2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE

Base Information

• Chemical Name: 2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE
• CAS No.: 80679-27-2
• Molecular Formula: C₁₂H₁₅N₆P
• Molecular Weight: 274.265
• Mol file: 80679-27-2.mol

Synonyms:Tris(1-methyl-1H-imidazol-2-yl)phosphine;Tris(1-methyl-2-imidazolyl)phosphine

Chemical Property of 2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE

Chemical Property:

• PSA: 67.05000
• LogP: -0.35470

Purity/Quality:

99%min ^*data from raw suppliers

2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE

There total 2 articles about 2-[BIS(1-METHYL-1H-IMIDAZOL-2-YL)PHOSPHINO]-1-METHYL-1H-IMIDAZOLE 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: 80.0%

1-methyl-1H-imidazole (616-47-7) → tris(1-methylimidazol-2-yl)phosphine (80679-27-2)

Guidance literature:

1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With phosphorus trichloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield: 66.0%

1-methyl-2-(trimethylsilyl)-1H-imidazole (35342-89-3) → tris(1-methylimidazol-2-yl)phosphine (80679-27-2)

Guidance literature:

With phosphorus trichloride; 1.) 0-5 deg C, 2 h, 2.) 90-95 deg C, 18 h;

DOI:10.1021/jo00347a023

Reference yield: 29.0%

pentafluorophenyl(tetrahydrothiophene)gold(I) + tris(1-methylimidazol-2-yl)phosphine (80679-27-2) → bis(pentafluorophenyl)-μ-[tris(1-methylimidazol-2-yl)phosphine-κ2-P,N]digold(I) (1009735-47-0)

Guidance literature:

In tetrahydrofuran; a suspn. of complex and phosphine in THF was stirred for 30 min; volatiles were removed in vac., the solid was extd. with THF, filtered, dissolved in CH2Cl2, filtered, recrystd. from acetone layered with pentane, dried in vac.; elem. anal.;

DOI:10.1039/b709896k

upstream raw materials:

1-methyl-2-(trimethylsilyl)-1H-imidazole

1-methyl-1H-imidazole

Downstream raw materials:

bis(pentafluorophenyl)-μ-[tris(1-methylimidazol-2-yl)phosphine-κ2-P,N]digold(I)

bis(pentafluorophenyl)-μ-[tris(1-methylimidazol-2-yl)phosphine-κ2-P,N]digold(I) - acetone (1:1)

Refernces

• 1、 Guan, Jin Tao,Song, Xiao Ming,Zhang, Zhi Yong,Wei, Ben Mei,Dai, Zhi Qun. "Catalytic activity of 1-methylimidazole-based phosphine ligands in the palladium-catalyzed Suzuki coupling reaction". . p. 87 - 89. Retrieved 2015/01/30.