13Difluorobenzene is a fluorinated aromatic compound with two fluorine atoms positioned at the 1 and 3 positions of a benzene ring meaning it is a metasubstituted benzene derivative This compound is useful in a variety of chemical and pharmaceutical applications particularly in the synthesis of other fluorinated compounds
Chemical Details
IUPAC Name 13Difluorobenzene
Molecular Formula C6H4F2
Molecular Weight 11410 gmol
Structure
Benzene ring C6H5 with two fluorine atoms attached at positions 1 and 3 relative to each other
Physical Properties
Appearance Colorless liquid at room temperature
Boiling Point 115117C
Melting Point 22C
Density 123 gcm at 25C
Solubility Slightly soluble in water but soluble in organic solvents like ethanol acetone and ether
Applications
1 Pharmaceuticals and Agrochemicals
Fluorinated aromatic compounds like 13difluorobenzene are valuable intermediates in the synthesis of more complex molecules with biological activity
Used in the development of fluorinecontaining drugs or agrochemicals where the introduction of fluorine enhances metabolic stability and lipophilicity
2 Chemical Synthesis
Precursors to Fluorinated Aromatics 13difluorobenzene is commonly used in the preparation of other fluorinated aromatic compounds such as fluorophenols fluorobenzyl alcohols and fluorinated polymers
Electrophilic Substitution Reactions It is useful in electrophilic aromatic substitution reactions where the fluorine atoms influence the reactivity of the benzene ring
3 Materials Science
Used as a building block in the synthesis of highperformance materials like fluorinated polymers or liquid crystals with tailored properties for electronic applications
Chemical Reactivity
1 Electrophilic Substitution
The fluorine atoms are electronwithdrawing and deactivating towards electrophilic substitution at the ortho and para positions relative to the fluorines However they activate substitution at the meta position making 13difluorobenzene useful for specific reactions
2 Reactivity with Nucleophiles
13Difluorobenzene may react with nucleophilic reagents like Grignard reagents organolithium compounds or other nucleophiles to form various substituted benzene derivatives
3 Reduction Reactions
Can undergo reduction to form hydroxybenzene derivatives or other reduced aromatic products depending on the reaction conditions
Synthesis
Fluorination of Benzene
13Difluorobenzene can be synthesized by selective fluorination of benzene using fluorinating agents like fluorine gas F2 or potassium bifluoride KHF2 in the presence of a catalyst or heat Specific reagents and conditions allow for selective substitution at the 13 positions on the benzene ring
Safety and Handling
Toxicity
Can be irritating to the eyes skin and respiratory system
Prolonged exposure may have harmful effects Always handle with care in a wellventilated environment
Precautions
Use gloves safety glasses and work in a fume hood to avoid inhaling vapors or coming into contact with the compound
Storage
Store in tightly sealed containers in a cool dry place away from sources of heat and strong oxidizing agents
Would you like additional details on its synthesis derivatives or specific applications in more depth