16215-11-5

Basic information

• Product Name: 1-METHYL-4-((E)-3-PHENYL-PROP-2-ENE-1-SULFONYL)-BENZENE
• Synonyms: 1-METHYL-4-((E)-3-PHENYL-PROP-2-ENE-1-SULFONYL)-BENZENE;(E)-1-(CinnaMylsulfonyl)-4-Methylbenzene
• CAS NO: 16215-11-5
• Molecular Formula: C₁₆H₁₆O₂S
• Molecular Weight: 272.36204
• Mol File: 16215-11-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 120 °C
• Boiling Point: 467.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.169±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-METHYL-4-((E)-3-PHENYL-PROP-2-ENE-1-SULFONYL)-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-4-((E)-3-PHENYL-PROP-2-ENE-1-SULFONYL)-BENZENE(16215-11-5)
• EPA Substance Registry System: 1-METHYL-4-((E)-3-PHENYL-PROP-2-ENE-1-SULFONYL)-BENZENE(16215-11-5)

Safety Data

• Hazardous Substances Data: 16215-11-5(Hazardous Substances Data)

Upstream product

• 7318-33-4 4-methyl-N′-((2E)-3-phenylallylidene)benzenesulfonohydrazide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 300-57-2 allylbenzene 
• 77134-01-1 (Z)-cinnamyl acetate 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 4392-24-9 Cinnamyl bromide 
• 98-59-9 p-toluenesulfonyl chloride 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 2327-99-3 1-phenylpropadiene 
• 26981-77-1 t-butylallene 
• 121033-92-9 (E)-1-methyl-4-((3-phenylprop-1-en-1-yl)sulfonyl)benzene 

Downstream Products

• 91483-48-6 (E)-2-Methyl-5-phenyl-3-(toluene-4-sulfonyl)-pent-4-en-2-ol 
• 6583-78-4 1,3,4-triphenylfluoren-9-one 
• 1421914-12-6 (E)-8-(4-phenylbuta-1,3-dien-1-ylidene)-1,4-dioxaspiro[4.5]decane 
• 1430110-73-8 (E)-1,1-bis(ethoxymethyl)-3-(3-phenylallylidene)cyclobutane 
• 91935-86-3 3-hydroxy-3-phenyl-1-propenyl p-tolyl sulfone 
• 82537-34-6 (E)-1-Phenyl-dodec-1-en-4-ol 
• 84107-76-6 (3E)-1,4-diphenylbut-3-en-1-ol 
• 204913-35-9 6-Chloro-2-phenyl-4-(toluene-4-sulfonyl)-quinoline 
• 3708-35-8 Ethyl 2-(ethoxycarbonyl)-5-phenyl-4-pentenoate 
• 72335-26-3 Ethyl-(1-phenyl)-allylmalonat 
• 112825-94-2 2-ethoxycarbonyl-2-<(E)-3-phenyl-2-propenyl>cyclopentanone 
• 78473-59-3 3-acetoxy-3-phenyl-1-propenyl p-tolyl sulfone 
• 84319-83-5 (E)-1,4-Diphenyl-2-(toluene-4-sulfonyl)-but-3-en-1-ol 
• 84319-84-6 (E)-1-Phenyl-3-(toluene-4-sulfonyl)-dodec-1-en-4-ol 

Relevant articles and documents

Substitution of allylic acetates with sodium para-toluenesulfinate in aqueous media using allylpalladium chloride dimer and a water-soluble ligand as the catalytic system; electrospray ionisation mass spectrometry analysis

The allylic substitution of allylic acetates by sodium para- toluenesulfinate in aqueous media was catalyzed by [(η3-allyl) PdCl]2 associated with [(HOCH2CH2NHCOCH 2)2NCH2]2. High yields could be obtained but the recycling of the catalytic system proved to be weakly effective. ESI-MS analysis has led to the suggestion of a possible catalytic cycle involving a PdIV intermediate. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Regioselective Single-Electron Tsuji-Trost Reaction of Allylic Alcohols: A Photoredox/Nickel Dual Catalytic Approach

A radical-mediated functionalization of allyl alcohol derived partners with a variety of alkyl 1,4-dihydropyridines via photoredox/nickel dual catalysis is described. This transformation transpires with high linear and E-selectivity, avoiding the requirement of harsh conditions (e.g., strong base, elevated temperature). Additionally, using aryl sulfinate salts as radical precursors, allyl sulfones can also be obtained. Kinetic isotope effect experiments implicated oxidative addition of the nickel catalyst to the allylic electrophile as the turnover-limiting step, supporting previous computational studies.

Green and Scalable Palladium-on-Carbon-Catalyzed Tsuji–Trost Coupling Reaction Using an Efficient and Continuous Flow System

The first continuous flow Tsuji–Trost coupling reaction between allylic compounds and various nucleophiles has been successfully achieved within only around 40 s during a single pass through a cartridge filled with palladium on carbon (Pd/C). Two methods have been designed by using the H-cube ThalesNano technology that enable the efficient production of added-value compounds on the gram scale with high productivity. Under the optimized conditions, the cartridge catalyst can be used for 60 min of continuous processing without a decrease in reactivity. A large range of substrates and nucleophiles have successfully been submitted to the standard methods, giving good-to-excellent yields and productivity.