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2-[(4-chlorophenyl)azomethyl]propanedinitrile

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Identification
Molecular formula
C10H6ClN3
CAS number
4560-42-1
IUPAC name
2-[(4-chlorophenyl)azomethyl]propanedinitrile
State
State

At room temperature, 2-[(4-chlorophenyl)azomethyl]propanedinitrile is in a solid state. It is typically stable under normal conditions but should be handled with care to maintain its stability.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
202.63g/mol
Molar mass
202.6310g/mol
Density
1.3300g/cm3
Appearence

The compound typically appears as a crystalline solid. The color may vary but is generally white to slightly off-white. It might exhibit a slight yellowish tint depending on the level of purity and exposure to light and air.

Comment on solubility

Solubility of 2-[(4-chlorophenyl)azomethyl]propanedinitrile

When examining the solubility of 2-[(4-chlorophenyl)azomethyl]propanedinitrile, it is essential to consider several factors that influence its behavior in solvents:

  • Polarity: This compound has polar characteristics due to the presence of nitrile (–C≡N) groups, which may enhance its solubility in polar solvents such as water.
  • Hydrophobic Interactions: The aromatic ring from the 4-chlorophenyl group may introduce hydrophobic properties, potentially limiting solubility in highly polar environments.
  • Solvent Compatibility: Typically, this compound is more likely to dissolve in organic solvents like ethanol, dimethyl sulfoxide (DMSO), or acetone.

In practice, the solubility of 2-[(4-chlorophenyl)azomethyl]propanedinitrile can be summarized as follows:

  1. High solubility in polar aprotic solvents.
  2. Moderate to low solubility in nonpolar solvents due to the hydrophobic nature of the phenyl ring.
  3. Varied solubility in water, influenced by temperature and the specific ionic atmosphere.

Overall, the solubility profile of this compound illustrates the complexity of interactions within different solvents, emphasizing the importance of considering both functional groups and molecular structure in predicting solubility behavior. As a rule of thumb, “like dissolves like” can be a useful guide when predicting the solubility of compounds in organic chemistry.

Interesting facts

Interesting Facts About 2-[(4-chlorophenyl)azomethyl]propanedinitrile

2-[(4-chlorophenyl)azomethyl]propanedinitrile is a fascinating chemical compound with numerous applications and intriguing properties. Here are some interesting aspects to consider:

  • Synthesis and Reactions: This compound can be synthesized through a variety of methods involving typical organic synthesis techniques. Its reactivity can lead to the formation of diverse derivatives, expanding its potential applications in pharmaceuticals and materials science.
  • Biological Activity: Compounds containing nitrile groups, such as this one, often exhibit notable biological activities. Research into related compounds has shown potential anti-cancer, anti-inflammatory, and antimicrobial properties. Therefore, 2-[(4-chlorophenyl)azomethyl]propanedinitrile may serve as a lead compound in medicinal chemistry.
  • Role in Organic Chemistry: This compound serves as a versatile reagent in various organic reactions, including nucleophilic substitutions and coupling reactions. Its substitution patterns can make it a useful building block for synthesizing more complex molecular architectures.
  • Chlorine Substitution: The presence of the 4-chlorophenyl moiety can significantly influence solubility and reactivity. Chlorinated compounds are often used in agrochemicals and pharmaceuticals due to their unique interactions with biological systems.
  • Material Science Potential: Given the structure of this compound, researchers might explore its applications in polymer science or as a precursor for generating functionalized materials with specific optical or electronic properties.

Overall, 2-[(4-chlorophenyl)azomethyl]propanedinitrile stands out not only for its structural attributes but also for its many possible functions in the realm of chemistry and beyond. As scientists continue to explore its characteristics, further discoveries in pharmacology and materials development may be on the horizon.

Synonyms
((p-Chlorophenyl)azo)methylmalononitrile
3655-94-5
F 2285
4-Chlor-phenyl-azo-methyl-malonitril [German]
Propanedinitrile, ((4-chlorophenyl)azo)methyl-
MALONONITRILE, ((p-CHLOROPHENYL)AZO)METHYL-
4-Chlor-phenyl-azo-methyl-malonitril