1,3-Bis(diphenylphosphino)propane

Base Information

• Chemical Name: 1,3-Bis(diphenylphosphino)propane
• CAS No.: 6737-42-4
• Molecular Formula: C27H26P2
• Molecular Weight: 412.451
• Hs Code.: 29310095
• European Community (EC) Number: 229-791-2
• NSC Number: 193753
• UNII: 44R56E2C68
• DSSTox Substance ID: DTXSID0064464
• Nikkaji Number: J208.099K
• Wikipedia: 1,3-Bis(diphenylphosphino)propane
• Wikidata: Q161494
• ChEMBL ID: CHEMBL73394
• Mol file: 6737-42-4.mol

Synonyms:1,3-B(DPP)P;1,3-bis(diphenylphosphino)propane;DPPP cpd

Chemical Property of 1,3-Bis(diphenylphosphino)propane

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 9E-11mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Boiling Point: 529.667 °C at 760 mmHg
• Flash Point: 291.463 °C
• PSA: 27.18000
• LogP: 5.64230
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: insoluble
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 412.15097482
• Heavy Atom Count: 29
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

1,3-Bis(diphenylphosphino)propane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: suzuki reaction 1,3-Bis(diphenylphosphino)propane is used as a bidentate ligand in coordination chemistry and form complex dichloro(1,3-bis(diphenylphosphino)propane)nickel by reacting with nickel(II) chloride. This complex is used as a catalyst for Kumada coupling reaction. It also acts as a ligand for palladium(II) catalysts which is useful for the co-polymerization of carbon monoxide and ethylene to get polyketones. Further, it is employed in palladium-catalyzed arylation under Heck reaction and Suzuki reaction. In addition to this, it serves as a catalyst for Negishi coupling and Sonogashira coupling reactions.

Technology Process of 1,3-Bis(diphenylphosphino)propane

There total 20 articles about 1,3-Bis(diphenylphosphino)propane 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: 98.0%

methanol (67-56-1) + (propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2) (100809-49-2) → Trimethyl borate (121-43-7,63156-11-6) + 1,3-bis-(diphenylphosphino)propane (6737-42-4)

Guidance literature:

In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 95.0%

1.3-chlorobromopropane (109-70-6) → 1,3-bis-(diphenylphosphino)propane (6737-42-4)

Guidance literature:

chloro-diphenylphosphine; With sodium; In dibutyl ether; at 105 ℃; for 2h;

1.3-chlorobromopropane; In dibutyl ether; at 105 ℃; for 2h;

Reference yield: 94.0%

(propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2) (100809-49-2) + ethanol (64-17-5) → triethyl borate (150-46-9) + 1,3-bis-(diphenylphosphino)propane (6737-42-4)

Guidance literature:

Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.05.063

upstream raw materials:

1,3-Dichloropropane

lithium diphenylphosphide

diphenylphosphane

1,3-dibromo-propane

Downstream raw materials:

C₃₃H₃₆O₄P₂⁽²⁺⁾*2Cl^(1-)

cis-1,3-Diphenyl-1,3-diphosphorinan

trans-1,3-Diphenyl-1,3-diphosphorinan

1,1,5,5-Tetraphenyl-1,5-diphosphacyclooctane Diiodide

Refernces

• 1、 -. "SPIROCYCLIC COMPOUNDS AS FARNESOID X RECEPTOR MODULATORS". Paragraph 0667. . Retrieved 2019/05/15.
• 2、 Takeda, Hiroyuki,Kamiyama, Hiroko,Okamoto, Kouhei,Irimajiri, Mina,Mizutani, Toshihide,Koike, Kazuhide,Sekine, Akiko,Ishitani, Osamu. "Highly Efficient and Robust Photocatalytic Systems for CO2 Reduction Consisting of a Cu(I) Photosensitizer and Mn(I) Catalysts". . p. 17241 - 17254. Retrieved 2019/01/04.