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Eaton's Reagent is used in the synthesis fluorine-based hole-transporting material, mono and bis-chalcone derivatives via Claisen-Schmidt condensation reaction between arylaldehydes and ketones and 4-hydroxycoumarins and 4-hydroxy-2-quinolinones derivatives.
Luckner G. Ulysse.; Qiang Yang.; Mark D. McLaws.; Daniel K. Keefe.; Peter R. Guzzo.; Brian P. Haney. Process Development and Pilot-Scale Synthesis of New Cyclization Conditions of Substituted Phenylacetamides to Tetrahydroisoquinoline-2-ones Using Eatons Reagent. Org. Process Res. Dev. 2010, 14 (1), 225-228.
Rex X Ren.; Larisa D Zueva.; Wei Ou. Formation of ε-caprolactam via catalytic Beckmann rearrangement using P2O5 in ionic liquids. Tetrahedron Letters. 2001, 42 (48), 8441-8443.
Lower viscosity alternative to polyphosphoric acid for dehydration and cyclization reactions. Gives high yields in the Beckmann rearrangement: J. Org. Chem., 35, 4071 (1973). For an example of cyclodehydration, see: J. Chem. Soc., Perkin 1, 2956 (1981).
For further examples and discussion of the utility of this reagent, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 6, p. 4129.
Hazard Statements: H290-H302+H312-H314-H335
May be corrosive to metals. Harmful if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage. May cause respiratory irritation.
Precautionary Statements: P234-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P390-P501c
Keep only in original container. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Absorb spillage to prevent material damage. Dispose of contents/ container to an approved waste disposal plant