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2-Chlorobenzonitrile

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Identification
Molecular formula
C7H4ClN
CAS number
873-32-5
IUPAC name
2-chlorobenzonitrile
State
State

At room temperature, 2-Chlorobenzonitrile is in a solid state.

Melting point (Celsius)
44.00
Melting point (Kelvin)
317.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
137.57g/mol
Molar mass
137.5560g/mol
Density
1.2300g/cm3
Appearence

2-Chlorobenzonitrile appears as white crystalline powder or solid.

Comment on solubility

Solubility of 2-chlorobenzonitrile

2-chlorobenzonitrile, with the chemical formula C7H4ClN, exhibits specific solubility characteristics that are important for various applications in organic chemistry.

This compound's solubility can be summarized as follows:

  • Solvent Compatibility: 2-chlorobenzonitrile is moderately soluble in polar solvents like ethanol and acetone, which facilitate its use in various reactions.
  • Aromatic Compound: Due to its aromatic structure, it exhibits poor solubility in water. Its hydrophobic nature limits interaction with polar solvent molecules.
  • Temperature Dependency: Solubility may increase with temperature, a common pattern for many organic compounds, thereby enhancing its dissolution in organic solvents.

In practical terms, when working with 2-chlorobenzonitrile, one should consider the solvent choice carefully. This not only impacts the efficiency of reactions but also affects the recovery and purification processes in synthetic chemistry.

To summarize, 2-chlorobenzonitrile is:

  1. Poorly soluble in water.
  2. Moderately soluble in polar organic solvents.
  3. Solubility enhanced at higher temperatures.

Understanding these solubility dynamics is key for chemists when manipulating this compound in research and industrial applications.

Interesting facts

Interesting Facts About 2-Chlorobenzonitrile

2-Chlorobenzonitrile, also known as ortho-chlorobenzonitrile, is an intriguing compound that finds its use in various chemical applications. Here are some compelling points about this compound:

  • Structure and Properties: The presence of both the nitrile group and chlorine atom plays a significant role in the reactivity and solvation properties of 2-chlorobenzonitrile. The arrangement of these groups on a benzene ring contributes to its unique chemical behavior.
  • Applications: This compound is widely utilized in the fields of organic synthesis and pharmaceuticals. It serves as an important intermediate in the production of agrochemicals and dyes, showcasing its versatility in industrial applications.
  • Reactivity: The nitrile group (–C≡N) in 2-chlorobenzonitrile is known to engage in various reactions such as nucleophilic addition and hydrolysis, making it a valuable starting material for the synthesis of other organic compounds.
  • Safety Considerations: Handling 2-chlorobenzonitrile requires caution as it can be toxic and harmful. Its vapors may pose health risks, thus proper safety measures and equipment should always be employed in laboratory settings.
  • Research Potential: Ongoing research continues to explore the potential new applications of 2-chlorobenzonitrile in fields such as medicinal chemistry, where its derivatives may exhibit pharmacological activities.

In summary, 2-chlorobenzonitrile is much more than just a simple aromatic compound. Its unique properties and varied applications make it an essential substance in the realm of chemistry.

Synonyms
2-Chlorobenzonitrile
873-32-5
Benzonitrile, 2-chloro-
O-CHLOROBENZONITRILE
o-Chlorocyanobenzene
o-Cyanochlorobenzene
Benzonitrile, o-chloro-
o-Chlorbenzonitril
Nitril kyseliny o-chlorbenzoove
o-Chlorbenzonitril [Czech]
Nitril kyseliny o-chlorbenzoove [Czech]
NSC 8438
EINECS 212-836-5
DTXSID5052593
DTXCID2031166
EC 212-836-5
oChlorbenzonitril
oChlorobenzonitrile
oChlorocyanobenzene
oCyanochlorobenzene
Benzonitrile, ochloro
Benzonitrile, 2chloro
Nitril kyseliny ochlorbenzoove
212-836-5
inchi=1/c7h4cln/c8-7-4-2-1-3-6(7)5-9/h1-4
2-chloro-benzonitrile
Chlorobenzonitrile
OCBN
NSC-8438
61593-47-3
Benzonitrile, chloro-
1-chloro-2-cyanobenzene
Benzene-1-chloro-4-sulfonic Acid; NSC 9914; p-Chlorobenzenesulfonic Acid; p-Chlorophenylsulfonic Acid
WLN: NCR BG
C8Z5NE7QXJ
2-Chlorobenzonitrile, 98%
2-Chlorobenzoic acid nitrile
SCHEMBL73332
2-chloranylbenzenecarbonitrile
CHEMBL3248211
NSC8438
STR01137
Tox21_303775
MFCD00001779
STK397355
AKOS003616763
CS-W018317
FC38158
PS-4027
NCGC00357067-01
CAS-873-32-5
DB-020915
NS00009628
EN300-18409
A842092
Z57756581
F0020-1816