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Phenylmethanesulfonyl fluoride

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Identification
Molecular formula
C7H7FO2S
CAS number
329-98-6
IUPAC name
phenylmethanesulfonyl fluoride
State
State

At room temperature, phenylmethanesulfonyl fluoride is typically found as a solid. It requires careful handling to maintain its stability and prevent exposure to moisture, which can result in it transitioning from solid to liquid if not managed properly.

Melting point (Celsius)
36.00
Melting point (Kelvin)
309.15
Boiling point (Celsius)
156.00
Boiling point (Kelvin)
429.15
General information
Molecular weight
174.19g/mol
Molar mass
174.1900g/mol
Density
1.3277g/cm3
Appearence

Phenylmethanesulfonyl fluoride usually appears as a white to off-white solid or crystalline powder. It is often odorless, though some may detect a faint characteristic odor. This compound should be handled carefully to avoid sublimation or unwanted chemical reactions.

Comment on solubility

Solubility of Phenylmethanesulfonyl Fluoride (C7H7FO2S)

Phenylmethanesulfonyl fluoride, commonly known for its utility in biochemical applications, exhibits interesting solubility characteristics that can significantly influence its use in laboratory settings. Here are some key points regarding its solubility:

  • In Water: This compound has limited solubility in water, which can be attributed to its hydrophobic phenyl group and the presence of the sulfonyl fluoride functional group that can form hydrogen bonds but still has a strong preference for organic solvents.
  • In Organic Solvents: It tends to demonstrate good solubility in several organic solvents, including acetone, dimethyl sulfoxide (DMSO), and ethyl acetate. This is crucial for experiments that require dissolving the compound before use.
  • pH Dependence: The solubility may be affected by the pH of the solvent, particularly in reactions where hydrolysis could occur, potentially leading to different solubility behaviors in acidic versus basic conditions.

To sum up, while phenylmethanesulfonyl fluoride is not very soluble in water, its favorable solubility in organic solvents makes it a practical choice for various chemical reactions. The decision to use this compound should consider both its solubility profile and the nature of the solvents available.

Interesting facts

Interesting Facts about Phenylmethanesulfonyl Fluoride

Phe-nyl-methane-sulfonyl fluoride is a unique and versatile compound that plays a significant role in the field of chemistry, particularly in the study of biochemical reactions and protein analysis.

Key Characteristics

  • Protease Inhibitor: This compound is primarily known as a serine protease inhibitor, which allows it to interfere with various enzymatic reactions. This quality makes it invaluable for researchers studying enzyme mechanisms and the role of proteases in cellular processes.
  • Versatile Applications: Due to its protein-inhibiting properties, phenylmethanesulfonyl fluoride is widely used in laboratories for protein purification, studying protein interactions, and developing drugs targeting proteases.
  • Biotechnology Importance: In biotechnology, it serves as a useful tool in the development of pharmaceuticals, especially in the context of designing drugs that target specific protease enzymes, which can be crucial in treating diseases.

Cautions and Considerations

Despite its useful properties, phenylmethanesulfonyl fluoride should be handled with care. It is vital to follow safety protocols when working with this compound in the lab, due to its potential toxicity and reactivity.

In Conclusion

Phenylmethanesulfonyl fluoride stands out as an essential reagent in biochemical research. Its ability to inhibit serine proteases not only enhances our understanding of enzyme function but also advances the development of therapeutics aimed at combating various diseases. As a valuable asset in both academic and applied science, it continues to be a focus of ongoing research in fields ranging from biochemistry to drug design.

Synonyms
Phenylmethylsulfonyl fluoride
PMSF
329-98-6
phenylmethanesulfonyl fluoride
Benzylsulfonyl fluoride
Benzenemethanesulfonyl fluoride
alpha-TOLUENESULFONYL FLUORIDE
Phenylmethylsulfonylfluoride
Benzylsulphonyl fluoride
alpha-Toluenesulphonyl fluoride
NSC 88499
.alpha.-Toluenesulfonyl fluoride
EINECS 206-350-2
MFCD00007424
PHENYLMETHANESULPHONYL FLUORIDE
BRN 2088311
CHEBI:8102
NSC-88499
57KD15003I
CHEMBL190503
DTXSID6059819
3-11-00-00331 (Beilstein Handbook Reference)
Phenylmethylsulphonyl fluoride
Fluoride, Phenylmethylsulfonyl
Fluoride, Phenylmethanesulfonyl
Fluoride, Benzenemethanesulfonyl
UNII-57KD15003I
PHENYLMETHYLSULFONYL-FLUORIDE
a-Toluenesulfonyl Fluoride; Benzylsulfonyl Fluoride; NSC 88499; PMSF; Phenylmethanesulfonyl Fluoride
A-Toluenesulfonyl fluoride
WLN: WSF1R
bmse000752
PMSF [MI]
phenylmethanesulfonylfluoride
alphaToluenesulfonyl fluoride
NCIOpen2_001527
alphaToluenesulphonyl fluoride
Phenylmethanesulfonyl fluroide
SCHEMBL24938
phenyl methane sulfonylfluoride
phenylmethane-sulphonyl fluoride
DTXCID2038605
HMS3656J16
HMS3885O03
HY-B0496
NSC88499
PMSF, Phenylmethylsulfonyl fluoride
BDBM50171289
HSCI1_000354
PMSF (Phenylmethylsulfonyl Fluoride)
s3025
AKOS001270830
CCG-207862
CCG-208035
FP12257
.ALPHA.-TOLUENESULPHONYL FLUORIDE
NCGC00346705-01
NCI60_041962
PS-10935
SY038235
DB-048310
B1062
B3473
NS00022060
SW219534-1
EN300-24380
C06747
Phenylmethanesulfonyl fluoride, >=98.5% (GC)
Phenylmethanesulfonyl fluoride, >=99.0% (T)
AB01566861_01
Q411575
BRD-K33422401-001-01-5
BRD-K33422401-001-05-6
BRD-K33422401-001-06-4
Z190630174
?-Toluenesulfonyl fluoride;PMSF;Phenylmethanesulfonyl fluoride