613-81-0

Basic information

• Product Name: Naphthalene, 2,2'-thiobis-
• CAS NO: 613-81-0
• Molecular Formula: C20H14S
• Molecular Weight: 286.397
• Mol File: 613-81-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Naphthalene, 2,2'-thiobis-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 2,2'-thiobis-(613-81-0)
• EPA Substance Registry System: Naphthalene, 2,2'-thiobis-(613-81-0)

Safety Data

• Hazardous Substances Data: 613-81-0(Hazardous Substances Data)

Upstream product

• 119-65-3 isoquinoline 
• 10154-60-6 S-Naphthalen-2-yl benzenecarbothioate 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 439588-87-1 C₂₀H₁₀S 
• 84-11-7 9,10-phenanthrenequinone 
• 135-19-3 β-naphthol 
• 91-60-1 2-Naphthalenethiol 
• 1191-08-8 1,4-Butanedithiol 
• 612-55-5 2-iodonaphthalene 
• 143-33-9 sodium cyanide 
• 532-02-5 2-naphthalenesulfonic acid sodium salt 
• 540-63-6 ethane-1,2-dithiol 
• 580-13-2 2-bromonaphthalene 
• 74-88-4 methyl iodide 

Downstream Products

• 612-78-2 2,2'-binaphthalene 
• 26189-33-3 2,2-dinaphthylsulfone 
• 194-65-0 1,1'-binaphthothiophene 

Relevant articles and documents

A simple one-pot and transition metal-free synthesis of diaryl- and dialkyl sulfides via grignard reaction/deoxygenation

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One-Pot Two-Step Synthesis of Aryl Sulfur Compounds by Photoinduced Reactions of Thiourea Anion with Aryl Halides

(Equation presented) The photoinduced reactions of aryl halides with the thiourea anion afford arene thiolate ions in DMSO. These species without isolation, and by a subsequent aliphatic nucleophilic substitution, S RN1 reaction, oxidation, or protonation, yield aryl methyl sulfides, diaryl sulfides, diaryl disulfides, and aryl thiols with good yields (50-80%). This is a simple and convenient approach which involves the use of the commercially available and inexpensive thiourea in a one-pot two-step process for the synthesis of aromatic sulfur compounds.

THERMOLYSIS AND PHOTOLYSIS OF SOME SELECTED ARYL THIOESTERS

Aryl thioesters I and II were prepared and pyrolyzed in the absence of promotors either alone or in isoquinoline as solvent.Thermolysis of β-naphthyl thiobenzoate (I) on heating in air at 250 deg C gives benzil, benzophenone, benzoic acid, biphenyl, thio β-naphthol, 2,2'-binaphthyl, diphenyl sulfide, thianthrene, thiophenol, phenyl β-naphthyl sulfide and 2,2'-binaphthyl sulfide.Similar results were also obtained on heating p-tolyl thiobenzoate (II) under the same conditions in addition to thio p-cresol, p-bitolyl, p-ditolyl sulfide and phenyl p-tolyl sulfone.H2S and CO are also produced in all cases.Thermolysis of I and II in the presence of isoquinoline affords in addition to the above products, 1-phenylisoquinoline.Photolysis of I and II in acetone gives similar products to those of the thermolysis.From these results a free radical mechanism has been postulated to take place through the initial homolysis of C-S bond.No isomer redistribution proceeds the coupling reactions.Key words: Thermolysis, photolysis, aryl thioesters.