Trimesitylphosphine

Base Information

• Chemical Name: Trimesitylphosphine
• CAS No.: 23897-15-6
• Molecular Formula: C27H33P
• Molecular Weight: 388.533
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID00369902
• Nikkaji Number: J396.974F
• Wikidata: Q72515463
• Mol file: 23897-15-6.mol

Synonyms:Trimesitylphosphine;23897-15-6;Tris(2,4,6-trimethylphenyl)phosphane;Tris(2,4,6-trimethylphenyl)phosphine;Phosphine, tris(2,4,6-trimethylphenyl)-;Phosphine, trimesityl-;SCHEMBL301709;DTXSID00369902;IDXDWPWXHTXJMZ-UHFFFAOYSA-N;MFCD00014912;AKOS015914477;CS-W009737;SC11104;AS-57164;FT-0638369;Tris(2,4,6-trimethylphenyl)phosphine, 97%;F14989;A816972;J-015263;TRIMESITYLPHOSPHINE;TRIS(2,4,6-TRIMETHYLPHENYL)PHOSPHINE

Chemical Property of Trimesitylphosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.6E-09mmHg at 25°C
• Melting Point: 185-188 °C(lit.)
• Boiling Point: 491.1 °C at 760 mmHg
• Flash Point: 266.2 °C
• PSA: 13.59000
• LogP: 6.22040
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 388.231988050
• Heavy Atom Count: 28
• Complexity: 393

Purity/Quality:

98% ^*data from raw suppliers

Tris(2,4,6-trimethylphenyl)phosphine, 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)P(C2=C(C=C(C=C2C)C)C)C3=C(C=C(C=C3C)C)C)C
• Uses: It is used as an intermediate in organic synthesis.

Technology Process of Trimesitylphosphine

There total 8 articles about Trimesitylphosphine 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: 96.0%

2-mesitylmagnesium bromide (2633-66-1) → tris(2,4,6-trimethylphenyl)phosphine (23897-15-6)

Guidance literature:

With phosphorus trichloride; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(97)01711-5

Reference yield: 85.0%

2,4,6-trimethylphenyl bromide (576-83-0) → tris(2,4,6-trimethylphenyl)phosphine (23897-15-6)

Guidance literature:

2,4,6-trimethylphenyl bromide; With magnesium; In tetrahydrofuran; at -78.16 ℃; Inert atmosphere;

With phosphorus trichloride; In tetrahydrofuran; at -78.16 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201106582

Reference yield: 79.0%

{Pd(P(C6H2(CH3)3)2C6H2(CH3)2CH2)Cl}2 → tris(2,4,6-trimethylphenyl)phosphine (23897-15-6)

Guidance literature:

With potassium diphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1016/j.jorganchem.2015.07.023

upstream raw materials:

2,4,6-trimethylphenyl bromide

2-mesitylmagnesium bromide

[(2,4,6-Me₃C₆H₂)3PH][HB(p-C₆F₄H)3]

(Mes₃P)AlI₃

Downstream raw materials:

methyltris-(2,4,6-trimethylphenyl)phosphonium iodide

cyanomethyltris-(2,4,6-trimethylphenyl)phosphonium iodide

[(2,4,6-trimethylphenyl)3PH][Cl₂B(C₆F₅)2]

[(2,4,6-Me₃C₆H₂)3PH][HB(p-C₆F₄H)3]

Refernces

• 1、 Dickmu, Gerard C.,Korte, Nicholas J.,Smoliakova, Irina P.. "Reactivity of dimeric cyclopalladated complexes with an (sp3)C-Pd bond toward KPPh2". . p. 13 - 20. Retrieved 2015.
• 2、 Reissmann, Matti,Schaefer, Andre,Jung, Sebastian,Mueller, Thomas. "Silylium ion/phosphane lewis pairs". . p. 6736 - 6744. Retrieved 2014/01/06.