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776246

SPhos Pd G3

Name: SPhos Pd G3
Brand: ALDRICH

97%, solid

Synonym(s):

(2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) [2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate

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About This Item

Empirical Formula (Hill Notation):

C₃₉H₄₈NO₅PPdS

CAS Number:

1445085-82-4

Molecular Weight:

780.26

MDL number:

MFCD29472404

UNSPSC Code:

12161600

PubChem Substance ID:

329767824

NACRES:

NA.22

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Properties

Product Name

SPhos Pd G3, 97%

Quality Level

100

product line

Buchwald precatalyst Generation 3

assay

97%

form

solid

feature

generation 3

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

197-214 °C

functional group

phosphine

storage temp.

2-8°C

SMILES string

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.COc3cccc(OC)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6

InChI

1S/C26H35O2P.C12H10N.CH4O3S.Pd/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h9-11,16-21H,3-8,12-15H2,1-2H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

SCWODMZBSVVMRH-UHFFFAOYSA-M

Description

General description

SPhos Pd G3 is a third-generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C-N, C-O, C-F, C-CF₃, and C-S bonds. It is air-, moisture-, and thermally stable and is highly soluble in a wide range of common organic solvents. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species, and accurate control of ligand: palladium ratio.

Application

Pd catalyst for cross-coupling

SPhos Pd G3 can be used as a precatalyst in the Suzuki–Miyaura catalyst–transfer polymerization (SCTP) reaction of a wide spectrum of monomers, including electron-rich to electron-deficient (hetero)arenes. It is also used as a catalyst in the formation of a Csp³–Csp² bond between sterically hindered boronic hemiester and quinone diazide, which is the key intermediate step in the enantioselective synthesis of azamerone.

pictograms

GHS07

signalword

Warning

hcodes

H315 - H319 - H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Global Trade Item Number

SKU	GTIN
776246-1G	04061826647035
776246-25G	04061833332634
776246-250MG	04061833231791
776246-5G	04061833332641