N,N',P,P-tetraphenylphosphinimidic amide

Base Information

• Chemical Name: N,N',P,P-tetraphenylphosphinimidic amide
• CAS No.: 17985-98-7
• Molecular Formula: C₂₄H₂₁N₂P
• Molecular Weight: 368.418
• DSSTox Substance ID: DTXSID50939270
• Nikkaji Number: J85.589H
• Wikidata: Q27117286
• Metabolomics Workbench ID: 55698
• Mol file: 17985-98-7.mol

Synonyms:N,N',P,P-tetraphenylphosphinimidic amide;17985-98-7;Phosphinimide, tetraphenyl-;BRN 3104391;Diphenyl(anilino)(phenylimino)phosphorane;Phosphinimidic amide, N,N',p,p'-tetraphenyl-;C24H21N2P;CHEBI:37831;DTXSID50939270;C24-H21-N2-P;LS-106274;Phosphinimidic amide, N,N',P,P-tetraphenyl-;N-[diphenyl(phenylimino)-lambda5-phosphanyl]aniline;Q27117286

Chemical Property of N,N',P,P-tetraphenylphosphinimidic amide

Chemical Property:

• Boiling Point: 519.3°Cat760mmHg
• Flash Point: 267.9°C
• PSA: 34.20000
• Density: 1.1g/cm³
• LogP: 6.27040
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 368.144235676
• Heavy Atom Count: 27
• Complexity: 457

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NP(=NC2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of N,N',P,P-tetraphenylphosphinimidic amide

There total 5 articles about N,N',P,P-tetraphenylphosphinimidic amide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

diphenylacetic acid chloride (1871-76-7) + diphenylbis(phenylamino)phosphonium bromide → triphenylketeneimine (14181-84-1) + bis-phenylaminodiphenylphosphonium monoazaylide (17985-98-7)

Guidance literature:

diphenylbis(phenylamino)phosphonium bromide; With n-butyllithium; para-iodoanisole; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h;

diphenylacetic acid chloride; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

DOI:10.1016/S0022-328X(99)00094-7

Reference yield:

chloro-diphenylphosphine (1079-66-9,74391-44-9) → bis-phenylaminodiphenylphosphonium monoazaylide (17985-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / CH₂Cl₂ / 48 h / 20 °C

2: 95 percent / aq. ammonia / diethyl ether

With ammonium hydroxide; In diethyl ether; dichloromethane;

DOI:10.1016/j.jorganchem.2004.06.056

Reference yield:

diphenyl hydrazine (122-66-7) → bis-phenylaminodiphenylphosphonium monoazaylide (17985-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / CH₂Cl₂ / 48 h / 20 °C

2: 95 percent / aq. ammonia / diethyl ether

With ammonium hydroxide; In diethyl ether; dichloromethane;

DOI:10.1016/j.jorganchem.2004.06.056

upstream raw materials:

Phenyl azide

(diphenylphosphino)phenylamine

diphenylacetic acid chloride

chloro-diphenylphosphine

Downstream raw materials:

diphenyl(phenylamino)phosphane borane

1,2,2,3,5,6,6,7-octaphenyl-1,3,5,7-tetraaza-2,6-diphosphonia-4,8-diboratacyclooctane

Refernces

• 1、 Cristau, Henri-Jean,Jouanin, Isabelle,Taillefer, Marc. "New synthesis of diphenyl-N-(substituted)ketenimines from diaminophosphonium diazaylides". . p. 68 - 72. Retrieved 2007/10/03.