CAS 6737-42-4 1,3-Bis(diphenylphosphino)propane

Synonyms

Propylenebis(Diphenylphosphine)

IUPAC Name

3-diphenylphosphanylpropyl(diphenyl)phosphane

Molecular Weight

412.45

Molecular Formula

C27H26P2

Canonical SMILES

C1=CC=C(C=C1)P(CCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4;

InChI

LVEYOSJUKRVCCF-UHFFFAOYSA-N

InChI Key

InChI=1S/C27H26P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h1-12,14-21H,13,22-23H2

Boiling Point

529.7±33.0 °C(Predicted)

Melting Point

63-65 °C(lit.)

Flash Point

235 °C

Purity

98%

Appearance

Solid

Storage

Store below +30°C.

Complexity

350

Covalently-Bonded Unit Count

EC Number

229-791-2

Exact Mass

412.151g/mol

Heavy Atom Count

Isomeric SMILES

C1=CC=C(C=C1)P(CCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4

Monoisotopic Mass

412.151g/mol

NSC Number

193753

Rotatable Bond Count

Topological Polar Surface Area

0A^2

UNII

44R56E2C68

Application

1,3-Bis(diphenylphosphino)propane, appearing as a white to light yellow crystalline powder, is primarily utilized in coordination chemistry as a bidentate ligand. It forms a complex with nickel(II) chloride, known as dichloro(1,3-bis(diphenylphosphino)propane)nickel, which serves as a catalyst in Kumada coupling reactions. Additionally, this compound acts as a ligand for palladium(II) catalysts, facilitating the co-polymerization of carbon monoxide and ethylene to produce polyketones. It is also involved in palladium-catalyzed arylation processes, playing a crucial role in the Heck and Suzuki reactions. Moreover, it serves as an effective catalyst in both Negishi and Sonogashira coupling reactions.

March 28, 2025

Versatile Ligand for Catalysis Success

Using 1,3-Bis(diphenylphosphino)propane from Alfa Chemistry significantly enhanced our catalysis in Kumada, Heck, and Suzuki reactions. Its reliable performance in creating stable complexes streamlined our experiments and improved overall efficiency.