Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine

Base Information

• Chemical Name: Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine
• CAS No.: 666856-94-6
• Molecular Formula: C₂₆H₄₁NP₂
• Molecular Weight: 429.566
• European Community (EC) Number: 813-061-0
• Nikkaji Number: J2.002.314G
• Mol file: 666856-94-6.mol

Synonyms:Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine;666856-94-6;2-di(propan-2-yl)phosphanyl-N-[2-di(propan-2-yl)phosphanyl-4-methylphenyl]-4-methylaniline;SCHEMBL1465604;MFCD29037151;2-[Bis(1-methylethyl)phosphino]-N-[2-[bis(1-methylethyl)phosphino]-4-methylphenyl]-4-methyl-benzenamine;CS-0108219;E76954

Chemical Property of Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine

Chemical Property:

• Boiling Point: 523.1±50.0 °C(Predicted)
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 429.27142431
• Heavy Atom Count: 29
• Complexity: 417

Purity/Quality:

99% ^*data from raw suppliers

2-[Bis(1-methylethyl)phosphino]-N-[2-[bis(1-methylethyl)phosphino]-4-methylphenyl]-4-methyl-benzenamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)NC2=C(C=C(C=C2)C)P(C(C)C)C(C)C)P(C(C)C)C(C)C
• Uses: 2-[Bis(1-methylethyl)phosphino]-N-[2-[bis(1-methylethyl)phosphino]-4-methylphenyl]-4-methyl-benzenamineis a reagent used in the making of Palladium Complexes of a New PNP Pincer Ligand.

Technology Process of Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine

There total 3 articles about Bis[2-(di-i-propylphosphino)-4-methylphenyl]amine 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: 87.0%

Chlorodiisopropylphosphane (40244-90-4) + α,α'-dibromo-di-p-tolylamine (27996-13-0) → 2,2’-bis(diisopropylphosphino)-4,4’-ditolylamido (666856-94-6) + C20H27BrNP (1346171-72-9)

Guidance literature:

α,α'-dibromo-di-p-tolylamine; With n-butyllithium; In diethyl ether; for 0.5h; Cooling with acetone-dry ice;

Chlorodiisopropylphosphane; for 12h; Cooling with acetone-dry ice;

DOI:10.1021/ic503062w

Reference yield:

Chlorodiisopropylphosphane (40244-90-4) + α,α'-dibromo-di-p-tolylamine (27996-13-0) → 2,2’-bis(diisopropylphosphino)-4,4’-ditolylamido (666856-94-6)

Guidance literature:

α,α'-dibromo-di-p-tolylamine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.0833333h;

Chlorodiisopropylphosphane; In diethyl ether; hexane; at -78 - 20 ℃; for 2h;

DOI:10.1039/d0dt01413c

Reference yield:

di-p-tolylamine (620-93-9) → 2,2’-bis(diisopropylphosphino)-4,4’-ditolylamido (666856-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether / 0.5 h / Cooling with acetone-dry ice

2.2: 12 h / Cooling with acetone-dry ice

With N-Bromosuccinimide; n-butyllithium; In diethyl ether; dichloromethane;

DOI:10.1021/ic503062w

upstream raw materials:

Chlorodiisopropylphosphane

α,α'-dibromo-di-p-tolylamine

di-p-tolylamine

Downstream raw materials:

((2-(i)Pr₂P-4-MeC₆H₃)2N)BF₂