1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene

Base Information

• Chemical Name: 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene
• CAS No.: 127043-87-2
• Molecular Formula: C₂₉H₄₂P₂
• Molecular Weight: 452.6
• Mol file: 127043-87-2.mol

Synonyms:

Chemical Property of 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene

There total 9 articles about 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene 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: 40.0%

(1R,2S)-3,3-Dichloro-1,2-bis-(2,6-di-tert-butyl-phenyl)-diphosphirane (127043-86-1) → 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene (127043-87-2)

Guidance literature:

With methyllithium;

DOI:10.1016/S0040-4039(01)80586-4

Reference yield:

2,6-di-t-butyl-4-nitrobromobenzene (19715-30-1) → 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene (127043-87-2)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Ra-Ni

2: 1.) HNO₂ H₂SO₄ 2.) H₃PO₂

3: 1.) Bu-Li 2.) PCl₃ / THF, hexane, -78 deg C, 15 min 2.) -78 deg C -reflux temperature, THF, hexane

4: 35 percent / Mg / tetrahydrofuran / 0.5 h / Ambient temperature

5: 8 percent

6: 40 percent / methyllithium

With n-butyllithium; sulfuric acid; methyllithium; hydrogen; hypophosphorous acid; cis-nitrous acid; magnesium; phosphorus trichloride; Ra-Ni; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)80586-4

Reference yield:

2,6-di-tert-butyl-4-nitro-aniline (5180-59-6) → 1,3-bis(2,6-di-t-butylphenyl)-1,3-diphosphaallene (127043-87-2)

Guidance literature:

Multi-step reaction with 7 steps

1: NOBr

2: H₂ / Ra-Ni

3: 1.) HNO₂ H₂SO₄ 2.) H₃PO₂

4: 1.) Bu-Li 2.) PCl₃ / THF, hexane, -78 deg C, 15 min 2.) -78 deg C -reflux temperature, THF, hexane

5: 35 percent / Mg / tetrahydrofuran / 0.5 h / Ambient temperature

6: 8 percent

7: 40 percent / methyllithium

With n-butyllithium; sulfuric acid; methyllithium; hydrogen; hypophosphorous acid; cis-nitrous acid; magnesium; nitrosyl bromide; phosphorus trichloride; Ra-Ni; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)80586-4

upstream raw materials:

(1R,2R)-3,3-Dichloro-1,2-bis-(2,6-di-tert-butyl-phenyl)-diphosphirane

(1R,2S)-3,3-Dichloro-1,2-bis-(2,6-di-tert-butyl-phenyl)-diphosphirane

2-bromo-1,3-di-tert-butylbenzene

2,6-di-tert-butyl-4-nitro-aniline

Refernces

• 1、 Yoshifuji, Masaaki,Niitsu, Takashi,Shiomi, Daisuke,Inamoto, Naoki. "A VERSATILE PREPARATION OF 2,6-DI-t-BUTYLBROMOBENZENE. APPLICATION TO STERIC PROTECTION FOR ORGANOPHOSPHORUS COMPOUNDS IN LOW COORDINATION STATES". . p. 5433 - 5436. Retrieved 2007/10/02.