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262048

Sigma-Aldrich

1,3-Bis(diphenylphosphino)propane

97%

Synonyme(s) :

dppp

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About This Item

Formule linéaire :
(C6H5)2PCH2CH2CH2P(C6H5)2
Numéro CAS:
6737-42-4
Poids moléculaire :
412.44
Numéro Beilstein :
2821785
Numéro CE :
229-791-2
Numéro MDL:
MFCD00003050
Code UNSPSC :
12352002
ID de substance PubChem :
24855854
Nomenclature NACRES :
NA.22

Niveau de qualité

200

Pureté

97%

Forme

solid

Pertinence de la réaction

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

Pf

63-65 °C (lit.)

Groupe fonctionnel

phosphine

Chaîne SMILES 

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

Clé InChI

LVEYOSJUKRVCCF-UHFFFAOYSA-N

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Description générale

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).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCK1153
BCCK4089
BCCK4908
BCCG5233
BCCF4706

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Consulter la Bibliothèque de documents

Zelinda Engelbrecht et al.
Anti-cancer agents in medicinal chemistry, 18(3), 394-400 (2017-05-23)
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
Nathália Cristina Campanella et al.
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
Wanessa Carvalho Pires et al.
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
Jeong Eon Park et al.
Biomolecules & therapeutics, 25(4), 404-410 (2017-05-31)
Benzylideneacetophenone derivative (1E)-1-(4-hydroxy-3-methoxyphenyl) hept-1-en-3-one (JC3) elicited cytotoxic effects on MDA-MB 231 human breast cancer cells-radiation resistant cells (MDA-MB 231-RR), in a dose-dependent manner, with an IC
Heyan Jiang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(34), 8280-8285 (2017-03-24)
The effect of chain structure on flexibility and stability of macromolecules containing weak P-Fe metal coordination bonds is studied. Migration insertion polymerization (MIP) of FpC
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