17096-15-0

Basic information

• Product Name: 1,1'-Thiobis(2-naphthol)
• Synonyms: BIS(2-HYDROXY-1-NAPHTHYL) SULFIDE;2,2'-DIHYDROXY-1,1-THIODINAPHTHALENE;1,1'-THIODI(2-NAPHTHOL);1,1'-THIOBIS(2-NAPHTHOL);Bis(2-hydroxy-1-naphthyl) Sulfide 1,1'-Thiodi(2-naphthol);1,1'-Thiobis(naphthalen-2-ol)
• CAS NO: 17096-15-0
• Molecular Formula: C₂₀H₁₄O₂S
• Molecular Weight: 318.39
• EINECS: 241-166-6
• Mol File: 17096-15-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 216°C
• Boiling Point: 525.2 °C at 760 mmHg
• Flash Point: 254.5 °C
• Appearance: /
• Density: 1.41g/cm³
• Solubility: soluble in Dimethylformamide
• PKA: 7.59±0.50(Predicted)
• CAS DataBase Reference: 1,1'-Thiobis(2-naphthol)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Thiobis(2-naphthol)(17096-15-0)
• EPA Substance Registry System: 1,1'-Thiobis(2-naphthol)(17096-15-0)

Safety Data

• Hazardous Substances Data: 17096-15-0(Hazardous Substances Data)

Usage

General Description

1,1'-Thiobis(2-naphthol) or thionaphthol, commonly known as BINAS, is a chemical compound known for its use as a ligand in coordination chemistry. 1,1'-Thiobis(2-naphthol), which is solid at room temperature, is available as a white or slightly yellow powder, and has a slightly mercaptan-like odor. Binas forms complexes with many transition metals, and is often used to select for the presence of such elements due to its strong capacity for chelation. Its molecular formula is C20H14OS, and it has a molar mass of 310.39 g·mol?1. The compound is easily soluble in alcohol, ether and benzene, however it's insoluble in water. BINAS may also be used in pharmaceutical technologies, acting as an intermediate in organic synthesis.

Upstream product

• 88-88-0 2,4,6-trinitrochlorobenzene 
• 408341-50-4 (2-Hydroxy-naphthyl-⁽¹⁾)-(1-mercapto-naphthyl-⁽²⁾)-aether 
• 64-19-7 acetic acid 
• 75-44-5 phosgene 
• 135-19-3 β-naphthol 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 67-66-3 chloroform 
• 875-83-2 sodium 2-naphtholate 
• 118096-99-4 bis(2-methoxynaphthalen-1-yl)sulfane 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 78315-87-4 1-thiocyanato-2-naphthol 
• 160855-18-5 2-((2-hydroxynaphthalen-1-yl)thio)isoindoline-1,3-dione 
• 64-17-5 ethanol 

Downstream Products

• 75-18-3 dimethylsulfide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 135-19-3 β-naphthol 
• 91-59-8 naphthalen-2-ylamine 
• 602-09-5 1,1'-bi-2-naphthol 
• 1372780-19-2 C₃₅H₃₂N₄O₄S₂ 
• 1372780-21-6 C₃₅H₃₁ClN₄O₅S 
• 16239-18-2 1,6-dibromo-2-naphthol 
• 633-99-8 1-chloro-2-naphthol 
• 226-06-2 7H-benzo[c]phenothiazine 

Relevant articles and documents

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Efficient route for the synthesis of new dinaphthosulfoxide aza crowns using ethyleneglycol under microwave (mw) irradiation: Macrocyclization is preferred to oligomerization under MW irradiation

New dinaphthosulfoxide aza crowns were prepared from the corresponding dinaphthosulfoxide diester and diamines under reflux conditions (conventional heating) and microwave (MW) irradiation. These reaction routes were used for the synthesis of a series of aza crowns, such as dinaphthosulfide, dinaphthosulfone, dibenzosulfide, and dibenzosulfoxide. The synthesis of aza crowns under MW irradiation in comparison with conventional heating has several advantages, such as shorter reaction times, simpler reaction conditions, and the use of ecofriendly solvents, higher yields, and regioselectivity. In the MW synthesis, macrocyclization is preferred to oligomerization, and thus, the yields of byproducts are low. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Taylor & Francis Group, LLC.

A simple and efficient synthesis and dynamic NMR studies of some new podands of dithiocarbamates formed from bis(naphthyl) derivatives

The reaction of dithiocarbamate salts (IVa - c) with bis(naphthalene chloroacetates) (IIa,b) and bis(naphthalene ethoxybromide) (IIc) in dimethylformamide (DMF) furnished corresponding podands as Va - i in high to excellent yields. Three reacting ligands, (IIa,b) and (IIc), were obtained in the reaction of bis(naphthalene) (Ia,b) with chloroacetylchloride and 1,2-dibromoethane. Dynamic NMR spectroscopic data of three series of podands (Va - c, Vd-f, and Vg - i) are discussed, and their free energy of activation (Δ GC≠) at coalescence temperatures are figured out. The Δ GC ≠ s of these podands were attributed to conformational isomerization in the range of 14.5-18.3 kcal mol-1 due to rotation and resonance effects about thioamide C-N bond. Copyright

ION CHANNEL ANTAGONISTS/BLOCKERS AND USES THEREOF

Provided are ion channel antagonists/blockers and uses thereof. Specifically, it provides the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method therefor and application thereof. Definition of each group in the formula can be found in the specification for details. Provided is also pharmaceutical composition useful for treatment of heart disease and other ion channel related diseases.

Benzimidazole conjugate of 1,1′-thiobis(2-naphthol) as switch-on fluorescence receptor for Ag+ and the complex as secondary recognition ensemble toward Cys, Asp, and Glu in aqueous methanolic solution: Synthesis, characterization, ion and amino acid recognition, computational studies, and microscopy features

A new 1,1′-thiobis(2-naphthoxy)-based receptor molecule (L) containing a benzimidazole moiety has been synthesized and characterized by 1H NMR, ESI-MS, and elemental analysis. The selectivity of L has been explored in aqueous methanol, resulting in selective (7.5 ± 0.5)-fold switch-on fluorescence response toward Ag+ among 14 different transition, alkali, and alkaline earth metal ions studied. The complexation of Ag+ by L has been addressed by ESI-MS, 1H NMR, and UV-vis spectra. Microstructural features of L and its Ag+ complex have been measured by AFM and TEM. The morphological features of L alone and L in the presence of Ag+ differ dramatically both in shape and size, and the ion induces the formation of chains owing to its coordinating ability toward benzimidazole. Further, the in situ [Ag+-L] complex was titrated against 20 naturally occurring amino acids and found that this complex acts as a secondary recognition ensemble toward Cys, Asp, and Glu by switch-off fluorescence.