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
• General Description: 1,3-Bis(diphenylphosphino)propane (dppp) is a diphosphine ligand used in organometallic chemistry to stabilize palladium(II) complexes, as demonstrated in the synthesis of [Pd(η³-C₈H₁₂OMe)(dppp)][PF₆]. The ligand facilitates the formation of π-allylic structures with unique coordination modes, such as the allyl-methoxy group interaction observed in this study, highlighting its role in influencing the geometry and reactivity of transition metal complexes. Its bidentate chelating ability contributes to the stability of the resulting complexes, making it valuable in catalytic applications like copolymerization 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

Ligand driven π-η³ structural rearrangements of organopalladium complexes: Their relevance to the CO/styrene copolymerisation reaction

10.1039/b005492p

The research investigates the structural rearrangements of organopalladium complexes and their relevance to the copolymerisation reaction between carbon monoxide (CO) and styrene. Specifically, it explores how the nature of ancillary ligands affects these reactions. The scientists synthesized a palladium(II) complex with a π-allylic fragment using [Pd(η1,η2-C8H12OMe)Cl]? as a precursor and diphosphine ligand 1,3-bis(diphenylphosphino)propane (dppp) in methanol, resulting in the product [Pd(η3-C8H12OMe)(dppp)][PF?]. This compound exhibited an unusual allyl-methoxy group coordination not previously observed in similar complexes. Through crystallography and NMR analysis, they confirmed the π-allylic structure's stability and unique bonding features.