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460273

Sigma-Aldrich

1,2-Bis(diphenylphosphin)benzol

97%

Synonym(e):

1,2-Bis(diphenylphosphanyl)benzene, dppBz, dppbe, dppben, dppbenz, dppbz, o-Phenylenebis[diphenylphosphine], o-bis(diphenylphosphino)benzene

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About This Item

Lineare Formel:
C6H4[P(C6H5)2]2
CAS-Nummer:
Molekulargewicht:
446.46
MDL-Nummer:
UNSPSC-Code:
12352002
PubChem Substanz-ID:
NACRES:
NA.22

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Qualitätsniveau

Assay

97%

Form

solid

Eignung der Reaktion

reagent type: ligand
reaction type: Baeyer-Villiger Oxidation

reagent type: ligand
reaction type: Cycloadditions

reagent type: ligand
reaction type: Reductions

mp (Schmelzpunkt)

183-188 °C (lit.)

Funktionelle Gruppe

phosphine

SMILES String

c1ccc(cc1)P(c2ccccc2)c3ccccc3P(c4ccccc4)c5ccccc5

InChI

1S/C30H24P2/c1-5-15-25(16-6-1)31(26-17-7-2-8-18-26)29-23-13-14-24-30(29)32(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-24H

InChIKey

NFRYVRNCDXULEX-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

1,2-Bis(diphenylphosphino)benzene (DPPB) can be used:
  • As a chelating ligand in the synthesis of luminescent copper(I) halide complexes.[1]
  • In the synthesis of copper-1,2-bis(diphenylphosphino)benzene catalyst which is used for the β-boration of α, β-unsaturated amide.[2]
  • As an alternative to TMEDA for the selective cleavage of sp3 C-X bond in fluoroaromatic coupling reactions catalyzed by iron.[3]
  • As a ligand in the synthesis of alkenylboronates from acetylenic esters.[4]
  • To synthesize copper-diphosphine complexes which are used as homogeneous catalysts for N-formylation of a wide range of amines.[5]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

Copper-Catalyzed Conjugate Addition of Diboron Reagents to α, β -Unsaturated Amides: Highly Reactive Copper-1, 2-Bis (diphenylphosphino) benzene Catalyst System
Chea H, et al.
advanced synthesis and catalysis, 351(6), 855-858 (2009)
Iron-catalysed fluoroaromatic coupling reactions under catalytic modulation with 1, 2-bis (diphenylphosphino) benzene
Hatakeyama T, et al.
Chemical Communications (Cambridge, England), 351(10), 1216-1218 (2009)
Photophysical properties of highly luminescent copper (I) halide complexes chelated with 1, 2-bis (diphenylphosphino) benzene
Tsuboyama A, et al.
Inorganic Chemistry, 46(6), 1992-2001 (2007)
Synthesis of Activated Alkenylboronates from Acetylenic Esters by CuH-Catalyzed 1, 2-Addition/Transmetalation
Lipshutz BH, et al.
Angewandte Chemie (International Edition in English), 47(52), 10183-10186 (2008)
Copper-Catalyzed Conjugate Addition of Diboron Reagents to α, β -Unsaturated Amides: Highly Reactive Copper-1, 2-Bis (diphenylphosphino) benzene Catalyst System
Chea H, et al.
Advanced Synthesis & Catalysis, 351(6), 855-858 (2009)

Artikel

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

Questions

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

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    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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  2. 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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