N-(p-Nitrophenyl)triphenylphosphine imide

Base Information

• Chemical Name: N-(p-Nitrophenyl)triphenylphosphine imide
• CAS No.: 14562-02-8
• Molecular Formula: C24H19 N2 O2 P
• Molecular Weight: 398.401
• Hs Code.: 2931900090
• NSC Number: 126614
• DSSTox Substance ID: DTXSID80298867
• Wikidata: Q82040958
• Mol file: 14562-02-8.mol

Synonyms:N-(p-Nitrophenyl)triphenylphosphine imide;14562-02-8;(4-nitrophenyl)imino-triphenyl-lambda5-phosphane;(4-nitrophenylimino)triphenylphosphorane;Benzenamine, 4-nitro-N-(triphenylphosphoranylidene)-;4-Nitro-N-(triphenylphosphoranylidene)aniline;NSC126614;Phosphine imide, N-(p-nitrophenyl)-P,P,P-triphenyl-;C24H19N2O2P;DTXSID80298867;KBLHCHSLVSDURO-UHFFFAOYSA-N;AKOS001024615;NSC-126614;(4-nitrophenyl)imino-triphenylphosphorane;[(4-Nitrophenyl)imino](triphenyl)phosphorane #;(4-nitrophenyl)imino-triphenyl-$l^{5}-phosphane;A808469;Z56797121;N-(4-NITROPHENYL)-P,P,P-TRIPHENYLPHOSPHINE IMIDE

Chemical Property of N-(p-Nitrophenyl)triphenylphosphine imide

Chemical Property:

• Vapor Pressure: 1.39E-12mmHg at 25°C
• Boiling Point: 574°Cat760mmHg
• Flash Point: 300.9°C
• PSA: 67.99000
• Density: 1.18g/cm³
• LogP: 5.92720
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 398.11841485
• Heavy Atom Count: 29
• Complexity: 524

Purity/Quality:

99%min ^*data from raw suppliers

N-(4-NITROPHENYL)-P,P,P-TRIPHENYLPHOSPHINE IMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=NC2=CC=C(C=C2)[N+](=O)[O-])(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of N-(p-Nitrophenyl)triphenylphosphine imide

There total 9 articles about N-(p-Nitrophenyl)triphenylphosphine imide 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: 98.0%

4-nitro-aniline (100-01-6,104810-17-5) + triphenylphosphine (603-35-0) → N-(4-nitrophenyl)triphenyliminophosphorane (14562-02-8)

Guidance literature:

With diethylazodicarboxylate; In dichloromethane; toluene; at 20 ℃; for 2.16667h;

DOI:10.1016/j.tet.2011.03.097

Reference yield: 98.0%

dimethyl 2-(4-nitroanilino)-3-(triphenylphosphoranylidene)butanedioate → N-(4-nitrophenyl)triphenyliminophosphorane (14562-02-8)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0040-4020(02)00788-3

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) + C43H35N2OP2(1+)*Cl(1-) → 3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0) + N-(4-nitrophenyl)triphenyliminophosphorane (14562-02-8) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction. Yields of byproduct given; 1) acetonitrile, 90-100 deg C, 3 h, 2);

upstream raw materials:

4-nitro-aniline

dibromotriphenylphosphorane

4-nitrophenyl azide

(carbethoxyethylidene)triphenylphosphorane

Downstream raw materials:

1,3-diphenylbenzo[e]-[1,2,4]triazin-7(1H)-one

N-(Diphenylethenylidene)-4-nitrobenzeneamine

{Rh(C₈H₁₂)Cl(NO₂C₆H₄NP(C₆H₅)3)}

C₂₅H₂₂N₂O₂P⁽¹⁺⁾*I^(1-)

Refernces

• 1、 Adib, Mehdi,Sheikhi, Ehsan,Deljoush, Azadeh. "Reaction between triphenylphosphine and aromatic amines in the presence of diethyl azodicarboxylate: An efficient synthesis of aryliminophosphoranes under neutral and mild conditions". experimental part. p. 4137 - 4140. Retrieved 2011/06/24.
• 2、 Braun, Thomas P.,Gutsch, Paul A.,Zimmer, Hans. "Complexes of N-aryltriphenylphosphinimines with mercury(II) halides". . p. 858 - 862. Retrieved 2007/10/03.