16212-06-9

Basic information

• Product Name: PHENYL TRANS-STYRYL SULFONE
• Synonyms: BUTTPARK 44\07-07;PHENYL TRANS-STYRYL SULFONE;PHENYL TRANS-STYRYL SULPHONE;TRANS-PHENYL BETA-STYRYLSULFONE;-styrylsulfone;trans-Phenyl §trans-Phenyl styrylsulfone, 98%;trans-phenyl á-styrylsulfone
• CAS NO: 16212-06-9
• Molecular Formula: C₁₄H₁₂O₂S
• Molecular Weight: 244.31
• Mol File: 16212-06-9.mol
• Article Data: 125

Chemical Properties

• Melting Point: 74-75 °C(lit.)
• Boiling Point: 438.2 °C at 760 mmHg
• Flash Point: 275.1 °C
• Appearance: /
• Density: 1.221 g/cm³
• Vapor Pressure: 1.81E-07mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: PHENYL TRANS-STYRYL SULFONE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL TRANS-STYRYL SULFONE(16212-06-9)
• EPA Substance Registry System: PHENYL TRANS-STYRYL SULFONE(16212-06-9)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 16212-06-9(Hazardous Substances Data)

Usage

Uses

Phenyl trans-beta-styryl sulfone is used as a building block for proteomics research.

Synthesis Reference(s)

Synthetic Communications, 19, p. 2209, 1989 DOI: 10.1080/00397918908052616Tetrahedron Letters, 25, p. 3203, 1984 DOI: 10.1016/S0040-4039(01)91008-1

InChI:InChI=1/C14H12O2S/c15-17(16,14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11-

Upstream product

• 51755-92-1 β-phenyl-β-hydroxyethyl phenyl sulfone 
• 52147-97-4 trans 2-phenylethenesulfonyl chloride 
• 3959-23-7 benzenesulfonylacetic acid 
• 100-52-7 benzaldehyde 
• 108-98-5 thiophenol 
• 536-74-3 phenylacetylene 
• 100-42-5 styrene 
• 873-55-2 sodium benzenesulfonate 
• 67-56-1 methanol 
• 32291-77-3 phenyl (Z)-β-styryl sulphone 
• 108-86-1 bromobenzene 
• 88486-41-3 1-(tri-n-butylstannyl)-2-(phenylsulfonyl)ethene 
• 27846-25-9 1-phenyl-2-(phenylsulfonyl)ethane 
• 591-50-4 iodobenzene 

Downstream Products

• 69333-48-8 1-phenyl sulphonyl-2-methoxy-2-phenyl ethane 
• 27846-25-9 1-phenyl-2-(phenylsulfonyl)ethane 
• 65885-18-9 phenyl (2-phenyl-2-ethoxy ethyl)sulphone 
• 65885-20-3 (2-benzenesulfonyl-1-phenyl-ethyl)-dimethyl-amine 
• 21309-15-9 trans-2-phenyl-phenylsulfonyl cyclopropane 
• 39542-24-0 4-(2-benzenesulfonyl-3-phenyl-cyclopropanesulfonyl)-morpholine 
• 128593-04-4 1-phenyl-2-(benzenesulphonyl)-1-(1-pyrrolidyl)ethane 
• 128593-05-5 1-phenyl-2-(benzenesulphonyl)-1-(1-piperidyl)ethane 
• 87289-94-9 (3R,4R,5S)-4-Benzenesulfonyl-2,3,5-triphenyl-isoxazolidine 
• 55930-68-2 2-(1-Phenylsulfonyl-2-phenylaethyl)cyclohexanon 
• 344564-13-2 2-(1-Phenyl-2-phenylsulfonylaethyl)cyclohexanon 
• 82884-24-0 3-Benzenesulfonyl-2,6-diphenyl-2,3,4,7-tetrahydro-1H-azepine 
• 16037-44-8 4-phenyl-3-trimethylsilylpyrazole 
• 3846-66-0 (E)-1-tert-butyl-2-phenylethene 

Relevant articles and documents

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Facile method for solid-phase synthesis of vinyl sulfones using polystyrene-supported selenomethyl aryl sulfone

Treatment of novel polystyrene-supported selenomethyl aryl sulfone with LDA followed by alkylation and oxidation elimination efficiently afforded vinyl sulfones in good yields and purities.

Intermolecular [2 + 2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants

2-Aryl-1-sulfonyl-substituted cyclobutanes were prepared in an intermolecular [2 + 2] photocycloaddition from various α,β-unsaturated sulfones and olefins upon irradiation at λ = 300 nm (26 examples, 60-99% yield). Lewis acids catalyzed the [2 + 2] photocycloaddition of 2-benzimidazolyl styryl sulfones. At short wavelengths, the latter substrates underwent C-S bond cleavage but AlBr3 (5 mol %) allowed for an intermolecular reaction with 2,3-dimethyl-2-butene at longer wavelengths. A chiral-at-metal Lewis acid (2 mol %) facilitated an enantioselective reaction (up to 77% ee).

Visible-Light-Induced Three-Component Intermolecular Trifluoromethyl-Alkenylation Reactions of Unactivated Alkenes

Herein, we describe a practical protocol for efficient, mild, visible-light-induced three-component intermolecular trifluoromethyl-alkenylation reactions of unactivated alkenes. The protocol has good functional group tolerance and a broad substrate scope. Using this protocol, we not only introduced a trifluoromethyl group into alkenes but also converted unactivated alkenes to styrene-based activated alkenes, in addition to accomplishing late-stage functionalization of pharmaceutical intermediates. (Figure presented.).