Description

Pentafluorophenol (CAS No. 771-61-9) is a highly fluorinated aromatic compound with the molecular formula C₆HF₅O. This specialty chemical, also known by its IUPAC name 2,3,4,5,6-pentafluorophenol, is characterized by its five fluorine atoms attached to a phenol ring, enhancing its reactivity and utility in organic synthesis. Pentafluorophenol is a white to off-white crystalline solid with a melting point of approximately 36-38°C and a boiling point of 143-145°C. It is soluble in organic solvents such as methanol, ethanol, and dichloromethane, but exhibits limited solubility in water. This compound is widely used as a derivatization agent, catalyst, and intermediate in pharmaceuticals, agrochemicals, and materials science. Its electron-withdrawing fluorine atoms make it an excellent leaving group in nucleophilic substitution reactions. Pentafluorophenol is supplied with high purity (>98%) and is packaged under inert conditions to ensure stability and longevity. Suitable for research and industrial applications, it is handled with care due to its potential irritant properties.

Properties

• CAS Number: 771-61-9
• Complexity: 150
• IUPAC Name: 2,3,4,5,6-pentafluorophenol
• InChI: InChI=1S/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
• InChI Key: XBNGYFFABRKICK-UHFFFAOYSA-N
• Exact Mass: 183.99475546
• Molecular Formula: C6HF5O
• Molecular Weight: 184.06
• SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)O
• Topological: 20.2
• Monoisotopic Mass: 183.99475546
• Physical Description: White crystalline solid with an odor of phenol; mp = 32-36 deg C;
• Synonyms: PENTAFLUOROPHENOL, 771-61-9, 2,3,4,5,6-Pentafluorophenol, Phenol, pentafluoro-, Perfluorophenol, pentafluorohydroxybenzene, A2YCF0YUHA, EINECS 212-235-8, NSC 21627, hydroxypentafluorobenzene, NSC-21627, PENTAFLUOROPHENOL [MI], DTXSID9061120, Phenol, 2,3,4,5,6-pentafluoro-, Phenol, pentafluoro, DTXCID1047946, Phenol, 2,3,4,5,6pentafluoro, 212-235-8, MFCD00002156, C6F5OH, 2,3,4,5,6-pentakis(fluoranyl)phenol, C6HF5O, UNII-A2YCF0YUHA, 2,3,4,5,6-pentafluorohydroxybenzene, pentafluoro phenol, pentafluoro-phenol, SCHEMBL34202, SCHEMBL34203, XBNGYFFABRKICK-UHFFFAOYSA-, 2,3,4,5,6-pentafluoro-phenol, BCP18149, HY-I0865, NSC21627, BBL027372, SBB059258, STL371305, Pentafluorophenol, analytical standard, AKOS005063543, CS-W008591, FP01489, PB47332, AS-13520, BP-20438, SY012977, DB-001412, Pentafluorophenol, ReagentPlus(R), >=99%, NS00042139, P0919, ST51037877, P10006, A838985, Pentafluorophenol, Vetec(TM) reagent grade, 98%, Q27273543, F0001-1984, Z275118756, InChI=1/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H, QFZ

Application

Pentafluorophenol is extensively employed as a versatile reagent in organic synthesis, particularly as a leaving group in peptide coupling reactions and esterifications. It serves as a key intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials due to its high reactivity and stability. In analytical chemistry, it is used as a derivatization agent for gas chromatography and mass spectrometry to enhance detection sensitivity. Additionally, Pentafluorophenol finds applications in polymer chemistry as a monomer or cross-linking agent for fluorinated polymers. Its unique electronic properties also make it valuable in catalysis and ligand design for transition metal complexes.

Safety and Hazards

GHS Hazard Statements

• H302 (24.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (24.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (13.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H315 (69%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (70.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (70.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (24.1%)
• Acute Tox. 4 (24.1%)
• Skin Corr. 1B (13.8%)
• Skin Irrit. 2 (69%)
• Eye Irrit. 2 (70.7%)
• STOT SE 3 (70.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.