2-(Diphenylphosphino)biphenyl

Base Information

• Chemical Name: 2-(Diphenylphosphino)biphenyl
• CAS No.: 13885-09-1
• Molecular Formula: C24H19P
• Molecular Weight: 338.389
• Hs Code.: 2902909090
• European Community (EC) Number: 808-087-4
• DSSTox Substance ID: DTXSID70514265
• Nikkaji Number: J1.329.426G
• Wikidata: Q72473458
• Mol file: 13885-09-1.mol

Synonyms:13885-09-1;2-(DIPHENYLPHOSPHINO)BIPHENYL;2-(DIPHENYLPHOSPHINO)-BIPHENYL;diphenyl-(2-phenylphenyl)phosphane;MFCD11559063;Phosphine, [1,1'-biphenyl]-2-yldiphenyl-;Phosphine, [1,1'-biphenyl]yldiphenyl-;(2-Biphenylyl)diphenylphosphine;C24H19P;2-(Diphenylphosphinobiphenyl;SCHEMBL4004840;diphenylphosphino-1,1'-biphenyl;DTXSID70514265;FNCQSSIMHQVKGF-UHFFFAOYSA-N;BCP22555;AKOS015840666;CS-W003792;AS-64414;SY019043;{[1,1'-biphenyl]-2-yl}diphenylphosphane;D4688;FT-0660566;([1,1'-Biphenyl]-2-yl)(diphenyl)phosphane;A25276;[1,1'-BIPHENYL]-2-YLDIPHENYL-PHOSPHINE;J-506402;Y-200013

Chemical Property of 2-(Diphenylphosphino)biphenyl

Chemical Property:

• Vapor Pressure: 1.15E-08mmHg at 25°C
• Melting Point: 80.0 to 86.0 °C
• Boiling Point: 473.175 °C at 760 mmHg
• Flash Point: 254.433 °C
• PSA: 13.59000
• LogP: 5.11180
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 338.122437604
• Heavy Atom Count: 25
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

2-(Diphenylphosphinobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4
• Uses: suzuki reaction 2-(Diphenylphosphino)biphenyl is used as an organic chemical synthesis intermediate.

Technology Process of 2-(Diphenylphosphino)biphenyl

There total 24 articles about 2-(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: 94.0%

biphenyl-2-yl trifluoromethanesulfonate (17763-65-4) + (diphenylphosphino)(p-tolyl)methanone (40841-62-1) → [1,1′-biphenyl]-2-yldiphenylphosphane (13885-09-1)

Guidance literature:

With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); caesium carbonate; In toluene; at 100 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.1c00937

Reference yield: 92.0%

2-iodobiphenyl (2113-51-1) + (diphenylphosphino)(p-tolyl)methanone (40841-62-1) → [1,1′-biphenyl]-2-yldiphenylphosphane (13885-09-1)

Guidance literature:

With palladium diacetate; caesium carbonate; In toluene; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.06.088

Reference yield: 90.0%

[1,1′-biphenyl]-2-yldimethylphosphine oxide (1942-82-1) → [1,1′-biphenyl]-2-yldiphenylphosphane (13885-09-1)

Guidance literature:

With trichlorosilane; triethylamine; In toluene; at 110 ℃; for 14h;

DOI:10.1055/a-1337-5153

upstream raw materials:

[1,1′-biphenyl]-2-yldimethylphosphine oxide

(2-bromophenyl)diphenylphosphane

phenylboronic acid

2-iodobiphenyl

Downstream raw materials:

(P(C₆H₅)2C₆H₄C₆H₅)Pd(CH₂CHSi(CH₃)2OSi(CH₃)2CHCH₂)

[(2-(diphenylphosphanyl)-3-phenylphenyl-(C⁽¹⁾,P))(ethene)bis(trimethylphosphane)cobalt(I)]

([1,1':2',1-terphenyl]-2-yl)diphenylphosphine

Refernces

• 1、 Li, Shi-Xia,Ma, Yan-Na,Yang, Shang-Dong. "P(O)R2-Directed Enantioselective C-H Olefination toward Chiral Atropoisomeric Phosphine-Olefin Compounds". . p. 1842 - 1845. Retrieved 2017.
• 2、 Li, Ruoling,Li, Chenchen,Yang, Wen,Zhao, Wanxiang. "Homogeneous Palladium-Catalyzed Selective Reduction of 2,2′-Biphenols Using HCO 2H as Hydrogen Source". . p. 1605 - 1618. Retrieved 2021/02/01.
• 3、 Manabe, Shuhei,Sevov, Christo S.,Wong, Curt M.. "Direct and Scalable Electroreduction of Triphenylphosphine Oxide to Triphenylphosphine". . p. 3024 - 3031. Retrieved 2020/03/10.