64101-67-3

Basic information

• Product Name: Ethanone, 1-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-
• CAS NO: 64101-67-3
• Molecular Formula: C15H14O4S
• Molecular Weight: 290.34
• Mol File: 64101-67-3.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-(64101-67-3)
• EPA Substance Registry System: Ethanone, 1-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-(64101-67-3)

Safety Data

• Hazardous Substances Data: 64101-67-3(Hazardous Substances Data)

Upstream product

• 4124-41-8 p-toluenesulfonylanhydride 
• 99-93-4 4-Hydroxyacetophenone 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 38430-55-6 ethyl-4-acetylbenzoate 
• 99-93-4 4-Hydroxyacetophenone 
• 92-91-1 biphenyl-4-acetaldehyde 
• 1010118-51-0 4'-(p-toluenesulfonate)-4-hydroxychalcone 
• 1010118-52-1 C₂₃H₂₀O₅S 
• 952599-10-9 1-[4-(2-pyridin-2-ylcyclohex-1-en-1-yl)phenyl]ethanone 
• 76650-29-8 4-acetyl-3'-methylbiphenyl 
• 13021-18-6 1-(4'-methoxy-biphenyl-4-yl)-ethanone 
• 1032476-40-6 4'-(4-toluenesulfonyloxy)-4-hydroxychalcone 
• 727656-91-9 4'-(4-toluenesulfonyloxy)-4-methoxychalcone 
• 36881-01-3 2-(4-hydroxyphenyl)-2-methyl-1,3-dioxolane 
• 1296794-27-8 4-(2-methyl-1,3-dioxolan-2-yl)phenyl 4-methylbenzenesulfonate 
• 56917-39-6 4-acetyl-2'-methylbiphenyl 
• 1403603-14-4 4-(2-(dimethylamino)-2-oxoacetyl)phenyl 4-methylbenzenesulfonate 

Relevant articles and documents

ProPhenol Derived Ligands to Simultaneously Coordinate a Main-Group Metal and a Transition Metal: Application to a Zn?Cu Catalyzed Reaction

A new bifunctional ligand bearing chiral N-heterocyclic carbene (NHC) and prolinol moieties is presented. Utilizing the designed ligand, an in situ formed Cu/Zn hetero-bimetallic complex unlocks the asymmetric allylic alkylation reactions of allyl phosphates with zinc keto-homoenolates, leading to the formation of various γ-vinyl ketones with good regio- and enantio-selectivity. DF sT calculation supports that the chelation of allyl phosphates with catalyst promotes the SN2’ addition and the ligand-substrate steric interactions account for the stereoselective outcome.

The Synthesis and Catalytic Activity of New Mixed NHC-Phosphite Nickel(0) Complexes

Herein we describe the synthesis and isolation of the first low-valent NHC-phosphite nickel complexes of general formula Ni(NHC)[P(OAr)3]2. These three-coordinate Ni(0) compounds were fully characterized, including by X-ray crystallography that highlighted their trigonal planar geometry. The representative complex Ni(IMes)[P(OPh)3]2 was used to show that a phosphite ligand is readily substituted in the presence of an aldehyde or nitrile. These stoichiometric studies then led to an investigation of their catalytic properties in the Suzuki-Miyaura cross-coupling reactions between aryl tosylates and aryl boronic acids, a first for such a NHC-Ni catalyst. Finally, mechanistic investigations led to the isolation of a well-defined oxidative addition product.

Phosphorylation of Alkenyl and Aryl C-O Bonds via Photoredox/Nickel Dual Catalysis

A phosphorylation of alkenyl and aryl C-O bonds at room temperature via photoredox/nickel dual catalysis is reported. By starting from easily available and inexpensive sulfonates, a variety of important alkenyl phosphonates and aryl phosphine oxides are g

Pd/Indanone-Based Ligands: An Efficient Catalyst System for Ullmann-Type, Suzuki-Miyaura, and Mizoroki-Heck Cross-Coupling Reactions with Aryl Tosylates and Aryl Halides

2-Hydroxyindan-1-ones have been efficiently synthesized and successfully applied as ligands in Pd-catalyzed Ullmann type, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling reactions with aryl tosylates and aryl halides. The ligands are air- and moisture-stable and have shown high catalytic activity with Pd(OAc) 2 in these cross-coupling reactions. The system tolerates a variety of functional groups in the product and can be re-used at least three times with maximum efficiency..

