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Merck
CN

791806

Yu-Wasa Auxiliary

97%

Synonym(s):

2,3,5,6-Tetrafluoro-4-(trifluoromethyl)aniline, 2,3,5,6,α,α,α-Heptafluoro-p-toluidine

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About This Item

Linear Formula:
CF3C6F4NH2
CAS Number:
Molecular Weight:
233.09
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2657893
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Quality Segment

assay

97%

form

liquid

reaction suitability

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

refractive index

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

bp

186 °C (lit.)

density

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

functional group

fluoro

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

InChI key

FJOACTZFMHZHSC-UHFFFAOYSA-N

Other Notes

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


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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