(S)-2-Diphenyphosphino-2'-ethyl-1,1'-binaphthyl

Base Information

• Chemical Name: (S)-2-Diphenyphosphino-2'-ethyl-1,1'-binaphthyl
• CAS No.: 144868-17-7
• Molecular Formula: C₃₄H₂₇P
• Molecular Weight: 466.562
• Mol file: 144868-17-7.mol

Synonyms:Phosphine,(2'-ethyl[1,1'-binaphthalen]-2-yl)diphenyl-, (S)-

Chemical Property of (S)-2-Diphenyphosphino-2'-ethyl-1,1'-binaphthyl

Chemical Property:

• Boiling Point: 605.0±44.0 °C(Predicted)
• PSA: 13.59000
• LogP: 7.98060

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-Diphenyphosphino-2'-ethyl-1,1'-binaphthyl

There total 6 articles about (S)-2-Diphenyphosphino-2'-ethyl-1,1'-binaphthyl 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: 79.0%

(S)-2-(diphenylphosphinyl)-2'-ethyl-1,1'-binaphthyl (137769-29-0,144868-16-6) → (S)-(-)-2-(diphenylphosphino)-2'-ethyl-1,1'-binaphthyl (137769-32-5,144868-17-7)

Guidance literature:

With trichlorosilane; triethylamine; In xylene; at 120 ℃; for 3h;

DOI:10.1021/jo00059a059

Reference yield:

(R)-2-diphenylphosphinyl-2'-trifluoromethanesulfonyloxy-1,1'-binaphthalene (132532-04-8,137769-34-7,167636-80-8) → (S)-(-)-2-(diphenylphosphino)-2'-ethyl-1,1'-binaphthyl (137769-32-5,144868-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NiCl₂(dppe) / diethyl ether / 24 h / Heating

2: 79 percent / NEt₃, Cl₃SiH / xylene / 3 h / 120 °C

With trichlorosilane; triethylamine; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In diethyl ether; xylene;

DOI:10.1021/jo00059a059

Reference yield:

(S)-(+)-2-hydroxy-2'-diphenylphosphinoyl-1,1'-binaphthyl (132548-91-5,137769-33-6,162426-75-7) → (S)-(-)-2-(diphenylphosphino)-2'-ethyl-1,1'-binaphthyl (137769-32-5,144868-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NiCl₂(dppe) / diethyl ether / 24 h / Heating

2: 79 percent / Et₃N, Cl₃SiH / xylene / 5 h / 120 °C

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; trichlorosilane; triethylamine; In diethyl ether; xylene;

DOI:10.1021/ja00026a044

upstream raw materials:

(S)-2-(diphenylphosphinyl)-2'-ethyl-1,1'-binaphthyl

(R)-2-diphenylphosphinyl-2'-trifluoromethanesulfonyloxy-1,1'-binaphthalene

(+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl

Diphenylphosphine oxide

Refernces

• 1、 -. "Optically active tertiary phosphine compound and transition metal complex using the same as ligand". . . Retrieved 2008/06/13.