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804274

XPhos Pd G4

95%, powder

Synonym(s):

(SP-4-3)-[Dicyclohexyl[2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine](methanesulfonato-κO)[2′-(methylamino-κN)[1,1′-biphenyl]-2-yl-κC]palladium

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About This Item

Empirical Formula (Hill Notation):
C47H64NO3PPdS
CAS Number:
Molecular Weight:
860.47
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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Product Name

XPhos Pd G4, 95%

Quality Segment

product line

Buchwald precatalyst Generation 4

assay

95%

form

powder

feature

generation 4

reaction suitability

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

mp

150 °C

functional group

phosphine

SMILES string

CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C([P+](C3CCCCC3)([Pd-2]4(OS(C)(=O)=O)C(C=CC=C5)=C5C6=C([NH+]4C)C=CC=C6)C7CCCCC7)C=CC=C2

InChI

1S/C33H49P.C13H12N.CH4O3S.Pd/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

LJYHQNMVCGMPIU-UHFFFAOYSA-M

Application

A powerful ligand for classic cross-coupling reactions combined with the Buchwald Fourth Generation Palladacycle. Bench stable, soluble in most organic solvents.

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This Item
936928763381704954
description

95%

description

-

description

98%, 1:1 MTBE adduct

description

-

assay

95%

assay

-

assay

98%

assay

-

reaction suitability

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

reaction suitability

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

reaction suitability

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

reaction suitability

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

form

powder

form

solid

form

solid

form

solid

functional group

phosphine

functional group

-

functional group

phosphine

functional group

phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

150 °C

mp

-

mp

146-151 °C (decomposition)

mp

205-210 °C


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

No data available

Flash Point (°C)

No data available



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Questions

1–2 of 2 Questions  
  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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