16212-05-8

Basic information

• Product Name: Allyl phenyl sulfone
• Synonyms: ALLYL PHENYL SULFONE;ALLYL PHENYL SULPHONE;ALLYLSULFONYLBENZENE;(allylsulphonyl)benzene;Phenyl allyl sulfone.;(2-propenylsulfonyl)-benzen;Allyl Phenyl sulone;sulfone, allyl phenyl
• CAS NO: 16212-05-8
• Molecular Formula: C₉H₁₀O₂S
• Molecular Weight: 182.24
• EINECS: 240-338-8
• Product Categories: Phenyls & Phenyl-Het;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Phenyls & Phenyl-Het;Organic Building Blocks;Sulfones;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 16212-05-8.mol
• Article Data: 150

Chemical Properties

• Boiling Point: 110-113 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colourless to faintly yellow liquid
• Density: 1.189 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000456mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• Storage Temp.: 2-8°C
• Sensitive: Light Sensitive
• BRN: 1863561
• CAS DataBase Reference: Allyl phenyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: Allyl phenyl sulfone(16212-05-8)
• EPA Substance Registry System: Allyl phenyl sulfone(16212-05-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: WR2400000
• F: 8-10
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 16212-05-8(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID

Uses

Possible usages of allyl phenyl sulfone:It can undergo isomerization by the nonionic proazaphosphatrane catalysts under mild reaction conditions.It can react with epoxymesylate to give cycloalkane derivative. This method has been employed in the synthesis of marine eicosanoid bacillariolides I-III.It can undergo electrocatalytic additions to vinyl sulfones catalyzed by an electrogenerated base.

InChI:InChI=1/C9H10O2S/c1-2-8-12(10,11)9-6-4-3-5-7-9/h2-7H,1,8H2

Upstream product

• 5296-64-0 allyl phenyl thioether 
• 35466-83-2 allyl methyl carbonate 
• 873-55-2 sodium benzenesulfonate 
• 107-18-6 allyl alcohol 
• 618-41-7 Benzenesulfinic acid 
• 175879-77-3 N-benzoyl-N-benzylbenzenesulfonamide 
• 106-95-6 allyl bromide 
• 930-69-8 sodium thiophenolate 
• 98-09-9 benzenesulfonyl chloride 
• 938-10-3 phenylsulfonyl azide 
• 76-63-1 allytriphenyltin 
• 24850-33-7 allyltributylstanane 
• 20788-42-5 allyl 2-chlorophenyl ether 
• 1746-13-0 allyl phenyl ether 

Downstream Products

• 28975-80-6 Phenyl-propenyl-sulfon 
• 2674-25-1 [(2,3-dibromopropyl)sulfonyl]benzene 
• 28691-72-7 (E)-1-propenyl phenyl sulfone 
• 77657-92-2 2-bromo-1-(phenylsulfonyl)propane 
• 13630-97-2 (2,3-dichloro-propyl)-phenyl sulfone 
• 2114-42-3 allylcyclohexane 
• 67902-88-9 3-((E)-3-Benzenesulfonyl-allyl)-cyclohexanone 
• 78828-40-7 1-(1-Benzenesulfonyl-allyl)-cyclohex-2-enol 
• 78828-33-8 3-(1-Benzenesulfonyl-allyl)-cyclohexanone 
• 94-66-6 2-allylcyclohexan-1-one 
• 115782-91-7 (Z)-2,6-diallyl-1-cyclohexanone 
• 36040-02-5 (E)-2,6-diallyl-1-cyclohexanone 
• 142271-29-2 C₁₅H₁₅FO₂SSe 
• 129802-96-6 C₁₅H₁₅FO₂SSe 

Relevant articles and documents

A convenient method for the synthesis of β,γ-unsaturated sulfones through zinc-mediated C-S coupling reaction

Through zinc-mediated coupling reaction of allylic bromides with alkane- or arenesulfonyl chlorides, β,γ-unsaturated sulfones were obtained with moderate to good yields.

