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
• Linear Formula: CF₃C₆F₄NH₂
• CAS Number: 651-83-2
• Molecular Weight: 233.09
• Beilstein: 2657893
• MDL number: MFCD00091518
• UNSPSC Code: 12352101
• PubChem Substance ID: 329768293
• NACRES: NA.22

Properties

• Quality Level: 100
• 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.)
• 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

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable