Bis(2,4,6-trimethylphenyl)phosphine

Base Information

• Chemical Name: Bis(2,4,6-trimethylphenyl)phosphine
• CAS No.: 1732-66-7
• Molecular Formula: C18H23P
• Molecular Weight: 270.354
• DSSTox Substance ID: DTXSID90404639
• Nikkaji Number: J1.385.398C
• Wikidata: Q82208916
• Mol file: 1732-66-7.mol

Synonyms:Dimesitylphosphine;BIS(2,4,6-TRIMETHYLPHENYL)PHOSPHINE;1732-66-7;Bis(2,4,6-trimethylphenyl)phosphane;SCHEMBL1486338;DTXSID90404639;NBXSLXZWWHEDPI-UHFFFAOYSA-N;MFCD05864007;AKOS025294717;Bis(2,4,6-trimethyl-phenyl)phosphine;Bis(2,4,6-trimethylphenyl)phosphine, 97%;J-010892

Chemical Property of Bis(2,4,6-trimethylphenyl)phosphine

Chemical Property:

• Melting Point: 95-100°C
• Boiling Point: 140-160 °C(Press: 0.1 Torr)
• PSA: 13.59000
• LogP: 4.16630
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 270.153737731
• Heavy Atom Count: 19
• Complexity: 235

Purity/Quality:

98%,99%, ^*data from raw suppliers

bis(2,4,6-Trimethylphenyl)phosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)PC2=C(C=C(C=C2C)C)C)C
• Uses: bis(2,4,6-Trimethylphenyl)phosphine acts as a reagent for the synthesis, properties and reactivity of bis(2,4,6-trimethylphenyl)phosphorus chloride.

Technology Process of Bis(2,4,6-trimethylphenyl)phosphine

There total 26 articles about Bis(2,4,6-trimethylphenyl)phosphine 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: 75.0%

Bis(2,4,6-trimethylphenyl)phosphine oxide (23897-16-7) → dimesityl phosphine (1732-66-7)

Guidance literature:

With triisobutylaluminum; In toluene; at 70 ℃; for 24h;

DOI:10.1021/ol0517832

Reference yield: 67.0%

[NiBr(2,4,6-trimethylphenyl)(2,2'-bipyridine)] (474353-55-4) + mesitylphosphine (68357-98-2) → dimesityl phosphine (1732-66-7)

Guidance literature:

In toluene; at 20 ℃; for 24h;

DOI:10.1080/10426507.2020.1756289

Reference yield: 32.0%

[NiBr(2,4,6-trimethylphenyl)(2,2'-bipyridine)] (474353-55-4) → mesitylphosphine (68357-98-2) + dimesityl phosphine (1732-66-7)

Guidance literature:

With phosphan; In toluene; at 20 ℃; for 55h; Inert atmosphere;

DOI:10.1080/10426507.2020.1756289

upstream raw materials:

dimesitylphosphinic chloride

2,4,6-trimethylphenyl bromide

bis(2,4,6-trimethylphenyl)chlorophosphine

Bis(2,4,6-trimethylphenyl)phosphine oxide

Downstream raw materials:

(dimesitylphosphino)dimesitylborane

1,1,1,3,3,3-hexamethyl-disilazane

H₂AlP(C₆H₂(CH₃)3)2(N(CH₃)3)

Pd(P(C₆H₅)2C₂H₄P(C₆H₅)2)(⁽¹³⁾CH₃)PH(C₆H₂(CH₃)3)2⁽¹⁺⁾*CF₃SO₃^(1-)=Pd(P(C₆H₅)2C₂H₄P(C₆H₅)2)⁽¹³⁾CH₃PH(C₆H₂(CH₃)3)2(CF₃SO₃)

Refernces

• 1、 Gafurov, Zufar N.,Sakhapov, Il’yas F.,Kagilev, Alexey A.,Kantyukov, Artyom O.,Khayarov, Khasan R.,Sinyashin, Oleg G.,Yakhvarov, Dmitry G.. "The formation of mesitylphosphine and dimesitylphosphine in the reaction of organonickel σ-complex [NiBr(Mes)(bpy)] (Mes = 2,4,6-trimethylphenyl, bpy = 2,2′-bipyridine) with phosphine PH3". . p. 726 - 729. Retrieved 2020.
• 2、 Andrews, Ryan J.,Elser, Iris,Stephan, Douglas W.. "9-BBN and chloride catalyzed reduction of chlorophosphines to phosphines and diphosphines". supporting information. p. 1740 - 1743. Retrieved 2022/02/17.