminal alkynes with thiols for the construction of alkynyl sulfides

Highly active and selective aerobic cross-dehydrogenative coupling of terminal alkynes with thiols to construct alkynyl sulfides catalyzed by Cu(i) using molecular oxygen as the oxidant has been demonstrated under mild reaction conditions. The process is applicable to a wide range of alkynes and various thiols and is compatible with a variety of functional groups on both alkyne and thiol coupling partners.

Convenient synthesis of copper (I) thiolates and related compounds

Copper (I) salts of various anions including thiolates, diethyl dithiocarbamate, diethyl dithiophosphate, trithiocyanurate, 1-cyano-3- methylisothiourea, 2-aminothiazole, and tetrakis(1-imidazolyl)borate are conveniently synthesized by reducing copper (II) sulfate in aqueous ammonia. The addition of phosphine ligands to several of the products is demonstrated, and the crystal structure of [Cu2(MBT)2(DPPE)3] ? Et2O (MBT = 2-mercaptobenzothiazolate, DPPE = 1,2-bis(diphenylphosphino)ethane) is reported.

Organometallic compounds and polymers made therefrom

Compounds of formula (I) are disclosed: STR1 wherein L1 is a main group atom, L2 is a neutral ligand, M is a transition element or a metal element of Group 13, 14, 15, or 16 of the Periodic Table, x is the number of coordination sites of M, R1 is a polymerizable group, R2, R3, and R4 are ligands, and R5 is an anionic ligand. The compounds or monomers of formula (I) are capable of conversion to polymers by combination with one or more other known monomers, such as methyl methacrylate. Such polymers can then be added as a binder in a paint formulation to make marine antifouling coating compositions. Also described is a method to prevent fouling on surfaces wherein a composition containing a metal complex compound of formula (II): STR2 wherein M, x, L2, n, and R4 have the same meaning as in formula (I), is applied to the surface susceptible to fouling.