13249-99-5

Basic information

• Product Name: Naphthalene, 1-[(4-methylphenyl)sulfonyl]-
• CAS NO: 13249-99-5
• Molecular Formula: C17H14O2S
• Molecular Weight: 282.363
• Mol File: 13249-99-5.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Naphthalene, 1-[(4-methylphenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-[(4-methylphenyl)sulfonyl]-(13249-99-5)
• EPA Substance Registry System: Naphthalene, 1-[(4-methylphenyl)sulfonyl]-(13249-99-5)

Safety Data

• Hazardous Substances Data: 13249-99-5(Hazardous Substances Data)

Upstream product

• 91-20-3 naphthalene 
• 98-59-9 p-toluenesulfonyl chloride 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 703-55-9 1-naphthylmagnesiumbromide 
• 38542-71-1 N-methylpyridinium p-toluenesulfonate 
• 13922-41-3 1-Naphthylboronic acid 
• 90-11-9 1-Bromonaphthalene 
• 58379-82-1 1-((1-isocyanobutyl)sulfonyl)-4-methylbenzene 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 90-14-2 1-Iodonaphthalene 
• 941-55-9 4-toluenesulfonyl azide 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 104-15-4 toluene-4-sulfonic acid 

Relevant articles and documents

A Copper(I)-Catalyzed Sulfonylative Hiyama Cross-Coupling

An air-tolerant Cu-catalyzed sulfonylative Hiyama cross-coupling reaction enabling the formation of diaryl sulfones is described. Starting from aryl silanes, DABSO and aryliodides, the reaction tolerates a large variety of polar functional groups (amines, ketones, esters, aldehydes). Control experiments coupled with DFT calculations shed light on the mechanism, characterized by the formation of a Cu(I)-sulfinate intermediate via fast insertion of a SO2 molecule.

Pd/NHC-catalyzed arylsulfonylation of boronic acids: A general and direct protocol to access diarylsulfones

For the first time, robust NHC-Pd complexes have been demonstrated as highly efficient catalysts in the direct arylsulfonylation of boronic acids. Remarkably, a broad number of diaryliodonium salts as powerful electrophilic arylation reagents are well compatible to form functional ortho-substituted diarylsulfones in satisfactory yields. Owing to the stronger σ-donor and weaker π-acceptor properties, the acenaphthoimidazolylidene ligands exhibit higher catalytic activities towards this challenging one-step arylsulfonylation reaction.

Nano copper catalyzed synthesis of symmetrical/unsymmetrical sulfones from aryl/alkyl halides and p-toluenesulfonylmethylisocyanide: TosMIC as a tosyl source

A magnetically induced nano copper-catalyzed efficient and mild route for the synthesis of diaryl and alkyl/aryl sulfones from aryl/alkyl halides and tosylmethyl isocyanide (TosMIC) has been developed. A variety of aryl and alkyl sulfones have been obtained in very good to excellent yields. Sulfones containing molecules have medicinal relevance as they are known to possess various activities such as antifungal, anti-HIV, antitumor, and anticancer. Herein, a magnetically induced nano copper-catalyzed efficient and mild route for the synthesis of biaryl and alkyl/aryl sulfones from aryl/alkyl halides and tosylmethyl isocyanide (TosMIC) has been developed. A variety of aryl and alkyl sulfones have been obtained in very good to excellent yields. In this newly developed protocol TosMIC acts as sulfonyl source. The catalyst can magnetically be recovered and recycled five times without significant loss in activity.