16823-63-5

Basic information

• Product Name: Phenylhexyl sulfone
• Synonyms: Hexylphenyl sulfone;Phenylhexyl sulfone
• CAS NO: 16823-63-5
• Molecular Formula: C₁₂H₁₈O₂S
• Molecular Weight: 226.34
• Mol File: 16823-63-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Phenylhexyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylhexyl sulfone(16823-63-5)
• EPA Substance Registry System: Phenylhexyl sulfone(16823-63-5)

Safety Data

• Hazardous Substances Data: 16823-63-5(Hazardous Substances Data)

Upstream product

• 111-25-1 1-bromo-hexane 
• 873-55-2 sodium benzenesulfonate 
• 542-69-8 1-iodo-butane 
• 5535-48-8 PVS 
• 543-63-5 n-butylmercuric chloride 
• 943-78-2 hexyl phenyl sulfide 
• 963-16-6 (E)-1,2-bis(phenylsulfonyl)ethylene 
• 638-45-9 1-Iodohexane 
• 108-98-5 thiophenol 
• 111-26-2 hexan-1-amine 
• 120915-24-4 (E)-2-bromo-1-(phenylthio)hex-1-ene 
• 693-02-7 hex-1-yne 
• 64168-52-1 4'-nitrobenzenesulfenanilide 
• 544-10-5 1-Chlorohexane 

Downstream Products

• 88703-52-0 5-(Phenylsulfonyl)-2-hydroxydecan-4-on 
• 111872-69-6 5-Benzenesulfonyl-4-hydroxy-1-piperidin-1-yl-decan-1-one 
• 1595-03-5 1-hexyl-3-methylbenzene 
• 63988-87-4 1-(3,5-Dimethylphenyl)-hexan 
• 3042-53-3 2-hexyl-1,4-dimethyl-benzene 
• 148312-18-9 1-(triphenylsilyl)-2-n-pentylcyclopropene 
• 148312-07-6 Methanesulfonic acid 3-benzenesulfonyl-1-triphenylsilanyl-octyl ester 
• 7018-92-0 2,5-Undecanedione 
• 1128-08-1 dihydro-cis-jasmone 
• 74420-28-3 6-(Phenylsulfonyl)undecane-2,5-dione 
• 30361-33-2 (2E,4E)-deca-2,4-dienoic acid 
• 104683-17-2 5-(1-Benzenesulfonyl-hexyl)-dihydro-furan-2-one 
• 91787-30-3 2-phenylsulphonyl-1-phenylhept-1-ene 
• 13633-28-8 (hepta-1,2-dien-1-yl)benzene 

Relevant articles and documents

Aryl Radical-Mediated Alkenylation of Alkyl Halides

The free-radical alkenylation of a range of alkyl iodides with a vinyldisulfones has been carried out, leading to the desired vinylsulfones in moderate to good yields under mild conditions. The process is initiated by an aryl radical which abstracts the iodine atom from the alkyl iodide to form a C-centered radical intermediate, the addition of which onto the vinyldisulfone providing the final vinylsulfone. The aryl radical is generated in situ through a single-electron transfer from an electron donor-acceptor complex (EDA) formed between a diaryliodonium salt (Ph2I+ PF6?) and triethylamine.

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes.

A Desulfurative Strategy for the Generation of Alkyl Radicals Enabled by Visible-Light Photoredox Catalysis

Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible-light photoredox catalysis. A process that involves the generation of N-centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to forming the corresponding alkyl radical species. This strategy has been successfully applied to conjugate addition reactions that features mild reaction conditions, broad substrate scope (>60 examples), and good functional-group tolerance.

Alkyl radical precursor and application thereof in establishing C-C bond

The invention provides a precursor for generating an alkyl radical based on the visible light induction and a novel method for generating the radical. The alkyl sulfenamide is used as the radical precursor to generate the alkyl radical by virtue of the C-S bond cracking accelerated by the visible light, and then the alkyl radical is applied to the chemical reaction for establishing a C-C bond. Thereaction system has the characteristic of high efficiency, and has important scientific significance and application value for researching the novel C-C bond formation reaction, organic synthesis, drug synthesis and the like. In general, the invention provides a novel general method having practical application value. The thioalcohol (thioether) with rich resources is converted to a tool for derivating the alkyl radical.

