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Merck
CN

299685

Palladium(II) trifluoroacetate

97%, solid

Synonym(s):

Pd(TFA)2, Trifluoroacetic acid palladium(II) salt

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About This Item

Linear Formula:
(CF3COO)2Pd
CAS Number:
42196-31-6
Molecular Weight:
332.45
UNSPSC Code:
12161600
PubChem Substance ID:
24858054
NACRES:
NA.22
MDL number:
MFCD00013204

Key Documents

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Product Name

Palladium(II) trifluoroacetate, 97%

Quality Level

200

assay

97%

form

solid

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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: C-H Activation

mp

~220 °C

SMILES string

FC(F)(F)C(=O)O[Pd]OC(=O)C(F)(F)F

InChI

1S/2C2HF3O2.Pd/c2*3-2(4,5)1(6)7;/h2*(H,6,7);/q;;+2/p-2

InChI key

PBDBXAQKXCXZCJ-UHFFFAOYSA-L

Related Categories

General description

Palladium(II) trifluoroacetate is a catalyst used in Suzuki-Miyaura, Heck, and Stille cross-coupling reactions.

Application

Catalyzes the selective allylic oxidation of geranylacetone and other olefins to their allyl acetates, which can then be converted to keto alcohols.
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst used for the mild decarboxylation of electron-rich aromatic acids and the direct cross-coupling of unactivated arenes.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ1835
MKCT6736
MKCS4523
MKCQ5496
MKCQ9029

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Tetrahedron Letters, 25, 4187-4187 (1984)
John E Bercaw et al.
The Journal of organic chemistry, 73(21), 8654-8657 (2008-09-30)
Molecular oxygen can replace sacrificial olefins as the hydrogen acceptor in the palladium trifluoroacetate catalyzed dehydrogenation of cyclohexene and related cyclic olefins into aromatics. One of the major drawbacks of the homogeneous system is the tendency of the palladium trifluoroacetate
David R Stuart et al.
Science (New York, N.Y.), 316(5828), 1172-1175 (2007-05-26)
The industrially important coupling of aromatic compounds has generally required differential prefunctionalization of the arene coupling partners with a halide and an electropositive group. Here we report that palladium, in conjunction with a copper oxidant, can catalyze the cross-coupling of
Joshua S Dickstein et al.
Organic letters, 9(13), 2441-2444 (2007-06-05)
A palladium-catalyzed aromatic decarboxylation reaction has been developed. With electron-rich aromatic acids, the reaction proceeds efficiently under fairly mild conditions in good yields. The method was useful with complex functionalized substrates containing hindered carboxylic acids.
A general palladium-catalyzed sonogashira coupling of aryl and heteroaryl tosylates.
Omar R'kyek et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(33), 9986-9989 (2010-07-08)
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Global Trade Item Number

SKUGTIN
299685-1G04061826657621
299685-5G04061826657638

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