Copper-Catalyzed C-S Bond Formation via the Cleavage of C-O Bonds in the Presence of S8 as the Sulfur Source

Useful and applicable methods for one-pot and odorless synthesis of unsymmetrical and symmetrical diaryl sulfides via C-O bond activation are presented. First, a new efficient procedure for the synthesis of unsymmetrical sulfides using the cross-coupling reaction of phenolic esters such as acetates, tosylates, and triflates and with arylboronic acid or triphenyltin chloride as the coupling partners is reported. Depending on the reaction, S 8 /KF or S 8 /NaO t -Bu system is found to be an effective source of sulfur in the presence of copper salts and in poly(ethylene glycol) as a green solvent. Then, the synthesis of symmetrical diaryl sulfides from phenolic compounds by using S 8 as the sulfur source and NaO t -Bu in anhydrous DMF at 120 °C under N 2 is described. By these protocols, the synthesis of a variety of unsymmetrical and symmetrical sulfides become easier than the available protocols in which thiols and aryl halides are directly used for the preparation of the sulfides.

Coupling of C(sp3)-H bonds with C(sp2)-O electrophiles: mild, general and selective

Herein is reported the mild and general coupling of amine/ether C(sp3)-H bonds with various kinds of C(sp2)-O electrophiles with high selectivity and efficiency. Valuable allylic/benzylic amines are generated in moderate to excellent yields. The utility of this transformation is demonstrated by a broad substrate scope (>50 examples), good functional group tolerance and facile product modification.

Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates

Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding

Aryl tosylates as non-ionic photoacid generators (PAGs): Photochemistry and applications in cationic photopolymerizations

The irradiation of various substituted aryl tosylates was investigated in a solution and homolysis of the ArO-SO2C6H4CH3 bond was the path exclusively observed. The corresponding phenols and photo-Fries adducts were obtained and p-toluenesulfinic and p-toluenesulfonic acids were liberated. The nature and amount of the acid photoreleased were tuned by changing the reaction conditions and the nature and position of the aromatic substituents. In deaerated solutions p-toluenesulfinic acid was formed exclusively, whereas under oxygenated conditions the stronger p-toluenesulfonic acid was released, as shown by HPLC ion chromatography analyses. ArO-S bond photocleavage takes place from the singlet state, as confirmed by laser flash photolysis experiments, and competitive intersystem crossing can make the aryl tosylate unreactive when a nitro group is present. The application of these aryl tosylates as non-ionic photoacid generators (PAGs) in hybrid organic/inorganic sol-gel photoresists has been explored.

Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids using a morpholine-Pd(OAc)2 catalyst system

We report a new catalyst system, a morpholine-Pd(OAc)2 complex, for Suzuki-Miyaura coupling of aryl tosylates or mesylates with arylboronic acids to give biaryl compounds. The morpholine-Pd(OAc)2 catalyst system is proposed to be a precursor of the catalytically active species in the coupling reaction. Aryl chlorides and aryl triflates can also be used in this coupling reaction. Altogether, 22 biaryl compounds were obtained using this catalyst system. We report a new catalyst system, a morpholine-Pd(OAc) 2 complex, for Suzuki-Miyaura coupling of aryl tosylates or mesylates with arylboronic acids to give biaryl compounds. The morpholine-Pd(OAc) 2 catalyst system is proposed to be a precursor of the catalytically active species in the coupling reaction. Copyright

Cs2CO3 catalyzed rapid and efficient conversion of amines into sulfonamides; Alcohols and phenols into sulfonic esters

A simple and efficient method has been developed for the sulfonylation of several amines, alcohols, and phenols by p-toluenesulphonylchloride (p-TsCl) in the presence of catalytic amount of Cs2CO3 at 25C to obtain sulfonamides and sulfonic esters in very good yields. Cs2CO3 has been found to be highly efficient catalyst. Taylor & Francis Group, LLC.