Schiff base complex of Mo supported on iron oxide magnetic nanoparticles (Fe3O4) as recoverable nanocatalyst for the selective oxidation of sulfides

In this work, a new tridentate Schiff base dioxo-molybdenum(VI) complex immobilized on silica-coated magnetic nanoparticles (MoO25CML–Fe3O4@SiO2) has been synthesized and characterized using different techniques such as FTIR, TGA, AAS, ICP–AES, XRD, VSM, EDX and SEM analyses. The catalytic activity of synthesized complex was examined in the oxidation of various sulfides in the presence of H2O2 as cheap, green and eco-friendly oxidant. This catalytic system provides high conversion and selectivity toward either sulfoxides or sulfones under different conditions. Also, the nanocatalyst could be easily separated and regenerated from reaction media by external magnet and could be reused for ten times without significant loss of the activity and selectivity.

Synthesis, crystal structure and spectroscopic studies of a cobalt(III) Schiff base complex and its use as a heterogeneous catalyst for the oxidation reaction under mild condition

A new Schiff base oriented Co(III) complex, (CoL)Cl4H2O (L = Schiff base), has been synthesized by careful design of the Schiff base ligand thorough oxidation of Co(II) to Co(III) during the reaction process. The complex has been characterized by single-crystal X-ray structure analysis and various spectral analyses. Structure analysis reveals that this monomeric complex crystallizes in triclinic P-1 space group. Supramolecular hydrogen bonding interactions among the guest water molecules and counter anion chloride leads to the formation of 1D water-chloride chain. A polymer anchored heterogeneous cobalt complex has been synthesized, characterized by various physicochemical techniques and successfully used for the oxidation of alkenes and sulfides using H2O2 as oxygen source. The influence of the various reaction parameters has been studied. The heterogeneous cobalt complex can be reused seven times without any significant loss in its catalytic activity.

Synthesis, catalytic oxidation and oxidative bromination reaction of a reusable polymer anchored oxovanadium(IV) complex

Polymer anchored oxovanadium catalyst was synthesized and characterized. The solid catalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), UV-vis diffuse reflectance spectroscopy (DRS), thermogravimetric analysis (TGA) and scanning electron microscope (SEM). Its catalytic activity was evaluated for the oxidation of various alkenes, sulfides and aromatic alcohols with 30% H2O2 under mild reaction conditions. This catalyst was also effective for the oxidative bromination reaction of organic substrates with 80-100% selectivity of mono substituted products with H2O2/KBr at room temperature. The above reactions require minimum amount of H2O2, short time period and most importantly all the above reactions occur in aqueous medium. The developed catalyst can be facilely recovered and reused six times without significant decrease in activity and selectivity. This result confirms that the polymer anchored complex was not leached during the reaction, suggesting the true heterogeneous nature of the catalyst.

Chemoselective sulfoxidation by H2O2 or HNO3 using a phosphate impregnated titania catalyst

A variety of organosulfur compounds have been selectively oxidized to the corresponding sulfoxides by either H2O2 or HNO3 using a newly developed solid acid catalyst composed of 84.5% of TiO2 and 15.5% of [Ti4H11(PO4)9]·nH2O (n = 1-4). The chemoselective oxidation of sulfides in the presence of vulnerable groups such as -CN, -C{double bond, long}C-, -CHO, or -OH, as well as sulfoxidation of substrates like benzothiazole, glycosyl sulfide, and dibenzothiophenes is some of the important attribute of the protocol. Nitric acid, under the present experimental conditions, brings about relatively better selectivity than hydrogen peroxide.

Zn/CuI-mediated coupling of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides

A novel high-yielding Zn/CuI-mediated coupling method of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides is described. This protocol is applicable for primary, secondary, and tertiary alkyl iodides and bromides. Alkyl chlorides

Organic reactions in ionic liquids: A new method for the synthesis of alkyl aryl sulfones by alkylation of sodium arenesulfinates with unactivated alkyl chlorides

A new method is reported for the synthesis of alkyl aryl sulfones by alkylation of sodium arenesulfinates with unactivated alkyl chlorides using ionic liquid based on 1-butyl-3-methylimidazolium tetrafluoroborate (BmimBF 4) mixed with water (2:1) as reaction media. The ionic liquid can be reused and the procedure gives the sulfones in moderate yields.