41979-47-9

Basic information

• Product Name: N-tert-butyl-P,P-diphenylphosphinous amide
• CAS NO: 41979-47-9
• Molecular Formula: C₁₆H₂₀NP
• Molecular Weight: 257.3105
• Mol File: 41979-47-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 352.3°C at 760 mmHg
• Flash Point: 166.8°C
• Vapor Pressure: 3.88E-05mmHg at 25°C
• CAS DataBase Reference: N-tert-butyl-P,P-diphenylphosphinous amide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyl-P,P-diphenylphosphinous amide(41979-47-9)
• EPA Substance Registry System: N-tert-butyl-P,P-diphenylphosphinous amide(41979-47-9)

Safety Data

• Hazardous Substances Data: 41979-47-9(Hazardous Substances Data)

Upstream product

• 51339-03-8 N-(tert-butyl)-O-benzoylhydroxylamine 
• 829-85-6 diphenylphosphane 
• 1079-66-9 chloro-diphenylphosphine 
• 75-64-9 tert-butylamine 

Downstream Products

• 83470-18-2 2-cis-4-bis(diphenylphosphino-t-butylamino)-1,3-di-t-butylcyclodiphosph(III)azane 
• 83585-38-0 (C₆H₅)2PN(C(CH₃)3)Al(CH₃)2 
• 5573-37-5 (C₆H₅)2PN(C(CH₃)3)Al(C₂H₅)2 
• 1093365-14-0 C₃₀H₃₇NO₃P₂ 
• 1432740-13-0 cis,trans,cis-[Fe(CO)₂(Ph₂PNHtBu)₂(Br)₂] 
• 68036-31-7 N-(tert-butyl)diphenylphosphinamide 

Relevant articles and documents

The silver(I) coordination polymer [AgO2PPh2]n and unsupported A?Ag interactions derived from aminophosphinate and phosphinic acid

Abstract The ligand N-tert-butyl-1,1-diphenylphosphinamine, Ph2P-N(H)CMe3, was prepared from tert-butylamine and diphenylchlorophosphine. The phosphine portion of the ligand became partially oxidized in air to form Ph2P(O)

Copper(I)-Catalyzed Asymmetric Synthesis of P-Chiral Aminophosphinites

Herein, a copper(I)-catalyzed reaction of diarylphosphines and O-benzoyl hydroxylamines is developed. In the cases of symmetrical diarylphosphines, a series of aminophosphinites is prepared in high yields. In the cases of unsymmetrical diarylphosphines, an array of P-chiral aminophosphinites is synthesized in high yields with high enantioselectivity by using a copper(I)-(R,RP)-Ph-FOXAP complex as a chiral catalyst. Based on several control experiments and 31P NMR studies, a two-electron redox mechanism involving the dynamic kinetic asymmetric transformation of unsymmetrical diarylphosphines is proposed for the copper(I)-catalyzed asymmetric reaction. Finally, one representative P-chiral phosphoric amide generated through the oxidation with H2O2 is transformed to a chiral diarylphosphinate in high yield with retained enantioselectivity, which allows further transformations towards various P-chiral tertiary phosphines.

Regio- and diastereoselective preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes through dearomatization cyclization of lithiated N-benzyl-N-alkyl(diphenyl)phosphinamides. Synthesis of gamma-(N-alkylamino)phosphinic acids.

A study of the protonation of the cycloadducts derived from the dearomatization reaction of lithiated N-alkyl-N-benzyldiphenylphosphinamides has been carried out. The regio- and stereoselectivity of the process has been analyzed in terms of the size of the N-alkyl substituent, the acidity and size of the protonating reagent, and the cosolvent used. The optimization of these variables allowed the preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes containing a 1,3-cyclohexadiene or 1,4-cyclohexadiene system with moderate to excellent regio- and stereocontrol. The heterocycles were readily hydrolyzed, affording gamma-(N-alkylamino)diphenylphosphinic acids with the functionalities linked to a cyclohexadiene substructure.