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262048

Sigma-Aldrich

1,3-Bis(diphenylphosphino)propane

97%, solid

Synonym(s):

dppp

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$36.50
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$109.20

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1 G
$36.50
5 G
$67.30
25 G
$109.20

About This Item

Linear Formula:
(C6H5)2PCH2CH2CH2P(C6H5)2
CAS Number:
Molecular Weight:
412.44
Beilstein/REAXYS Number:
2821785
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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$36.50


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Product Name

1,3-Bis(diphenylphosphino)propane, 97%

Quality Level

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

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This Item
703028127566106496
reaction suitability

reagent type: ligand
reaction type: C-C Bond Formation, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Sonogashira Coupling

reaction suitability

-

reaction suitability

reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

reaction suitability

reagent type: ligand
reaction type: C-C Bond Formation, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Cycloadditions, reagent type: ligand
reaction type: Decarboxylations, reagent type: ligand
reaction type: Diels-Alder Reaction, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

assay

97%

assay

97%

assay

97%

assay

97%

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

form

solid

form

powder

form

solid

form

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

mp

63-65 °C (lit.)

mp

178-183 °C

mp

118-119 °C (lit.)

mp

137-142 °C (lit.)

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).

pictograms

Exclamation mark

signalword

Warning

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


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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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