Organic oxidations promoted in vortex driven thin films under continuous flow

With increasing concerns for the environmental impact of chemical manufacturing, reagents and processes that align with the principles of green chemistry are essential. The fundamental oxidation of organic substrates is no exception and in this report three distinct modes of green oxidation are demonstrated in a vortex fluidic device (VFD) under continuous flow: aerobic oxidation, oxidation using chlorine bleach, and oxidation using hydrogen peroxide. The VFD, which is a thin film microfluidic platform, revealed clear advantages in these oxidations in comparison to traditional batch reactor processing: Efficient mass transfer of gases in the dynamic thin film increased the rate of aerobic oxidations, and the intense micromixing allowed multi-phase oxidations to proceed efficiently, obviating the need for organic solvents and phase transfer catalysts. In addition, the rapid dissipation of heat in the VFD also improved the safety profile and stereoselectivity for exothermic oxidations.

Highly porous conjugated polymers for selective oxidation of organic sulfides under visible light

High surface area porous conjugated polymers were synthesized via the high internal phase emulsion polymerization technique and micropore engineering as efficient heterogeneous photocatalysts for highly selective oxidation of organic sulfides to sulfoxides under visible light. This journal is the Partner Organisations 2014.

Oxidation of sulfides including DBT using a new vanadyl complex of a non-innocent o-aminophenol benzoxazole based ligand

Reaction of a non-innocent o-aminophenol benzoxazole based ligand HLBAP with VOCl3 afforded a vanadyl complex, VOLBIS (SQ), in which SQ is a 2,4-di-tert-butylsemiquinone produced from hydrolysis of HLBAP. The crystal structure of VOLBIS (SQ) exhibits an octahedral geometry with the VO2+ center coordinated by two nitrogen and one oxygen atoms of LBAP and two oxygen atoms of SQ. Electrochemical studies showed quasi-reversible metal-centered reduction and ligand-centered oxidation of complex. The magnetic moment of VOLBIS (SQ) is consistent with the spin-only value expected for S?=?1/2 system. The neutral species of VOLBIS (SQ) is EPR active, which is consistent with a paramagnetic electronic ground state (S?=?1/2). This result is in accordance with the vanadyl (IV) moiety surrounded by tridentate iminobenzosemiquinonate anion radical (HLBIS)?- and benzosemiquinone ligand (SQ)?. The theoretical calculations confirm the experimental results. Furthermore, we present the optimal conditions for maximum efficiency of sulfide oxidation for oxidative desulfurization with hydrogen peroxide and 6 times reusability of catalyst for sulfoxidation of dibenzothiophene.

A convenient synthesis of sulfones using zinc mediated coupling reaction of sulfonyl chlorides with alkyl halides in aqueous media

An efficient procedure for the preparation of sulfones has been developed through a simple reaction of aromatic sulfonyl chlorides with suitable alkyl halides mediated by commercial zinc powder in aqueous media at 0 °C ~ room temperature.

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Assembly of polyoxometalate-thiacalix[4]arene-based inorganic-organic hybrids as efficient catalytic oxidation desulfurization catalysts

Self-assembly of polyoxometalates, Ni(ii)/Ag(i) cations and tetra-[5-(mercapto)-1-methyltetrazole]-thiacalix[4]arene (L) yielded three inorganic-organic hybrids, namely, [Ni3L2(CH3OH)6(H2O)4][PMo12O40]2·3CH3OH·2H2O (1), [Ni3L2(CH3OH)6(H2O)4][PW12O40]2·3CH3OH·2H2O (2) and [Ag3L(PMo12O40)] (3). In hybrids (1) and (2), Ni(ii) cations are linked by L ligands to produce layered frameworks, and H bonds among the [PMo12O40]3?/[PW12O40]3?anions and L ligands lengthen the structures to form 3D supramolecular architectures. Hybrid (3) exhibits a 3D architecture, of which Ag(i) cations not only coordinated with the N and O atoms of L ligands and [PMo12O40]3?anions simultaneously, but also connected each other by Ag-Ag interactions. It is worth mentioning that1and3as recyclable catalysts show excellent heterogeneous catalytic activity in oxidation desulfurization reactions.