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3-Chlorobenzonitrile

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Identification
Molecular formula
C7H4ClN
CAS number
766-84-7
IUPAC name
3-chlorobenzonitrile
State
State
3-Chlorobenzonitrile is typically found in a solid state at room temperature. It exists as a crystalline solid which is characteristic of aromatic nitrile compounds.
Melting point (Celsius)
50.50
Melting point (Kelvin)
323.65
Boiling point (Celsius)
242.00
Boiling point (Kelvin)
515.15
General information
Molecular weight
137.57g/mol
Molar mass
137.5680g/mol
Density
1.2520g/cm3
Appearence
3-Chlorobenzonitrile is a white to off-white crystalline solid. It may appear as powders or crystals and is generally odorless. Its appearance is typical of many organic nitrile compounds, often found in chemical laboratories and used in organic synthesis processes.
Comment on solubility

Solubility of 3-chlorobenzonitrile

3-chlorobenzonitrile, with the molecular formula C7H4ClN, exhibits interesting solubility characteristics that are influenced by its chemical structure and functional groups.

Solubility Characteristics

  • Polar Nature: The presence of the -CN (nitrile) group contributes to its polar character, thereby providing certain solubility traits.
  • Aromatic Solvent Compatibility: 3-chlorobenzonitrile is soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Water Insolubility: Despite its polar characteristics, it has limited solubility in water due to the hydrophobic nature of the benzene ring. It is categorized as sparingly soluble in water.

Conclusion

Overall, the solubility of 3-chlorobenzonitrile can be summarized as follows:

  • High solubility: in non-polar organic solvents.
  • Poor solubility: in polar solvents like water.

This differential solubility makes 3-chlorobenzonitrile a valuable compound in various organic synthesis processes, where its solubility in organic solvents can be effectively utilized.

Interesting facts

Interesting Facts About 3-Chlorobenzonitrile

3-Chlorobenzonitrile, also known as meta-chlorobenzonitrile, is an intriguing compound with several noteworthy characteristics. Here are some key points to enhance your understanding:

  • Chemical Structure: This compound features a benzene ring with a cyano group (–C≡N) and a chlorine atom attached at the meta position. Such arrangements make it a valuable building block in organic synthesis.
  • Versatile Applications: 3-Chlorobenzonitrile is used in a variety of applications, including:
    • Pharmaceutical Synthesis: It serves as a precursor in the production of various pharmaceuticals, enhancing the potential for medicinal advances.
    • Agricultural Chemicals: Its derivatives can be employed in developing pesticides and herbicides, contributing to agricultural productivity.
    • Dyes and Pigments: This compound plays a role in the synthesis of dyes, providing vibrant colors in textiles and inks.
  • Reactivity: The presence of the cyano and chloro groups makes 3-chlorobenzonitrile reactive, particularly in nucleophilic substitution reactions, which is paramount for further transformations in synthetic organic chemistry.
  • Physical Properties: Although we won't delve into specific measurements, its volatility and reactivity are often considered when handling this compound in laboratory settings.
  • Safety Considerations: As with many organic compounds, it is important to handle 3-chlorobenzonitrile with care, using appropriate safety precautions, as it may have toxic effects and is harmful if inhaled or absorbed through the skin.

In conclusion, 3-chlorobenzonitrile stands out as a significant chemical compound in synthetic chemistry. Its applications range from pharmaceuticals to agricultural use, showcasing the versatility of organic compounds in various industries.

Synonyms
3-Chlorobenzonitrile
766-84-7
m-Chlorobenzonitrile
Benzonitrile, 3-chloro-
BENZONITRILE, m-CHLORO-
m-Cyanochlorobenzene
EINECS 212-172-6
NSC 59733
DTXSID20227414
Benzonitrile, 3-chloro-(9CI)
DTXCID20149905
212-172-6
MFCD00001798
NSC-59733
NSC59733
5-chlorobenzonitrile
3-chloro-benzonitrile
3-Chlorobenzonitrile, 99%
LD58GX58VW
3-Chlorobenzoic acid nitrile
SCHEMBL101999
CK2125
STL168040
AKOS001053270
CS-W011053
PS-5561
AC-15863
DB-056108
NS00037829
EN300-09496
F0001-1952
InChI=1/C7H4ClN/c8-7-3-1-2-6(4-7)5-9/h1-4