85685-99-0

Basic information

• Product Name: 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE
• Synonyms: 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE;1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOXIDE;[3-(DIPHENYLPHOSPHINO)PROPYL]DIPHENYLPHOSPHINE OXIDE;1,3-BIS(DIPHENYLPHOSPINO)PROPANE MONOOX&;1,3-Bis(diphenylphosphino)propanemonooxide,min.97%;1,3-Bis(diphenylphosphino)propane monooxide, min. 97%;1,3-Bis(diphenylphosphino)propane oxide
• CAS NO: 85685-99-0
• Molecular Formula: C27H26OP2
• Molecular Weight: 428.44
• Product Categories: organophosphine ligand;Achiral Phosphine;Aryl Phosphine
• Mol File: 85685-99-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 106-108 °C(lit.)
• Appearance: white/Powder
• CAS DataBase Reference: 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE(85685-99-0)
• EPA Substance Registry System: 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE(85685-99-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 85685-99-0(Hazardous Substances Data)

Usage

General Description

1,3-Bis(diphenylphosphino)propane monooxide, also known as P(OPh)2(o-C6H4)C3H6, is a chemical compound commonly used as a ligand in various catalytic reactions. It consists of a three-carbon backbone with two diphenylphosphino groups attached to the first and third carbons, along with an oxygen atom attached to the second carbon. 1,3-BIS(DIPHENYLPHOSPHINO)PROPANE MONOOXIDE is widely utilized in transition metal-catalyzed reactions, such as hydrogenation and hydroformylation, due to its ability to stabilize and activate metal catalysts. Its unique structure and coordination properties make it a valuable tool in synthetic organic chemistry, where it can be employed to facilitate numerous important transformations with high selectivity and efficiency.

Upstream product

• 6737-42-4 1,3-bis-(diphenylphosphino)propane 
• 16524-41-7 1,3-bis(diphenylphosphoryl)propane 

Relevant articles and documents

Diastereoselective Rhodium Catalyzed [4 + 2] Cycloisomerization of Allenes

A diastereoselective [4 + 2] cycloisomerization of asymmetric allenyl dienes is reported. The asymmetric dienyl allenes are synthesized using the method reported by Ma. These substrates readily undergo diastereoselective intramolecular rhodium catalyzed [4 + 2] cycloisomerization analogous to thermal intramolecular Diels-Alder reactions. Overall, 29 examples are presented with tethers possessing nitrogen, oxygen, and carbon. Diastereoselectivities range from 99:1 to 90:10 in most examples.

Intramolecular stabilization of the phosphine radical cation by the second phosphorus atom during the photooxidation of diphosphines:31P NMR spectroscopic analysis

Diphosphines, Ph2P(CH2)nPPh2 1 (n = 1, 2, 3, 4, and 6), were photolyzed by a xenon lamp in air. The 31P NMR spectroscopic analysis of the reaction showed that 1 is oxidized, according to first-order kinetics, to the monoxide, which is further oxidized to the dioxide. The dependence of the rate constants for the first oxidation on the chain-length n in 1 is interpreted in terms of the orientation of the p-orbitals on the two phosphorus atoms in the intermediate, the diphosphine radical cation.

Catalysis for catalysis: Synthesis of mixed phosphine-phosphine oxide ligands via highly selective, Pd-catalyzed monooxidation of bidentate phosphines

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