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Pentafluorophenol

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Pentafluorophenol Basic information
Pentafluorophenol Chemical Properties
  • Melting point:34-36 °C(lit.)
  • Boiling point:143 °C(lit.)
  • Density 1.757
  • refractive index 1.4270
  • Flash point:162 °F
  • storage temp. Store in dark!
  • form Low Melting Crystalline Solid
  • Specific Gravity1.757
  • color White to almost white
  • Water Solubility soluble
  • BRN 1912584
  • Stability:Stable. Incompatible with strong oxidizing agents, bases, acid chlorides, acid anhydrides.
  • InChIKeyXBNGYFFABRKICK-UHFFFAOYSA-N
  • CAS DataBase Reference771-61-9(CAS DataBase Reference)
  • NIST Chemistry ReferencePhenol, pentafluoro-(771-61-9)
  • EPA Substance Registry SystemPhenol, pentafluoro-(771-61-9)
Safety Information
MSDS
Pentafluorophenol Usage And Synthesis
  • DescriptionPentafluorophenol can be used for the preparation of penta-fluorophenyl esters for peptide synthesis. It is used in the preparation of pentafluorophenyl esters for peptide synthesis and vulcanized polymers. It is also used for peptide coupling and heterocyclic acid derivatives. It is involved in the preparation of pentafluorophenyl formate which acts as a formulating agent for amines and amino acids. It can be used for synthesizing novel reagents which can achieve highly diastereoselective acetal cleavage.
  • Reference3. Ishihara, Kazuaki, N. Hanaki, and H. Yamamoto. "Highly diastereoselective acetal cleavages using novel reagents prepared from organoaluminum and pentafluorophenol" Cheminform 25.9(2010):no-no.
  • Chemical PropertiesWhite solid
  • UsesUsed for the preparation of pentafluorophenyl esters for peptide synthesis
  • Purification MethodsIt is a hygroscopic low melting solid not freely soluble in H2O. Purify it by distillation, preferably in a vacuum [Forbes et al. J Chem Soc 2019 1959, IR and pKa: Birchall & Haszeldine J Chem Soc 13 1959]. IRofafilmhas max 3600 (OH) and 1575 (fluoroaromatic breathing) cm-1 . The benzoyl derivative has m 74-75o, 3,4-dinitrobenzoyl derivative has m 107o, the tosylate has m 64-65o (from EtOH) and the K salt crystallises from Me2CO, m 242o(dec), with 1H2O-salt the m is 248o(dec) and the 2H2O-salt has m 245o(dec). [Beilstein 6 IV 782.]
Pentafluorophenol(771-61-9)Related Product Information
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