2,2'-Bis(diphenylphosphino)biphenyl

Base Information

• Chemical Name: 2,2'-Bis(diphenylphosphino)biphenyl
• CAS No.: 84783-64-2
• Molecular Formula: C36H28P2
• Molecular Weight: 522.566
• Hs Code.: 29310099
• DSSTox Substance ID: DTXSID10370589
• Nikkaji Number: J698.347B,J2.663.266H,J2.663.267F
• Wikidata: Q72445379
• Mol file: 84783-64-2.mol

Synonyms:2,2'-bis(diphenylphosphino)-1,1'-biphenyl;BiPheP

Chemical Property of 2,2'-Bis(diphenylphosphino)biphenyl

Chemical Property:

• Appearance/Colour: white crystalline powder or crystals
• Melting Point: 210-214 °C
• Boiling Point: 635.461 °C at 760 mmHg
• Flash Point: 360.81 °C
• PSA: 27.18000
• LogP: 6.87000
• Solubility.: soluble in Toluene
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 522.16662489
• Heavy Atom Count: 38
• Complexity: 573

Purity/Quality:

98% ^*data from raw suppliers

2,2''-Bis(diphenylphosphino)-1,1’-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C4=CC=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6
• Uses: 2,2''-Bis(diphenylphosphino)-1,1’-biphenyl (CAS# 84783-64-2) is a chelating phosphine and has been used to study the effects of bite angles on the chemical and physical properties of transition metal complexes. 2,2''-Bis(diphenylphosphino)-1,1’-biphenyl appears as a catalytic ligand in Ni- and Pd-Catalyzed cross-electrophile coupling reactions to form highly substituted 1,3-dienes.

Technology Process of 2,2'-Bis(diphenylphosphino)biphenyl

There total 11 articles about 2,2'-Bis(diphenylphosphino)biphenyl 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: 91.0%

[1,1'-biphenyl]-2,2'-diylbis(diphenylphosphane oxide) (174467-54-0) → 2,2'-bis(diphenylphosphino)biphenyl (84783-64-2)

Guidance literature:

With trichlorosilane; N,N-dimethyl-aniline; In toluene; Heating;

DOI:10.1021/ol0068896

Reference yield: 65.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + biphenyl-2,2'-diyl-bis-lithium (16291-32-0) → 2,2'-bis(diphenylphosphino)biphenyl (84783-64-2)

Guidance literature:

In diethyl ether; for 1h; Heating;

DOI:10.1016/S0022-328X(00)94098-1

Reference yield: 62.0%

diphenylphosphane (829-85-6) + 2,2'-diiodobiphenyl (2236-52-4) → 9-phenyl-9-phosphafluorene (1088-00-2) + 2,2'-bis(diphenylphosphino)biphenyl (84783-64-2)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 130 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201101529

upstream raw materials:

chloro-diphenylphosphine

biphenyl-2,2'-diyl-bis-lithium

[1,1'-biphenyl]-2,2'-diylbis(diphenylphosphane oxide)

2,2'-dihydroxybiphenyl

Downstream raw materials:

[Rh(biphep)]BF₄

1,1'-biphenyl-2,2'-diylbisdiphenylphosphineoxide

diphenyl-o-tolyl-phosphine oxide

Refernces

• 1、 -. "P-CHIROGENIC ORGANOPHOSPHORUS COMPOUNDS". Page/Page column 80. . Retrieved 2013/03/26.
• 2、 Mikami, Koichi,Aikawa, Kohsuke,Korenaga, Toshinobu. "General synthetic route to chiral flexible biphenylphosphine ligands: The use of a chiral additive enables the preparation and observation of metal complexes incorporating the enantiopure form". . p. 243 - 245. Retrieved 2007/10/03.