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Pentafluorobenzenethiol

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Identification
Molecular formula
C6HF5SH
CAS number
827-88-3
IUPAC name
2,3,4,5,6-pentafluorobenzenethiol
State
State
Pentafluorobenzenethiol is typically a liquid at room temperature, though it can be solid if the temperature falls below its melting point. It has a characteristic pungency associated with thiols, making it noticeable even in small amounts.
Melting point (Celsius)
9.00
Melting point (Kelvin)
282.15
Boiling point (Celsius)
149.00
Boiling point (Kelvin)
422.15
General information
Molecular weight
200.12g/mol
Molar mass
200.1240g/mol
Density
1.6030g/cm3
Appearence

Pentafluorobenzenethiol is a colorless to slightly yellow liquid with a strong and unpleasant odor. It exhibits a refractive index that is characteristic of thiol compounds, giving it a specific optical property when light passes through it.

Comment on solubility

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

2,3,4,5,6-pentafluorobenzenethiol, with its unique structure featuring five fluorine atoms, exhibits some intriguing solubility characteristics. Its high fluorine content significantly influences its interaction with various solvents.

Solubility Characteristics:

  • Polar Solvents: 2,3,4,5,6-pentafluorobenzenethiol tends to show limited solubility in polar solvents like water due to its hydrophobic fluorocarbon chains.
  • Non-Polar Solvents: It is generally more soluble in non-polar organic solvents such as hexane or chloroform. This is attributed to the compatibility of non-polar environments with its fluorinated structure.
  • Temperature Effects: The solubility can also be temperature-dependent, where increased temperatures may enhance solubility in organic solvents.

The presence of fluorine can create unique interactions within the solvent system, sometimes leading to unusual solubility behavior. As stated, "like dissolves like," and thus the solubility profile reflects the compound's polarity and overall molecular structure.

In summary, while 2,3,4,5,6-pentafluorobenzenethiol is expected to be poorly soluble in polar solvents, its solubility improves significantly in non-polar environments, making it critically valuable for specialized applications in organic chemistry.

Interesting facts

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

2,3,4,5,6-Pentafluorobenzenethiol is a unique compound that has captured the interest of chemists due to its remarkable properties and applications. Here are some fascinating insights about this intriguing molecule:

  • Fluorinated Aromatics: This compound is notable for its remarkable incorporation of fluorine atoms, which significantly influences its chemical behavior. The presence of five fluorine substituents results in increased electronegativity, making this compound an excellent candidate for various chemical reactions.
  • Versatile Reactivity: The thiol (-SH) functional group present in the compound bestows it with unique reactivity, allowing for the synthesis of various derivatives. This can be particularly beneficial in synthetic organic chemistry where functionalization is key.
  • Biochemical Applications: Thiols are often important in biochemistry. 2,3,4,5,6-Pentafluorobenzenethiol could potentially be explored for developing novel bioconjugates or sensors due to its reactivity with biological molecules.
  • Environmental Studies: Compounds containing fluorine have gained attention in environmental chemistry as their persistence and stability can lead to significant ecological impacts. Understanding their behavior, including the thiol group's interactions, is crucial for assessing their environmental footprint.
  • Enhanced Properties: The fluorination of aromatic compounds generally enhances properties such as thermal stability and lipophilicity, making 2,3,4,5,6-pentafluorobenzenethiol a compelling subject for materials science research.

Overall, 2,3,4,5,6-pentafluorobenzenethiol exemplifies how subtle changes in molecular structure can lead to profound differences in behavior and application. Its unique attributes continue to inspire ongoing research across various fields of chemistry!

Synonyms
Pentafluorothiophenol
Pentafluorobenzenethiol
BENZENETHIOL, PENTAFLUORO-
2,3,4,5,6-Pentafluorobenzenethiol
Pentafluorobenzenethiol-
2,3,4,5,6-Pentafluorothiophenol
PENTAFLUOROPHENYL MERCAPTAN
CM7UNQ95TJ
perfluorothiophenol
EINECS 212-236-3
NSC 88286
BRN 1876292
UNII-CM7UNQ95TJ
NSC-88286
Benzenethiol, 2,3,4,5,6-pentafluoro-
(PENTAFLUOROPHENYL)THIOL
DTXSID10227887
2,3,4,5,6-Pentafluorothiphenol
MERCAPTO(PENTAFLUORO)BENZENE
DTXCID60150378
212-236-3
uvamfbjpmumurt-uhfffaoysa-n
771-62-0
NSC88286
MFCD00004828
PFBT
pentafluorobenzene-1-thiol
NCIOpen2_001523
SCHEMBL48428
WLN: SHR BF CF DF EF FF
BBL104032
STL557846
AKOS000121543
FP62976
FS-4462
2,3,4,5,6-Pentafluorobenzenethiol #
2,3,4,5,6-Pentafluorophenyl hydrosulfide
2,3,4,5,6-Pentafluorothiophenol, 97%
DB-056182
CS-0031672
NS00041772
P0861
EN300-21203
D92030