594815-59-5

Basic information

• Product Name: Phosphine, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[bis[3,5-bis(trifluoromethyl)phenyl ]-
• CAS NO: 594815-59-5
• Molecular Formula: C47H24F24OP2
• Molecular Weight: 1122.62
• Mol File: 594815-59-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Phosphine, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[bis[3,5-bis(trifluoromethyl)phenyl ]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[bis[3,5-bis(trifluoromethyl)phenyl ]-(594815-59-5)
• EPA Substance Registry System: Phosphine, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[bis[3,5-bis(trifluoromethyl)phenyl ]-(594815-59-5)

Safety Data

• Hazardous Substances Data: 594815-59-5(Hazardous Substances Data)

Upstream product

• 19814-75-6 9,9-dimethylxanthene 
• 142421-57-6 bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine 

Downstream Products

• 621-00-1 1,3-di-p-tolylurea 
• 33667-91-3 N-(4-methoxyphenyl)-4-methylbenzamide 
• 640-57-3 phenyltolylsulfone 

Relevant articles and documents

Variation of xanthene-based bidentate ligands in the palladium-catalyzed arylation of ureas

A series of xanthene-based bidentate ligands containing various substituents on diphenylphosphino groups were synthesized and tested in the palladium-catalyzed arylation reaction of urea with unactivated aryl bromides. It was found that both steric and electronic properties of the ligands have a pronounced effect on the yields and ratios of the products. Arylation of urea and phenylurea with unactivated aryl bromides in the presence of Pd2dba3·CHCl3/3,5-(CF3) 2Xantphos and Cs2CO3 as base in dioxane at 100°C gave the corresponding N,N′-diarylureas in 62-98% yields.

Copper-catalyzed highly regio- and stereoselective directed hydroboration of unsymmetrical internal alkynes: Controlling regioselectivity by choice of catalytic species

A highly selective synthesis of the αand β products by copper-catalyzed hydroboration utilizing two different catalytic copper species generated from pinacolborane (HBpin) and B2pin2 is reported. Regioselectivity in the crude reaction mixtures is found to be high, and the corresponding a products were isolated in good yields. In the case of an alkyne containing an alkenyl moiety, the regioselectivity decreased to 72:28. In hydroboration reactions catalyzed by other transition metals, selecting between hydrometalation and boryl metalation is difficult because the oxidative addition of HB to a metal center provides an H-M-B species, containing both H-M and B-M bonds. The α and β products are valuable intermediates used in the Suzuki-Miyaura cross-coupling reaction to regioselectively prepare various trisubstituted alkenes of types 5α and 5β.

Variation of xantphos-based ligands in the palladium-catalyzed reaction of aryl halides with ureas

A series of Xantphos-based ligands containing various substituents in the diphenylphosphino groups were synthesized, and their effect on the product yield and ratio in the palladium-catalyzed arylation of ureas with nonactivated aryl halides was studied. The arylation of urea and phenylurea in the presence of Pd2(dba)3-CHCl3, 3,5-(CF3) 2Xantphos, and Cs2CO3 in dioxane at 100°C gave the corresponding N,N′-diarylureas in 62-98% yield.