5-(DI-TERT-BUTYLPHOSPHINO)-1', 3', 5'-TRIPHENYL-1'H-[1,4']BIPYRAZOLE

Base Information

• Chemical Name: 5-(DI-TERT-BUTYLPHOSPHINO)-1', 3', 5'-TRIPHENYL-1'H-[1,4']BIPYRAZOLE
• CAS No.: 894086-00-1
• Molecular Formula: C₃₂H₃₅N₄P
• Molecular Weight: 506.63
• Hs Code.: 2933199090
• Mol file: 894086-00-1.mol

Synonyms:5-[Di(tert-butyl)phosphino]-1',3',5'-triphenyl-1'H-[1,4']bipyrazolyl

Chemical Property of 5-(DI-TERT-BUTYLPHOSPHINO)-1', 3', 5'-TRIPHENYL-1'H-[1,4']BIPYRAZOLE

Chemical Property:

• Melting Point: 169-173 °C
• Boiling Point: 652.7±55.0 °C(Predicted)
• PKA: -0.35±0.19(Predicted)
• Flash Point: 348.532oC
• PSA: 49.23000
• LogP: 8.09620
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98% ^*data from raw suppliers

5-(Di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-(Di-tert-butylphosphino)-1', 3', 5'-triphenyl-1'H-[1,4']bipyrazole is a non-proprietary ligand for palladium-catalyzed amination of aryl halides including aryl chlorides. Works best when the palladium source is Pd2(dba)3 Non-proprietary ligand for palladium-catalyzed amination of aryl halides including aryl chlorides. Works best when the palladium source is Pd2(dba)3 (328774).

Technology Process of 5-(DI-TERT-BUTYLPHOSPHINO)-1', 3', 5'-TRIPHENYL-1'H-[1,4']BIPYRAZOLE

There total 4 articles about 5-(DI-TERT-BUTYLPHOSPHINO)-1', 3', 5'-TRIPHENYL-1'H-[1,4']BIPYRAZOLE 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: 84.0%

1-(1,3,5-triphenyl-1H-pyrazol-4-yl)-1H-pyrazole (894085-99-5) + di(tert-butyl)chlorophosphine (13716-10-4) → 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole (894086-00-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2006.03.132

Reference yield:

1,3-diphenyl-2-pyrazol-1-yl-propane-1,3-dione (894085-98-4) → 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole (894086-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / phenyl hydrazine / methanol; acetic acid / 24 h / 20 °C

2: 84 percent / n-butyllithium / tetrahydrofuran / 3.5 h / -78 - 20 °C

With n-butyllithium; phenylhydrazine; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1016/j.tetlet.2006.03.132

Reference yield:

1,3-diphenylpropanedione (120-46-7,61346-73-4) → 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole (894086-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridinium tribromide / acetonitrile / 1 h / 10 - 15 °C

1.2: 94 percent / water / acetonitrile; methanol / 0.25 h / 10 - 15 °C

2.1: 97 percent / 1-methyl-pyrrolidin-2-one / 48 h / 20 °C

3.1: 80 percent / phenyl hydrazine / methanol; acetic acid / 24 h / 20 °C

4.1: 84 percent / n-butyllithium / tetrahydrofuran / 3.5 h / -78 - 20 °C

With n-butyllithium; pyridinium hydrobromide perbromide; phenylhydrazine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; acetic acid; acetonitrile;

DOI:10.1016/j.tetlet.2006.03.132

upstream raw materials:

1-(1,3,5-triphenyl-1H-pyrazol-4-yl)-1H-pyrazole

di(tert-butyl)chlorophosphine

1,3-diphenyl-2-pyrazol-1-yl-propane-1,3-dione

1,3-diphenylpropanedione

Refernces

• 1、 Singer, Robert A.,Doré, Micha?l,Sieser, Janice E.,Berliner, Martin A.. "Development of nonproprietary phosphine ligands for the Pd-catalyzed amination reaction". . p. 3727 - 3731. Retrieved 2007/10/03.