CAS Number: 321-38-0
Chemical Name: 1-Fluoronaphthalene
IUPAC Name: 1-Fluoronaphthalene
Synonyms:
α-Fluoronaphthalene;
1-Naphthyl fluoride;
Fluoronaphthalene (1-isomer)
Molecular Formula: C₁₀H₇F
Molecular Weight: ~146.16 g/mol
Appearance: Colorless to pale yellow liquid
Physical State: Liquid
Melting Point: Approximately −15 °C
Boiling Point: Approximately 218–220 °C
Density: ~1.16 g/cm³ at 25 °C
Solubility:
Insoluble in water; soluble in organic solvents such as ethanol, ether, benzene, toluene, and chloroform
Stability:
Stable under normal laboratory conditions; combustible liquid; incompatible with strong oxidizing agents
Aryl fluoride (C–F bond)
Fused aromatic ring system (naphthalene structure)
Fluorinated aromatic hydrocarbon / Haloarene
SMILES (representative):
FC1=CC=CC2=CC=CC=C12
InChI Key (representative):
(Varies by database; available from chemical registries)
321-38-0 is widely used as a fluorinated building block in organic synthesis. The presence of a carbon–fluorine bond in an aromatic system enhances chemical stability, lipophilicity, and electronic properties, making it valuable for:
Electrophilic substitution reactions
Cross-coupling reactions
Directed ortho-functionalization
Advanced aromatic derivatization
Fluorinated aromatics are essential intermediates in the synthesis of high-performance materials and specialty chemicals.
1-Fluoronaphthalene serves as a precursor in:
Synthesis of fluorinated pharmaceutical intermediates
Development of biologically active aromatic compounds
Agrochemical formulation research
Medicinal chemistry programs
The fluorine atom often improves metabolic stability and bioavailability in drug design.
Commonly employed in:
Organic electronic material research
Liquid crystal and dye intermediates
Specialty polymer additives
Surface chemistry applications
Fluorinated aromatic compounds are valued for their thermal stability and hydrophobic characteristics.
Used in:
Academic organic chemistry research
Mechanistic studies involving aromatic substitution
Fluorine chemistry investigations
Structure–activity relationship (SAR) studies
Development of novel fluorinated molecules
The unique electronic effects of the fluorine atom make it a model compound for studying substituent effects in aromatic systems.
Flammable liquid
Harmful if swallowed
Causes skin and eye irritation
Harmful to aquatic life with long lasting effects
H226: Flammable liquid and vapor
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H411: Toxic to aquatic life with long lasting effects
P210: Keep away from heat, sparks, open flames
P273: Avoid release to the environment
P280: Wear protective gloves and eye protection
P305 + P351 + P338: IF IN EYES, rinse cautiously with water
P370 + P378: In case of fire, use appropriate extinguishing media
Handle in a well-ventilated area using appropriate personal protective equipment (PPE).
Typical Purity: 97–99% (Research and Industrial Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, well-ventilated area
Protect from heat and ignition sources
Keep away from strong oxidizing agents
Commercial Use:
Available from specialty chemical manufacturers for research, pharmaceutical intermediate production, and industrial synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.
321-38-0 (1-FLUORONAPHTHALENE) is an important fluorinated aromatic compound widely utilized as a synthetic intermediate in pharmaceutical, agrochemical, and materials chemistry applications. Its stable carbon–fluorine bond and fused aromatic structure provide enhanced electronic properties and thermal stability, making it a valuable building block for advanced organic synthesis and industrial research.
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