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900593

Sigma-Aldrich

PAd-DalPhos

95%

Synonym(s):

8-[2-[Bis(2-methylphenyl)phosphino]phenyl]-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane

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250 MG
$394.00

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250 MG
$394.00

About This Item

Empirical Formula (Hill Notation):
C30H34O3P2
CAS Number:
Molecular Weight:
504.54
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22

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Quality Level

assay

95%

form

powder or crystals

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: ligand

functional group

phosphine

SMILES string

P4(C5(OC6(OC(OC4(C6)C)(C5)C)C)C)c1c(cccc1)P(c3c(cccc3)C)c2c(cccc2)C

InChI key

RTLXHCKHEDGJLB-UHFFFAOYSA-N

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This Item
901219900533799718
AlPhos

799718

AlPhos

reaction suitability

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

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
reaction type: Cross Couplings

reaction suitability

-

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: ligand
reaction type: Cross Couplings

assay

95%

assay

95%

assay

95%

assay

≥95%

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

form

powder or crystals

form

powder or crystals

form

powder or crystals

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

PAd-DalPhos is a versatile air stable pre-catalyst for C(sp2)-N coupling.[1] It catalyzes N-arylation of amides with (hetero)aryl (pseudo)halide.[2] It can also be used in the synthesis of unsymmetrical 1,3-di(hetero)aryl-1H-indazoles from hydrazine, o-chloro (hetero)benzophenones and (hetero)aryl bromides.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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