Phosphine, (2,4,6-trimethylphenyl)-

Base Information

• Chemical Name: Phosphine, (2,4,6-trimethylphenyl)-
• CAS No.: 68357-98-2
• Molecular Formula: C9H13P
• Molecular Weight: 152.176
• DSSTox Substance ID: DTXSID00448645
• Nikkaji Number: J775.784K
• Wikidata: Q82267729
• Mol file: 68357-98-2.mol

Synonyms:mesitylphosphine;Phosphine, (2,4,6-trimethylphenyl)-;68357-98-2;SCHEMBL2023931;DTXSID00448645

Chemical Property of Phosphine, (2,4,6-trimethylphenyl)-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 152.075487412
• Heavy Atom Count: 10
• Complexity: 99.3

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)P)C

Technology Process of Phosphine, (2,4,6-trimethylphenyl)-

There total 8 articles about Phosphine, (2,4,6-trimethylphenyl)- 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: 67.0%

difluoro{tris(trimethylsilyl)methyl}borane (124408-71-5) + lithium 2,4,6-trimethylphenylhydrophosphanide (89634-37-7,147285-62-9) → fluoro-mesitylphosphino-tris(trimethylsilyl)methylborane (1007126-59-1) + mesitylphosphine (68357-98-2)

Guidance literature:

In hexane; byproducts: LiF; under Ar or N2, 1 equiv. of Li-compd. was added in hexane to hexane soln. of B-compd. at -60 °C, stirring for 30 min, warming to room temp.; soln. was filtered, evapd. in vac., crystn. from a min. amt. of hexane between -25 and -30 °C, elem. anal.;

DOI:10.1002/zaac.200600335

Reference yield: 54.0%

dichloro(mesityl)phosphane (6781-96-0) + 2-(N,N-dimethylaminomethyl)phenyllithium (56174-66-4) → dimethyl-[2-(2,4,6-trimethyl-phenylphosphanyl)-benzyl]-amine (918148-11-5) + {2-[(2-dimethylaminomethyl-phenyl)-(2,4,6-trimethyl-phenyl)-phosphanyl]-benzyl}-dimethyl-amine + mesitylphosphine (68357-98-2)

Guidance literature:

dichloro(mesityl)phosphane; 2-(N,N-dimethylaminomethyl)phenyllithium; In tetrahydrofuran; diethyl ether; at 20 ℃; for 16h;

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 2h; Heating;

DOI:10.1039/b601938b

Reference yield: 36.0%

bis(2,4,6-trimethylphenyl)-zinc (73681-65-9) → mesitylphosphine (68357-98-2)

Guidance literature:

bis(2,4,6-trimethylphenyl)-zinc; In toluene; at 20 ℃; for 10h;

With hydrogenchloride; Further stages.;

DOI:10.1016/j.mencom.2007.06.002

upstream raw materials:

(2,4,6-trimethylphenyl)phosphinic acid

dichloro(mesityl)phosphane

2-(N,N-dimethylaminomethyl)phenyllithium

bis(2,4,6-trimethylphenyl)-zinc

Downstream raw materials:

(2,4,6-trimethylphenyl)phosphinic acid

(2,4,6-Trimethyl-phenyl)-triphenylsilanyl-phosphane

C₂₈H₄₃PSi

Ni(mesitylphosphine)4

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 2020/04/29.
• 2、 Takeda, Youhei,Nishida, Takuya,Minakata, Satoshi. "2,6-diphospha-s-indacene-1,3,5,7(2H,6H)-tetraone: A phosphorus analogue of aromatic diimides with the minimal core exhibiting high electron-accepting ability". supporting information. p. 10266 - 10270. Retrieved 2014/08/18.