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Pentafluorophenol

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Identification
Molecular formula
C6HF5O
CAS number
771-61-9
IUPAC name
2,3,4,5,6-pentafluorophenol
State
State

At room temperature, pentafluorophenol is typically a solid. Its crystalline form makes it stable under standard conditions, but it should be handled with care as it can sublimate or release fumes upon heating.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.15
General information
Molecular weight
184.05g/mol
Molar mass
184.0540g/mol
Density
1.6869g/cm3
Appearence

Pentafluorophenol is a colorless crystalline solid with a distinctive phenolic odor. It is visibly similar to other phenol compounds but often distinguished by its halogenated nature, which can sometimes impart a slightly different sheen or texture to the crystals.

Comment on solubility

Solubility of 2,3,4,5,6-pentafluorophenol

2,3,4,5,6-pentafluorophenol, with its highly fluorinated aromatic structure, exhibits some intriguing solubility characteristics:

  • Polar Nature: The presence of multiple fluorine atoms enhances its polarity, which can lead to improved solubility in polar solvents.
  • Solvent Compatibility: It tends to dissolve well in organic solvents such as dimethyl sulfoxide (DMSO), but may have limited solubility in water due to its hydrophobic fluorinated segments.
  • Hydrogen Bonding: The hydroxyl group (-OH) can participate in hydrogen bonding, which may facilitate solubility in certain conditions.
  • Temperature Variation: Its solubility can be affected by temperature, as increasing the temperature often increases solubility in many solvents.

In summary, while 2,3,4,5,6-pentafluorophenol shows potential for solubility in selected polar organic solvents, its overall solubility behavior can be quite specific and must be determined experimentally for various conditions. Thus, a careful approach is recommended when exploring its solubility in different formulations.

Interesting facts

Interesting Facts about 2,3,4,5,6-Pentafluorophenol

2,3,4,5,6-Pentafluorophenol is a fascinating compound that serves as an excellent example of how fluorination can drastically alter the properties of organic molecules. Here are some intriguing aspects of this compound:

  • Fluorinated Aromatics: The presence of five fluorine atoms on the aromatic ring significantly enhances its acidity compared to its non-fluorinated counterparts. This increased acidity can make it a valuable reactant in various chemical processes.
  • Application in Synthesis: This compound is often used in organic synthesis, particularly in creating fluorinated derivatives of pharmaceuticals and agrochemicals. Its unique reactivity can facilitate the introduction of fluorine atoms into other compounds, which can enhance their biological activity.
  • Hydrogen Bonding: The fluorine substituents can engage in strong hydrogen bonding. This property is pivotal in understanding how 2,3,4,5,6-pentafluorophenol interacts with solvents and other molecules, influencing solubility and reactivity in various environments.
  • Environmental Impact: Research into the environmental effects of fluorinated compounds is critical, given the persistence and potential bioaccumulation associated with many fluorinated substances. Understanding the behavior of 2,3,4,5,6-pentafluorophenol in environmental systems is crucial for assessing its ecological footprint.
  • Structure-Activity Relationships: In medicinal chemistry, the study of this compound contributes to the broader understanding of structure-activity relationships (SAR). By modifying chemical structures and observing the corresponding biological effects, chemists can design more effective drugs with suitable properties.

As research continues, 2,3,4,5,6-pentafluorophenol not only showcases the versatility of halogenated compounds but also paves the way for innovation in both academia and industry. As emphasized by many in the field, "The journey of discovery in chemistry often leads to surprising applications!"

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
SCHEMBL34203
XBNGYFFABRKICK-UHFFFAOYSA-
2,3,4,5,6-pentafluoro-phenol
BCP18149
HY-I0865
NSC21627
BBL027372
STL371305
Pentafluorophenol, analytical standard
AKOS005063543
CS-W008591
FP01489
PB47332
AS-13520
BP-20438
SY012977
DB-001412
Pentafluorophenol, ReagentPlus(R), >=99%
NS00042139
P0919
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