1192-40-1

Basic information

• Product Name: THIOPHENOL COPPER(I) SALT
• Synonyms: phenylthiocopper;Copper(I) thiophenoxide, Phenylthiocopper(I), Thiophenol copper(I) salt;COPPER(1) THIOPHENOXIDE;PhSCu;Copper(I) thiophenolate >=98.0% (RT)
• CAS NO: 1192-40-1
• Molecular Formula: C₆H₅CuS
• Molecular Weight: 0
• Mol File: 1192-40-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 280 °C (dec.)(lit.)
• Appearance: /
• BRN: 3709171
• CAS DataBase Reference: THIOPHENOL COPPER(I) SALT(CAS DataBase Reference)
• NIST Chemistry Reference: THIOPHENOL COPPER(I) SALT(1192-40-1)
• EPA Substance Registry System: THIOPHENOL COPPER(I) SALT(1192-40-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• F: 1-10-13
• Hazardous Substances Data: 1192-40-1(Hazardous Substances Data)

Usage

Uses

Reagents used as the source of nucleophilic phenyl sulfide for preparation of lithiumalkyl(phenylthio)cuprates and organophosphinecopper(I) phenylthiolatecomplexes

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 
• 7664-41-7 ammonia 
• 7681-65-4 copper(l) iodide 
• 930-69-8 sodium thiophenolate 
• 142-71-2 copper diacetate 
• 27063-57-6 phenyl N-phenyldithiocarbamate 
• 7787-70-4 copper(I) bromide 
• 1292766-17-6 copper(I) thiophene-2-carboxylate 
• 6783-05-7 trans-2-phenylvinylboronic acid 

Downstream Products

• 116151-87-2 N,N'-(2,6-bis-phenylsulfanyl-p-phenylene)-bis-benzamide 
• 119274-95-2 5,10-dibenzoyl-3,8-bis-benzoylamino-1,6-bis-phenylsulfanyl-5,10-dihydro-phenazine 
• 59090-57-2 [1,1'-biphenyl]-4-yl(phenyl)sulfane 
• 57044-79-8 (E)-1-Thiophenoxy-2-ethyl-1-hexen 
• 37924-02-0 C,C,C-Trifluoro-N-(3-nitro-4-phenylsulfanyl-phenyl)-methanesulfonamide; compound with triethyl-amine 
• 60718-19-6 S-phenyl 2,2-dimethylpropanethioate 
• 21503-19-5 1-(2-(phenylthio)phenyl)ethan-1-one 
• 33932-80-8 4-(methylthio)phenyl phenyl sulfide 
• 13963-35-4 2-(phenylthio)toluene 
• 104457-05-8 S-Phenyl 4-(acetoxy)thiobenzoate 
• 936112-12-8 4-hydroxy-3-methoxy-5-phenylthiobenzaldehyde 
• 22205-45-4 copper(I) sulfide 
• 88666-24-4 Cu⁽¹⁺⁾*Li⁽¹⁺⁾*SC₆H₅^(1-)*CH₂CCH₂CH₂Cl^(1-)=H₂CC(Cu(SC₆H₅)Li)CH₂CH₂Cl 
• 62192-17-0 ((C₆H₅)3P)2Cu(S₂CSC₆H₅) 

Relevant articles and documents

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

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.

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