262048
1,3-Bis(diphenylphosphino)propane
97%, solid
Synonym(s):
dppp
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About This Item
Linear Formula:
(C6H5)2PCH2CH2CH2P(C6H5)2
CAS Number:
Molecular Weight:
412.44
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
229-791-2
MDL number:
Beilstein/REAXYS Number:
2821785
Product Name
1,3-Bis(diphenylphosphino)propane, 97%
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
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).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Phosphine Ligand Application Guide
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A broad range of metal-coordinated complexes have been studied for their anticancer activities. However, some of these complexes display high toxicity profiles to non-malignant cells, therefore limiting their use in cancer therapeutics. Several silver(I) triphenylphosphine adducts were prepared as 1:1
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Genetics and molecular biology, 35(1), 159-163 (2012-04-07)
The antitumorigenic potential of two palladium(II) complexes, [Pd(ca(2)-o-phen)Cl(2)] - C1 and [Pd(dmba)(dppp)Cl] - C2, was evaluated, using MDA-MB-435 cells, a human breast adenocarcinoma cell-line that does not express the estrogen receptor α (ER-). Growth inhibition and induced alterations in cell-morphology
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Molecular and cellular biochemistry, 438(1-2), 199-217 (2017-08-11)
The aim of this work was the synthesis, characterization, and cytotoxicity evaluation of three new Ru(II) complexes with a general formula [Ru(Spy)(bipy)(P-P)]PF
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 262048-1G | 04061826108833 |
| 262048-25G | 04061833482117 |
| 262048-5G | 04061826108888 |