35330-76-8

Usage

Chemical Properties

Off-white solid

InChI:InChI=1/C11H10OS/c1-13(12)11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3

Upstream product

• 7433-79-6 2-methylthionaphthalene 
• 67-68-5 dimethyl sulfoxide 
• 91-60-1 2-Naphthalenethiol 
• 1308833-67-1 2-(naphthylsulfinyl)ethyl phenyl sulfone 
• 74-88-4 methyl iodide 
• 1308834-02-7 2-(2-naphthylsulfanyl)ethyl phenyl sulfone 
• 75-16-1 methylmagnesium bromide 
• 105163-70-0 2-naphthyl 2-(4-pyridyl)ethyl sulfide 
• 134613-51-7 (Z)-2-(2-bromoethenylthio)naphthalene 
• 35330-76-8 (R)-2-naphthyl methyl sulfoxide 
• 138286-19-8 (+)-(Z)-2-(2-bromoethenylsulfinyl)naphthalene 
• 105163-67-5 4-[2-(Naphthalene-2-sulfinyl)-ethyl]-pyridine 
• 60142-34-9 2-Bromomethanesulfinyl-naphthalene 

Downstream Products

• 38226-53-8 1-(Naphthalene-2-sulfinylmethyl)-cyclohexanol 
• 38226-61-8 C₂₆H₂₂O₂S 
• 38226-50-5 1-(4-Dimethylamino-phenyl)-2-(naphthalene-2-sulfinyl)-ethanol 
• 38226-63-0 C₂₇H₂₄O₃S 
• 38226-62-9 C₂₇H₂₄O₂S 
• 38226-60-7 [2-(Naphthalene-2-sulfinyl)-1-phenyl-ethyl]-phenyl-amine 
• 35330-75-7 2-(methylsulfonyl)naphthalene 
• 35330-76-8 (R)-2-naphthyl methyl sulfoxide 
• 114129-50-9 (S)-methyl 2-naphthylsulfoxide 
• 7433-79-6 2-methylthionaphthalene 
• 96550-91-3 3-(naphthalen-1-yl)-1-phenylpropan-1-one 
• 80674-36-8 3-(naphthalen-1-yl)-1-phenylprop-2-en-1-one 
• 73981-95-0 1-(naphthalene-1-yl)-3-phenyl-1,3-propanedione 
• 29908-29-0 1-(α-naphthyl)-3-phenylpropane 

Relevant academic research and scientific papers

2D and 3D Porphyrinic Covalent Organic Frameworks: The Influence of Dimensionality on Functionality

The construction of 2D and 3D covalent organic frameworks (COFs) from functional moieties for desired properties has gained much attention. However, the influence of COFs dimensionality on their functionalities, which can further assist in COF design, has

Ligand Modification of Au25 Nanoclusters for Near-Infrared Photocatalytic Oxidative Functionalization

The inorganic-organic interface between metal catalysts and their substrates greatly influences reaction processes, but few studies of this interface have been conducted for a detailed understanding of its structure. Herein, we describe the synthesis and structural determination of an arylthiolated Au25(F-Ph)18- nanocluster and characterize in detail the key roles of its ligands in photocatalyzed oxidative functionalization reactions. The most significant findings are that (i) interactions are established between ligands to avoid distortion of the geometric structure, limit the Jahn-Teller effect, and protect the nanocluster from oxidization and (ii) the low energy gap (HOMO-LUMO) of the synthetic clusters enables three types of photocatalytic oxidative functionalization reactions by near-infrared light (850 nm).

Extending aromatic acids on TiO2 for cooperative photocatalysis with triethylamine: Violet light-induced selective aerobic oxidation of sulfides

Designing visible light photocatalysts with a metal oxide semiconductor as the starting material could expand a new horizon for the conversion and storage of solar energy. Here, the benchmark photocatalyst TiO2 was used to pursue this goal by a

Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes

Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analysed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed; however, very low stereoselectivities were obtained. NMR experiments indicated that these reagents are very easily hydrolysed in either chloroform or DMSO solvents leading to the limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents.

Synthesis method of sulfoxide compound

The invention discloses a method for preparing sulfoxide derivatives with industrial application value through substituted diaryl (heterocyclic aryl) and aryl (heterocyclic aryl) alkyl sulfide compounds. Under electrochemical reaction conditions, diaryl (heterocyclic aryl) and aryl (heterocyclic aryl) alkyl sulfide compounds which are wide in source and easy to prepare and have structural diversity are used as raw materials, lithium perchlorate (LiClO4) is used as an electrolyte, acetonitrile (CH3CN) is used as a solvent, and oxygen is used as an oxidizing agent to prepare the diaryl (heterocyclic aryl) and aryl (heterocyclic aryl) alkyl sulfoxide derivatives. Compared with reported preparation methods of sulfoxide derivatives, the preparation method disclosed by the invention is green, environment-friendly, safe, energy-saving, wide in substrate application range, good in compatibility of product functional groups, easy in obtaining of raw materials and simple and convenient to operate.

Organocatalytic sulfoxidation

Treatment of a sulfide with a catalytic amount of a 1,3-diketone in the presence of silica sulfuric acid as a co-catalyst and hydrogen peroxide (50% aq) as the stoichiometric oxidant leads to the corresponding sulfoxide product. The reaction is effective for diaryl, aryl-alkyl and dialkyl sulfides and is tolerant of oxidisable and acid sensitive functional groups. Investigations have shown that the tris-peroxide 2, formed on reaction of pentane-2,4-dione with hydrogen peroxide under acidic reaction conditions, can oxidise two equivalents of sulfide using the exocyclic peroxide groups whereas the endocyclic peroxide remains intact. Calculations provide a mechanism consistent with experimental observations and suggest the reaction proceeds via an initial acid catalysed ring opening of a protonated tris-peroxide prior to oxygen transfer to a sulfur nucleophile.

Accelerated Oxidation of Organic Sulfides by Microdroplet Chemistry

We report the rapid oxidation of organic sulfides to sulfoxides by means of microdroplet chemistry at room temperature using a spray solution containing an organic sulfide dissolved in water/methanol, dilute (11%-14%) sodium hypochlorite (NaClO), and 5% chloroauric acid (HAuCl4). Ultrasonic nebulization, easy ambient sonic-spray ionization, or electrosonic spray ionization serves as the microdroplet source. High-resolution mass spectrometry was used as an online detector, and nuclear magnetic resonance was used as an offline detector. We found that the sulfoxide yields vary between 66 and 95%, the highest rate of product formation is 195 mg/min for benzyl phenyl sulfoxide, and the time required is a few minutes, which is much less than that required for the conventional means of achieving this chemical transformation. We also applied this microdroplet method to protein fingerprinting. We found that protein sequences containing methionine can be quickly oxidized, providing useful information for protein structure determinations.

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Electrochemical Scalable Sulfoxidation of Sulfides with Molecular Oxygen and Water

An efficient and chemoselective synthesis of sulfoxides through the electrooxidation of sulfides has been well developed. This protocol takes advantage of electricity as the terminal oxidant and of molecular oxygen and water as the oxygen atom sources. A variety of structurally diverse sulfoxide compounds are assembled in moderate to excellent yields. The scaled-up reactions at 6–20 mmol show the good practicability and application potential of this methodology. A possible free radical mechanism has been proposed to rationalize the reaction procedure.