Triphenyl(mesitylimino)phosphorane

Base Information

• Chemical Name: Triphenyl(mesitylimino)phosphorane
• CAS No.: 86133-53-1
• Molecular Formula: C27H26NP
• Molecular Weight: 395.484
• DSSTox Substance ID: DTXSID90395816
• Nikkaji Number: J1.836.114K
• Wikidata: Q82196116
• Mol file: 86133-53-1.mol

Synonyms:STK367347;Triphenyl(mesitylimino)phosphorane;86133-53-1;DTXSID90395816;AKOS005443764;triphenyl[(2,4,6-trimethylphenyl)imino]-lambda~5~-phosphane

Chemical Property of Triphenyl(mesitylimino)phosphorane

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 395.180286831
• Heavy Atom Count: 29
• Complexity: 487

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)N=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C

Technology Process of Triphenyl(mesitylimino)phosphorane

There total 4 articles about Triphenyl(mesitylimino)phosphorane 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: 94.0%

2,4,6-trimethylaniline azide (14213-00-4) + triphenylphosphine (603-35-0) → [(2,4,6-trimethylphenyl)imino](triphenyl)phosphorane (86133-53-1)

Guidance literature:

In tetrahydrofuran; at -10 ℃;

Reference yield: 65.0%

C29H39B2CrN9 + triphenylphosphine (603-35-0) → [(2,4,6-trimethylphenyl)imino](triphenyl)phosphorane (86133-53-1)

Guidance literature:

In benzene-d6; at 75 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.inorgchem.7b02253

Reference yield:

2,4,6-trimethylaniline (88-05-1) → [(2,4,6-trimethylphenyl)imino](triphenyl)phosphorane (86133-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; hydrogenchloride / water / 2 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: dichloromethane; acetone / 2 h / -90 °C

3.1: dichloromethane / -90 °C / Inert atmosphere

With hydrogenchloride; sodium nitrite; In dichloromethane; water; acetone;

DOI:10.1039/c4cc03754e

upstream raw materials:

2,4,6-trimethylaniline azide

triphenylphosphine

2,4,6-trimethylaniline

Downstream raw materials:

N-phenyl-N'-(2,4,6-trimethylphenyl)-1H-benzotriazole-1-carboximidamide

N-1-(ethoxythiocarbonylthio)-1-phenyl-2,2,2-trifluoroethyl-N'-2,4,6-trimethylphenylcarbodiimide

N-1-(butoxythiocarbonylthio)-2,2,2-trichloroethyl-N'-2,4,6-trimethylphenylcarbodiimide