1,3-Bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane

Base Information

• Chemical Name: 1,3-Bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane
• CAS No.: 72897-07-5
• Molecular Formula: C₂₃H₂₅N₂P
• Molecular Weight: 360.439
• DSSTox Substance ID: DTXSID30365452
• Nikkaji Number: J778.634D
• Wikidata: Q82150131
• Mol file: 72897-07-5.mol

Synonyms:1,3-bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane;Oprea1_753228;72897-07-5;DTXSID30365452;STK051652;AKOS005385839;1,3-di-p-tolyl-5-phenyl-1,3,5-diazaphosphorinane;1,3-Di(p-tolyl)-5-phenylhexahydro-1,3,5-diazaphosphorine

Chemical Property of 1,3-Bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane

Chemical Property:

• Vapor Pressure: 2.3E-12mmHg at 25°C
• Boiling Point: 555.2°Cat760mmHg
• Flash Point: 289.5°C
• Density: g/cm³
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 360.175535804
• Heavy Atom Count: 26
• Complexity: 390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2CN(CP(C2)C3=CC=CC=C3)C4=CC=C(C=C4)C

Technology Process of 1,3-Bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane

There total 1 articles about 1,3-Bis(4-methylphenyl)-5-phenyl-1,3,5-diazaphosphinane 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: 43.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + p-toluidine (106-49-0,12221-03-3) + bis(hydroxymethyl)phenylphosphine (3127-08-0) → 1,3-di-para-tolyl-5-phenyl-1,3,5-diazaphosphorinane (72897-07-5)

Guidance literature:

In benzene;

DOI:10.1007/BF00949165

Reference yield: 76.0%

1,3-di-para-tolyl-5-phenyl-1,3,5-diazaphosphorinane (72897-07-5) + tungsten pentacarbonyl tetrahydrofuran (36477-75-5) → [1,3-di(p-tolyl)-5-phenyl-1,3,5-diazaphosphorinane]pentacarbonyltungsten (174321-07-4)

Guidance literature:

In tetrahydrofuran; react. overnight, pptn. (hexane); recrystn. (hexane); elem. anal.;

Reference yield: 69.0%

1,3-di-para-tolyl-5-phenyl-1,3,5-diazaphosphorinane (72897-07-5) → 5-phenyl-5-seleno-1,3-di-p-tolyl-1,3,5-dioxaphosphorinane (81439-69-2)

Guidance literature:

With selenium; In acetonitrile; 1.) reflux, 2.) room temperature;

DOI:10.1007/BF00954421

upstream raw materials:

formaldehyd

p-toluidine

bis(hydroxymethyl)phenylphosphine

Downstream raw materials:

1,5-di(p-methylphenyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane

5-phenyl-5-seleno-1,3-di-p-tolyl-1,3,5-dioxaphosphorinane

5-Phenyl-1,3-di-p-tolyl-[1,3,5]diazaphosphinane 5-oxide

H₃B(C₆H₅)P(CH₂NHC₆H₄CH₃)CH₂NCH₃(C₆H₄CH₃)

Refernces

ORIENTATION OF PHENYL GROUP ATTACHED TO PHOSPHORUS ATOM IN 5-PHENYL-1,3-DI-R-1,3,5-DIAZAPHOSPHORINANES

10.1007/BF00949165

The study investigates the orientation of phenyl groups attached to phosphorus atoms in 1,3,5-diazaphosphorinanes. The research focuses on compounds (I)-(IV), which are 1,3,5-triphenyl-1,3,5-diazaphosphorinane (I), 1,3-di-p-tolyl-5-phenyl-1,3,5-diazaphosphorinane (II), 1,3-di-p-bromophenyl-5-phenyl-1,3,5-diazaphosphorinane (III), and 1,3-dibenzyl-5-phenyl-1,3,5-diazaphosphorinane (IV). These compounds were synthesized through reactions involving di(hydroxymethyl)phenylphosphine, CH=O, and various amines. The study utilized 1H and 31P NMR spectroscopy to analyze the conformations of these compounds, finding that the phenyl group predominantly exists in an equatorial orientation. The dipole moments of these compounds were also measured and compared with calculated values to further understand their structural properties. The results indicate that the orientation of the phenyl group is influenced by enthalpy rather than entropy, and the study draws parallels with the orientation of substituents in other related compounds such as methylcyclohexane and 1,3,5-trimethyl-1,3-diazane.