CAS Number: 58861-48-6
Chemical Name: 2-(4-Fluorophenyl)thiophene
IUPAC Name: 2-(4-Fluorophenyl)thiophene
Synonyms:
4-Fluorophenylthiophene (2-isomer);
2-(4-Fluorobenzene)thiophene;
4-Fluorophenyl-substituted thiophene
Molecular Formula: C₁₀H₇FS
Molecular Weight: ~178.23 g/mol
Appearance: Colorless to pale yellow crystalline solid
Physical State: Solid
Melting Point: Typically 45–60 °C (may vary depending on purity)
Boiling Point: Approximately 240–260 °C
Solubility:
Soluble in common organic solvents such as dichloromethane, chloroform, toluene, ethyl acetate, and THF; insoluble in water
Stability:
Stable under normal laboratory conditions; incompatible with strong oxidizing agents
Functional Groups:
Fluorinated aromatic ring (–C₆H₄F)
Thiophene heterocycle
Carbon–fluorine bond (C–F)
Conjugated aromatic system
Chemical Class:
Fluorinated heteroaromatic compound / Aryl-substituted thiophene
SMILES (representative):
Fc1ccc(cc1)c2cccs2
InChI Key (representative):
(Varies by database; available from chemical registries)
Synthetic Intermediate
58861-48-6 is widely used as a conjugated building block in organic synthesis. The combination of thiophene and fluorophenyl groups provides:
Enhanced electronic modulation
Strong π-conjugation
Improved chemical stability
Tunable reactivity in cross-coupling reactions
Pharmaceutical Research
Used in:
Development of heterocyclic drug candidates
Fluorinated compound synthesis
Structure–activity relationship (SAR) studies
CNS and anti-inflammatory research
Fluorinated heterocycles are frequently incorporated into drug design to improve metabolic stability and bioavailability.
Materials Science
Common applications include:
Organic semiconductor research
OLED and photovoltaic material synthesis
Conductive polymer development
π-Conjugated molecular systems
Thiophene derivatives are key components in advanced electronic materials.
Typical GHS Hazards (for similar compounds):
Harmful if swallowed
Causes skin and eye irritation
May cause respiratory irritation
Precautions:
Avoid breathing dust or vapors
Wear protective gloves and eye protection
Use in a well-ventilated area
Store away from oxidizing agents
Typical Purity: 97–99% (Research Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry place
Protect from light and moisture
Commercial Use:
Supplied by specialty chemical manufacturers for research, pharmaceutical intermediate production, and materials science applications.
Not intended for direct pharmaceutical or food use without regulatory compliance.
58861-48-6 (2-(4-Fluorophenyl)thiophene) is a fluorinated heteroaromatic compound widely utilized in medicinal chemistry, organic synthesis, and advanced material research. Its conjugated thiophene structure and electron-modifying fluorophenyl group make it a versatile and valuable building block in modern chemical and electronic applications.
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