Bis(3,5-dimethylphenyl)phosphine

Base Information

• Chemical Name: Bis(3,5-dimethylphenyl)phosphine
• CAS No.: 71360-06-0
• Molecular Formula: C16H19 P
• Molecular Weight: 242.301
• Hs Code.: 29319090
• European Community (EC) Number: 636-109-0
• DSSTox Substance ID: DTXSID70400477
• Wikidata: Q72445272
• Mol file: 71360-06-0.mol

Synonyms:BIS(3,5-DIMETHYLPHENYL)PHOSPHINE;71360-06-0;Bis(3,5-dimethylphenyl)phosphane;Phosphine, bis(3,5-dimethylphenyl)-;bis(3,5-dimethylphenyl)-phosphine;MFCD01074629;SCHEMBL245990;DTXSID70400477;Bis(3,5-imethylphenyl)-Phosphine;WCA36006;AKOS016009929;FT-0714621;F87424;A866455

Chemical Property of Bis(3,5-dimethylphenyl)phosphine

Chemical Property:

• Refractive Index: n20/D1.599
• Boiling Point: 368.8±42.0 °C(Predicted)
• Flash Point: >110℃
• Density: 1.017 g/mL at 25 °C
• Sensitive.: air sensitive
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 242.122437604
• Heavy Atom Count: 17
• Complexity: 194

Purity/Quality:

98% ^*data from raw suppliers

Bis(3,5-dimethylphenyl)phosphine, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)PC2=CC(=CC(=C2)C)C)C
• Uses: Bis(3,5-dimethylphenyl)phosphine can be used as a reactant to prepare: Iron(II) chiral diimine diphosphine complexes as catalysts for the asymmetric transfer hydrogenation of ketones. The complex of iridium with biphenol phosphite-phosphine bidentate ligand as an asymmetric catalyst for the hydrogenation of N-arylimines. Chiral phosphines with excellent stereoselectivity by 1, 4 addition reaction with α,β-unsaturated aldehydes using a palladium catalyst.

Technology Process of Bis(3,5-dimethylphenyl)phosphine

There total 7 articles about Bis(3,5-dimethylphenyl)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: 92.0%

bis(3,5-dimethylphenyl)phosphine oxide (187344-92-9) → bis(3,5-dimethylphenyl)phosphine (71360-06-0)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at -5 - 5 ℃; for 5.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

Reference yield: 90.0%

→ bis(3,5-dimethylphenyl)phosphine (71360-06-0)

Guidance literature:

Reference yield: 75.0%

bis(3,5-dimethylphenyl)phosphane borane complex + ethanol (64-17-5) → triethyl borate (150-46-9) + bis(3,5-dimethylphenyl)phosphine (71360-06-0)

Guidance literature:

Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.05.063

upstream raw materials:

C₁₆H₁₉OP

bis(3,5-dimethylphenyl)phosphine oxide

(3,5-dimethylphenyl)lithium

5-bromo-1,3-xylene

Downstream raw materials:

(+/-)-(1-dibenzophospholylmethyl-1-di(3,5-dimethylphenyl)phosphinylmethyl)-1-diphenylphosphinyl-methylethane

(S)-1-[Bis-(3,5-dimethyl-phenyl)-phosphanyl]-3-diphenylphosphanyl-propan-2-ol

(S(p))-1-Ph₂P-2-(3,5-(CH₃)2C₆H₃)2PCH₂-3-Ph-Fc

(S(p))-1-Ph₂P-2-(3,5-(CH₃)2C₆H₃)2PCH₂-3-(3,5-(CH₃)2C₆H₃)-Fc

Refernces

• 1、 -. "Synthesis method of di(3,5-dimethylphenyl)phosphine". Paragraph 0022-0031. . Retrieved 2020/04/17.
• 2、 Mede, Ralf,Blohm, Sascha,G?rls, Helmar,Westerhausen, Matthias. "Synthesis and Characterization of Manganese(I) Carbonyl Complexes of the Type [(OC)4Mn{μ-P(R)Aryl}]2". . p. 508 - 514. Retrieved 2016/04/19.