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Merck

791806

Sigma-Aldrich

Yu-Wasa-Hilfsstoff

97%

Synonym(e):

2,3,5,6-Tetrafluor-4-(trifluormethyl)-anilin, 2,3,5,6,α,α,α-Heptafluor-p-toluidin

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About This Item

Lineare Formel:
CF3C6F4NH2
CAS-Nummer:
Molekulargewicht:
233.09
Beilstein:
2657893
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

Form

liquid

Eignung der Reaktion

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

Brechungsindex

n20/D 1.431 (lit.)
n20/D 1.432

bp

186 °C (lit.)

Dichte

1.662 g/mL at 25 °C
1.687 g/mL at 25 °C (lit.)

SMILES String

Nc1c(F)c(F)c(c(F)c1F)C(F)(F)F

InChI

1S/C7H2F7N/c8-2-1(7(12,13)14)3(9)5(11)6(15)4(2)10/h15H2

InChIKey

FJOACTZFMHZHSC-UHFFFAOYSA-N

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Sonstige Hinweise

Acidic amides are superior directing groups for promoting C-H activation reactions with both Pd(0)/PR3 and Pd(II) catalysts.

Used in the Preparation of
  • Lactams via palladium-catalyzed olefination of arylamides with benzylacrylate, followed by 1,4-conjugate addition
  • N-(fluorinated aryl)benzamides as substrates for regioselective C-H amination reactions with O-benzoylhydroxylamines
  • Substituted succinimides via palladium-catalyzed carbonylation of N-aryl amides
  • N-aryl cyclopropanecarboxamide substrates and various amino acid ligands for palladium-catalyzed C-H activation of cyclopropanes

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Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Wasa, M;
Journal of the American Chemical Society, 132(11), 3680-3681 null
Palladium(0)-Catalyzed Alkynylation of C(sp3)-H Bonds
He, J.:
Journal of the American Chemical Society null
Eun Jeong Yoo et al.
Journal of the American Chemical Society, 133(20), 7652-7655 (2011-04-28)
C-H amination of N-aryl benzamides with O-benzoyl hydroxylamines has been achieved with either Pd(II) or Pd(0) catalysts. Furthermore, we demonstrate that secondary amines can be directly used with benzoyl peroxide in a one-pot procedure that proceeds via the in situ
Eun Jeong Yoo et al.
Journal of the American Chemical Society, 132(49), 17378-17380 (2010-11-19)
Pd(II)-catalyzed β-C(sp(3))-H carbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl
Masayuki Wasa et al.
Journal of the American Chemical Society, 133(49), 19598-19601 (2011-11-09)
Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions.

Verwandter Inhalt

The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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