262048

1,3-Bis(diphenylphosphino)propane

97%

• Synonym(s): dppp
• Linear Formula: (C₆H₅)₂PCH₂CH₂CH₂P(C₆H₅)₂
• CAS Number: 6737-42-4
• Molecular Weight: 412.44
• Beilstein/REAXYS Number: 2821785
• EC Number: 229-791-2
• MDL number: MFCD00003050
• UNSPSC Code: 12352002
• PubChem Substance ID: 24855854
• NACRES: NA.22

Properties

• assay: 97%
• form: solid
• reaction suitability: reagent type: ligand; reaction type: C-C Bond Formation; reagent type: ligand; reaction type: Carbonylations; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Sonogashira Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp: 63-65 °C (lit.)
• functional group: phosphine
• SMILES string: C(CP(c1ccccc1)c2ccccc2)CP(c3ccccc3)c4ccccc4
• 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
• InChI key: LVEYOSJUKRVCCF-UHFFFAOYSA-N

Description

General description

1,3-Bis(diphenylphosphino)propane is an organophosphorus compound, that belongs to the class of diphosphine ligands. It is used in transition metal-catalyzed cross-coupling reactions such as Suzuki-Miyaura coupling, Sonogashira coupling, and Negishi coupling reactions. 1,3-Bis(diphenylphosphino)propane is also used in the development of biologically active metal coordination complexes because of its ability to coordinate well with the metals via monodentate or bidentate manner.

Application

• Nanoclusterzyme Dual Colorimetric Sensings: The study explored the utility of 1,3-Bis(diphenylphosphino)propane in creating nanoclusterzymes, demonstrating applications in dual colorimetric sensings. This application suggests significant potential in analytical chemistry and sensor development (Zhao et al., 2023).
• Assembly of Icosahedral Units: Research detailed the use of 1,3-Bis(diphenylphosphino)propane in the stronger assembly of icosahedral units within metal clusters, emphasizing its role in enhancing structural stability and potential applications in nanotechnology (Zhou et al., 2023).
• Synthesis and Stability of Gold Clusters: A publication highlighted the synthesis and evaluation of the stability of mixed-diphosphine ligated gold clusters using 1,3-Bis(diphenylphosphino)propane, underlining its critical role in organometallic chemistry and potential industrial applications (Philliber et al., 2022).
• Size-Conversion in Gold Phosphine Clusters: The work investigated core charge density effects on size-conversion from Au(6) P(8) to Au(8) P(8) Cl(2), facilitated by 1,3-Bis(diphenylphosphino)propane, presenting new insights into cluster chemistry and its implications for catalytic and electronic applications (Lv et al., 2020).
• Synthesis of Donor-Acceptor Diblock Copolymer: This study employed 1,3-Bis(diphenylphosphino)propane in sequential polymerizations to synthesize a novel donor-acceptor diblock copolymer, showcasing the versatility of this ligand in polymer chemistry and its potential for creating advanced materials (Ono et al., 2014).

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves