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CyJohnPhos

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Synonim(y):

2-(Dicyclohexylphosphino)biphenyl, (2-Biphenyl)dicyclohexylphosphine, Cyclohexyl JohnPhos

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Rozmiar/SKUDostępnośćCena netto
1 g
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201,00 zł
170,85 zł
5 g
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25 g
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4040,00 zł
3434,00 zł

Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C24H31P
Numer CAS:
Masa cząsteczkowa:
350.48
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
8440533

170,85 zł

Cena katalogowa201,00 złZaoszczędź 15%

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Quality Segment

product line

Buchwald Ligand

assay

97%

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: C-X Bond Formation, reagent type: ligand
reaction type: Hiyama Coupling, reagent type: ligand
reaction type: Methylations, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Oxidations, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

sustainability

Sustainability features

mp

102-106 °C (lit.)

functional group

phosphine

greener alternative category

SMILES string

C1CCC(CC1)P(C2CCCCC2)c3ccccc3-c4ccccc4

InChI

1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2

InChI key

LCSNDSFWVKMJCT-UHFFFAOYSA-N

General description

We are committed to providing greener alternatives that adhere to the 12 Principles of Green Chemistry. This versatile phosphine ligand enables efficient transition metal-catalyzed cross-coupling reactions with enhanced selectivity and reduced byproduct formation, thus aligns with Green Chemistry principle "Catalysis". Click here for more information.
CyJohnPhos [(2-Biphenyl)dicyclohexylphosphine] is an air-stable, bulky and electron-rich monodentate biarylphosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

Learn more about Buchwald Phosphine Ligands

Application

Ligand employed in the palladium-catalysed synthesis of 1,3,5-tris(2′-aminophenyl)benzene, a core building block for potential ionic receptors.
Ligand for amination of aryl halides and triflates.
CyJohnPhos may be used in combination with a nickel catalyst for the Suzuki-Miyaura arylation of tertiary benzylic acetates with aryl boroxines to produce diaryl and triaryl quaternary stereocenters.

Legal Information

Usage subject to US Patents 6307087 and 6395916.
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description

97%

description

-

description

AldrichCPR

description

95%

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Methylations, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Oxidations, reagent type: ligand
reaction type: C-X Bond Formation, reagent type: ligand
reaction type: Hiyama Coupling, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reaction suitability

reaction type: Suzuki-Miyaura Coupling, core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reagent type: catalyst
reaction type: Cross Couplings, reaction type: Hiyama Coupling, reaction type: Heck Reaction, reaction type: Negishi Coupling

reaction suitability

reagent type: ligand

reaction suitability

reaction type: Hiyama Coupling, reaction type: Stille Coupling, core: palladium, reaction type: Negishi Coupling, reagent type: catalyst
reaction type: Cross Couplings, reaction type: Suzuki-Miyaura Coupling, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Sonogashira Coupling, reaction type: Heck Reaction

assay

97%

assay

-

assay

-

assay

95%

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

mp

102-106 °C (lit.)

mp

178-183 °C (decomposition without melting)

mp

-

mp

-

sustainability

Sustainability features

sustainability

-

sustainability

-

sustainability

Sustainability features


Kody zagrożeń

Hazard Classifications

Aquatic Chronic 4

Klasa składowania

11 - Combustible Solids

WGK

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

PPE (środki ochrony indywidualnej)

Eyeshields, Gloves, type N95 (US)



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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/418/501/product-dating-information-06-25-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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