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763314

Sigma-Aldrich

sSPhos Pd G2

95%

Synonym(s):

Chloro(sodium-2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl-3′-sulfonate)[2-(2′-amino-1,1′-biphenyl)]palladium(II)

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About This Item

Empirical Formula (Hill Notation):
C38H44ClNNaO5PPdS
CAS Number:
2375242-78-5
Molecular Weight:
822.66
MDL number:
MFCD22377809
UNSPSC Code:
12161600
PubChem Substance ID:
329767044
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

feature

generation 2

reaction suitability

core: palladium
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
reaction type: Cross Couplings

mp

193-194 °C (decomposition)

functional group

phosphine

SMILES string

[Na+].Nc1ccccc1-c2ccccc2[Pd]Cl.COc3ccc(c(OC)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6)S([O-])(=O)=O

InChI

1S/C26H35O5PS.C12H10N.ClH.Na.Pd/c1-30-22-17-18-24(33(27,28)29)26(31-2)25(22)21-15-9-10-16-23(21)32(19-11-5-3-6-12-19)20-13-7-4-8-14-20;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;/h9-10,15-20H,3-8,11-14H2,1-2H3,(H,27,28,29);1-6,8-9H,13H2;1H;;/q;;;2*+1/p-2

InChI key

MWQYWXJKMDRSJN-UHFFFAOYSA-L

Related Categories

Application

sSPhos Pd G2 can be used as a water-soluble Pd-precatalyst in:
  • DNA-compatible Suzuki-Miyaura reaction between DNA-linked aryl halides and various boronic acids/esters including heteroaryl boronates.
  • DNA-compatible hydroxycarbonylation reactions.
  • The cross-coupling reaction between boronic ester and brominated cyclic nucleotide to synthesize cyclic adenosine and guanosine monophosphate in the presence of potassium phosphate and hydrochloric acid.

related product

Product No.
Description
Pricing

903728

DavePhos Pd G2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

763314-VAR:
763314-500MG:4548173354682
763314-100MG:4548173354675
763314-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBC3732

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Jian-Yuan Li et al.
Bioconjugate chemistry, 29(11), 3841-3846 (2018-10-20)
DNA-encoded chemical libraries (DELs) are a cost-effective technology for the discovery of novel chemical probes and drug candidates. A major limiting factor in assembling productive DELs is the availability of DNA-compatible chemical reactions in aqueous media. In an effort to

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