2409-61-2

Basic information

• Product Name: BIS(P-TOLYL)PHOSPHINE OXIDE
• Synonyms: Di-p-tolylphosphine oxide;Bis(4-Methylphenyl)phosphine Oxide;Bis (p-Methylphenyl) phosphine oxide;BIS(P-TOLYL)PHOSPHINE OXIDE;1-Methyl-4-[(4-Methylphenyl)phosphoryl]benzene
• CAS NO: 2409-61-2
• Molecular Formula: C₁₄H₁₅OP
• Molecular Weight: 230.24
• EINECS: 1308068-626-2
• Mol File: 2409-61-2.mol
• Article Data: 43

Chemical Properties

• Melting Point: 96°C(lit.)
• Boiling Point: 354.235 °C at 760 mmHg
• Flash Point: 168.035 °C
• Appearance: /
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: BIS(P-TOLYL)PHOSPHINE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(P-TOLYL)PHOSPHINE OXIDE(2409-61-2)
• EPA Substance Registry System: BIS(P-TOLYL)PHOSPHINE OXIDE(2409-61-2)

Safety Data

• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 2409-61-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 2409-61-2 differently. You can refer to the following data:
1. Bis(p-tolyl)phosphine oxide is used as an organic chemical synthesis intermediate.
2. suzuki reaction

InChI:InChI=1/C14H15OP/c1-11-3-7-13(8-4-11)16(15)14-9-5-12(2)6-10-14/h3-10,16H,1-2H3

Upstream product

• 106-43-4 para-chlorotoluene 
• 106-38-7 para-bromotoluene 
• 762-04-9 phosphonic acid diethyl ester 
• 13685-92-2 (diethylamino)[bis(4-methylphenyl)]phosphine 
• 762-04-9 Diethyl phosphonate 
• 1019-71-2 chlorodi-p-tolylphosphane 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 1017-60-3 di-p-tolylphosphine 

Downstream Products

• 15754-57-1 bis(4-methylphenyl)thiophosphinic acid-S-phenyl ester 
• 1019-71-2 chlorodi-p-tolylphosphane 
• 1099827-85-6 2-(di-p-tolylphosphoryl)pyrrolidine 
• 98507-84-7 (GdCl₃((CH₃C₆H₄)2PHO)3) 
• 98507-86-9 (DyCl₃((CH₃C₆H₄)2PHO)3) 
• 98507-80-3 (PrCl₃((CH₃C₆H₄)2PHO)3) 
• 694514-82-4 N,N-bis{2-[di-(4-tolyl)phosphino]ethyl}-N-4-anisidine 
• 694514-84-6 N,N-bis{2-[di-(4-tolyl)phosphino]ethyl}-N-tert-butylamine 

Relevant articles and documents

Electrochemical Oxidative C–H Phosphonylation of thiazole derivatives in ambient conditions

We herein report a direct electrochemical dehydrogenative C–H phosphonylation of thiazoles derivatives with H2 evolution. Employing electricity as the green and sole oxidant, cheap metal as electrode, the anodic oxidation together with cathodic hydrogen evolution process provides a green and efficient strategy for C–H phosphonylation. A diverse range of phosphorus products were constructed under external metal and oxidant-free conditions at ambient temperature, featuring atom economy, simple operation and wide reaction scope.

Enantiodivergent Kinetic Resolution of 1,1′-Biaryl-2,2′-Diols and Amino Alcohols by Dipeptide-Phosphonium Salt Catalysis Inspired by the Atherton–Todd Reaction

A highly enantiodivergent organocatalytic method is disclosed for the synthesis of atropisomeric biaryls via kinetic resolution inspired by a dipeptide-phosphonium salt-catalyzed Atherton–Todd (A-T) reaction. This flexible approach led to both R- and S-enantiomers by fine-tuning of bifunctional phosphonium with excellent selectivity factors (s) of up to 1057 and 525, respectively. The potential of newly synthesized O-phosphorylated biaryl diols was illustrated by the synthesis of axially chiral organophosphorus compounds. Mechanistic investigations suggest that the bifunctional phosphonium halide catalyst differentiates between the in-situ-generated P-species in the A-T process, mainly involving phosphoryl chloride and phosphoric anhydride, thus leading to highly enantiodivergent O-phosphorylation reactions. Furthermore hydrogen bonding interactions between the catalysts and phosphorus molecules were crucial in asymmetric induction.

Highly Enantioselective Synthesis of Phosphorus-Containing ?-Benzosultams by Bifunctional Phosphonium Salt-Promoted Hydrophosphonylation

?-Benzosultam derivatives are potential drug candidates with diverse biological activities. A series of chiral ?-benzosultams bearing phosphorus functionalities was synthesized by catalytic asymmetric hydrophosphonylation in the presence of a bifunctional phosphonium salt catalyst. The desired hydrophosphonylation products were obtained in good yields with high enantioselectivities, and scale-up reactions and further derivations were successfully accomplished. Some control experiments were also conducted to elucidate the plausible reaction mechanism of this chemical transformation.