66147-02-2

Basic information

• Product Name: Benzeneacetonitrile, a-(phenylsulfonyl)-
• CAS NO: 66147-02-2
• Molecular Formula: C14H11NO2S
• Molecular Weight: 257.313
• Mol File: 66147-02-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, a-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, a-(phenylsulfonyl)-(66147-02-2)
• EPA Substance Registry System: Benzeneacetonitrile, a-(phenylsulfonyl)-(66147-02-2)

Safety Data

• Hazardous Substances Data: 66147-02-2(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 591-50-4 iodobenzene 
• 108-90-7 chlorobenzene 
• 140-29-4 phenylacetonitrile 
• 108-98-5 thiophenol 
• 32121-59-8 α-(phenylthio)-benzyl cyanide 

Downstream Products

• 1260149-77-6 (Z)-1-(4-methoxyphenyl)-2-phenyl-2-(phenylsulfonyl)ethenamine 
• 1260149-76-5 (Z)-1,2-diphenyl-2-(phenylsulfonyl)ethenamine 
• 140-29-4 phenylacetonitrile 
• 4695-03-8 3,5-diphenylthiazolidine-2,4-dione 
• 141528-10-1 N,N'-Diallyl-6-[4-(2-benzenesulfonyl-2-phenyl-ethylamino)-piperidin-1-yl]-[1,3,5]triazine-2,4-diamine 
• 15146-07-3 meso-1,2-dicyano-1,2-diphenylethane 
• 141528-96-3 2-(phenylsulfonyl)-2-phenylethylamine 
• 121655-53-6 (4-amino-3-benzyl-5-phenyl-3H-thiazol-2-ylidene)-benzyl-amine 
• 4694-99-9 3,5-diphenyl-2-phenylimino-thiazolidin-4-one 
• 110153-00-9 3,7-diamino-2-phenyl-thiazolo[3,2-a]pyrimidin-5-ylideneamine 
• 111271-46-6 2-phenyl-2H-benzo[1,4]thiazin-3-ylamine 

Relevant articles and documents

A Titanium-Catalyzed Reductive α-Desulfonylation

A titanium(III)-catalyzed desulfonylation gives access to functionalized alkyl nitrile building blocks from α-sulfonyl nitriles, circumventing traditional base-mediated α-alkylation conditions and strong single electron donors. The reaction tolerates numerous functional groups including free alcohols, esters, amides, and it can be applied also to the α-desulfonylation of ketones. In addition, a one-pot desulfonylative alkylation is demonstrated. Preliminary mechanistic studies indicate a catalyst-dependent mechanism involving a homolytic C?S cleavage.

Synergistic effect of a bis(proazaphosphatrane) in mild palladium-catalyzed direct α-arylations of nitriles with aryl chlorides

The effect of a bis(proazaphosphatrane) ligand on the palladium-catalyzed direct α-arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron-rich, electron-poor, and electron-neutral groups.

P(i-BuNCH2CH2)3N: An efficient ligand for the direct α-arylation of nitriles with aryl bromides

A new catalyst system for the synthesis of α-aryl-substituted nitriles is reported. The bicyclic triaminophosphine P(i-BuNCH 2CH2)3N (1b) serves as an efficient and versatile ligand for the palladium-catalyzed direct α-arylation of nitriles with aryl bromides. Using ligand 1b, ethyl cyanoacetate and primary as well as secondary nitriles are efficiently coupled with a wide variety of aryl bromides possessing electron-rich, electron-poor, electron-neutral, and sterically hindered groups.