2557-78-0 (2-Fluorothiophenol) is an important fluorinated aromatic sulfur compound widely used as a chemical intermediate in pharmaceutical, agrochemical, and specialty chemical synthesis. With the growing demand for fluorinated building blocks in advanced organic chemistry, 2-Fluorothiophenol has gained significant attention in research and industrial manufacturing.
This article provides a complete chemical profile of 2557-78-0 (2-Fluorothiophenol), including its structure, physical and chemical properties, synthesis routes, safety considerations, and major industrial applications.
Chemical Name: 2-Fluorothiophenol
CAS Number: 2557-78-0
Molecular Formula: C₆H₅FS
Molecular Weight: 128.17 g/mol
Chemical Structure: Aromatic benzene ring substituted with a fluorine atom at the ortho position and a thiol (-SH) functional group.
2-Fluorothiophenol belongs to the class of fluorinated thiophenols. The presence of both a fluorine atom and a thiol group (-SH) on the aromatic ring significantly influences its reactivity, making it a valuable intermediate in organic synthesis.
The fluorine atom enhances chemical stability and modifies electronic properties, while the thiol group provides high nucleophilicity and strong binding affinity toward metals and electrophilic compounds.
Property |
Description |
|---|---|
Appearance |
Colorless to pale yellow liquid |
Odor |
Characteristic thiol odor |
Boiling Point |
Moderate range (varies with purity) |
Solubility |
Slightly soluble in water; soluble in organic solvents |
Functional Groups |
Aromatic fluorine, thiol (-SH) |
2-Fluorothiophenol demonstrates:
Nucleophilic substitution reactions
Oxidation to disulfides
Metal coordination behavior
Participation in cross-coupling reactions
The electron-withdrawing fluorine atom impacts the acidity of the thiol group and influences substitution patterns in further synthetic modifications.
2-Fluorothiophenol is typically synthesized through:
Halogen exchange reactions
Nucleophilic aromatic substitution
Reduction of corresponding disulfide derivatives
Thiolation of fluorinated aromatic precursors
Industrial production focuses on achieving high purity, controlled reaction conditions, and minimal sulfur-containing by-products.
2-Fluorothiophenol plays a crucial role in synthesizing:
Fluorinated drug candidates
Active pharmaceutical intermediates (APIs)
Sulfur-containing heterocyclic compounds
Fluorine incorporation in pharmaceuticals improves metabolic stability, bioavailability, and receptor binding affinity.
The compound serves as an intermediate in the development of:
Herbicides
Fungicides
Crop protection agents
Fluorinated thiol compounds enhance biological activity and environmental persistence control.
In specialty chemical industries, 2-Fluorothiophenol is used for:
Custom synthesis
Ligand development
Organosulfur compound manufacturing
Fine chemical research
Due to its thiol functionality, 2-Fluorothiophenol is utilized in:
Surface modification chemistry
Metal-binding studies
Nanotechnology research
Thiol groups are widely known for their strong affinity to metals such as gold and silver, making them useful in advanced material applications.
As with most thiol-containing compounds, 2-Fluorothiophenol requires careful handling:
Use in well-ventilated areas
Avoid inhalation and skin contact
Store in tightly sealed containers
Keep away from oxidizing agents
Proper personal protective equipment (PPE) including gloves, goggles, and lab coats is recommended during handling.
Store in a cool, dry place
Protect from light and air exposure
Maintain controlled temperature conditions
Keep container tightly closed to prevent oxidation
The demand for fluorinated building blocks continues to grow in:
Medicinal chemistry
Advanced materials research
Agrochemical innovation
As fluorine chemistry expands globally, compounds like 2557-78-0 (2-Fluorothiophenol) remain essential in developing next-generation chemical products.
2557-78-0 (2-Fluorothiophenol) is a versatile and valuable fluorinated thiol compound widely used in pharmaceutical, agrochemical, and specialty chemical industries. Its unique combination of a fluorine substituent and thiol functionality provides enhanced reactivity and application potential across multiple sectors.
With increasing research in fluorinated organic compounds, 2-Fluorothiophenol continues to be an important intermediate for advanced chemical synthesis and industrial innovation.
