103799

Pentafluorophenol

≥99%, for peptide synthesis, ReagentPlus^®

• Synonym(s): 2,3,4,5,6-Pentafluorophenol
• Linear Formula: C₆F₅OH
• CAS Number: 771-61-9
• Molecular Weight: 184.06
• Beilstein: 1912584
• EC Number: 212-235-8
• MDL number: MFCD00002156
• UNSPSC Code: 12352104
• PubChem Substance ID: 24846624
• NACRES: NA.22

Properties

• product name: Pentafluorophenol, ReagentPlus^®, ≥99%
• product line: ReagentPlus^®
• Assay: ≥99%
• form: solid
• bp: 143 °C (lit.)
• mp: 34-36 °C (lit.)
• application(s): peptide synthesis
• SMILES string: Oc1c(F)c(F)c(F)c(F)c1F
• InChI: 1S/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
• InChI key: XBNGYFFABRKICK-UHFFFAOYSA-N

Description

General description

Pentafluorophenol is widely used as a precursor in both solution and solid-phase peptide synthesis. It is also involved in the preparation of aromatic fluoro derivatives.

Application

Pentafluorophenol can be used as a reactant to synthesize pentafluorophenyl esters from:

• N-protected amino acid in the presence of dicyclohexylcarbodiimide and ethyl acetate.
• t-Butoxycarbonyl-L-alanylglycinein the presence of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride.
• Aliphatic dicarboxylic acids in the presence of pyridine, diisopropylcarbodiimide, and acetonitrile.

It can also be used as a reactant to synthesize pentafluorophenyl formate which can be used as a formylating agent in organic synthesis.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H312
• Precautionary Statements: P264 - P280 - P301 + P312 - P302 + P352 + P312 - P362 + P364 - P501
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): 161.6 °F - closed cup
• Flash Point(C): 72 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves