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Chloropyridine

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Identification
Molecular formula
C5H4ClN
CAS number
109-09-1; 583-58-4; 626-61-9
IUPAC name
2-chloropyridine;3-chloropyridine;4-chloropyridine
State
State
Liquid at room temperature. They are typically used as intermediates in the synthesis of pharmaceuticals and agrochemicals.
Melting point (Celsius)
-43.40
Melting point (Kelvin)
229.75
Boiling point (Celsius)
169.80
Boiling point (Kelvin)
442.95
General information
Molecular weight
113.55g/mol
Molar mass
113.5570g/mol
Density
1.1610g/cm3
Appearence

Chloropyridines are colorless to pale yellow liquids. They are chlorinated derivatives of pyridine and have a characteristically sweet and pungent odor similar to pyridine itself.

Comment on solubility

Solubility of Chloropyridines

The chloropyridines—specifically 2-chloropyridine, 3-chloropyridine, and 4-chloropyridine—exhibit interesting solubility characteristics in various solvents.

General Solubility Behavior

These compounds are known to have:

  • Moderate solubility in polar organic solvents such as methanol and ethanol.
  • Good solubility in non-polar solvents like hexane, thanks to their aromatic nature.

Factors Influencing Solubility

The solubility of chloropyridines can be influenced by several factors:

  • Substituent position: The position of the chlorine atom (ortho, meta, para) can affect solubility nuances due to steric and electronic effects.
  • Temperature: Generally, an increase in temperature can enhance solubility in most solvents.
  • pH of the solvent: Changes in pH can impact the ionization state and solubility of the compound.

Summary

In conclusion, while 2-chloropyridine, 3-chloropyridine, and 4-chloropyridine have notable differences in their interactions with solvents, they all display a pattern of moderate to good solubility in various environments, making them versatile for use in chemical reactions and processes.

Interesting facts

Interesting Facts about Chloropyridines

Chloropyridines are a group of chemical compounds that play essential roles in various industrial and research applications. These compounds are derived from pyridine, a six-membered aromatic ring containing nitrogen. Specifically, chloropyridines come in three structural isomers: 2-chloropyridine, 3-chloropyridine, and 4-chloropyridine.

Key Characteristics

  • Important Intermediates: Chloropyridines are often utilized as intermediates in the synthesis of pharmaceuticals, agrochemicals, and dyes.
  • Potential Applications: These compounds have shown antimicrobial properties and can be used in the development of new antibiotics.
  • Structural Diversity: The position of the chlorine atom on the pyridine ring dramatically influences the properties and reactivity of each isomer, making them important in personalized chemical synthesis.

Reactivity and Synthesis

Chloropyridines are versatile in reactions such as nucleophilic substitution and coupling reactions. For instance:

  • 2-chloropyridine: Known for its reactivity in cross-coupling reactions, it serves as a precursor to various biochemicals.
  • 3-chloropyridine: Often used in the synthesis of agrochemicals due to its specific electronic properties.
  • 4-chloropyridine: Displays unique characteristics that make it useful in the creation of pharmaceuticals targeting diseases.

Environmental and Safety Considerations

While chloropyridines are invaluable in many fields, it is important to consider their environmental impact. Adequate precautions must be taken when handling these compounds to avoid potential hazards. Always follow proper safety protocols to ensure the safe use and disposal of chlorinated compounds.

In summary, chloropyridines are not just simple derivatives of pyridine; they offer a wealth of opportunities for innovation in science and industry. Their varied applications, reactivity, and importance in drug development make them a fascinating area of study for chemists and researchers alike!

Synonyms
CHLOROPYRIDINE
DTXSID30183416
chloropyridines
RefChem:125503
CHEBI:39173
DTXCID40105907
29154-12-9
SCHEMBL30315742
FNRMMDCDHWCQTH-UHFFFAOYSA-N