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Benzylidenemalononitrile

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Identification
Molecular formula
C10H6N2O
CAS number
3199-11-7
IUPAC name
2-[(2-hydroxyphenyl)methylene]propanedinitrile
State
State

At room temperature, Benzylidenemalononitrile is typically found in a solid state. Its solid form is characterized by its crystalline structure, distinguishing it from amorphous or non-crystalline counterparts.

Melting point (Celsius)
77.00
Melting point (Kelvin)
350.00
Boiling point (Celsius)
235.00
Boiling point (Kelvin)
508.00
General information
Molecular weight
154.16g/mol
Molar mass
154.1590g/mol
Density
1.2360g/cm3
Appearence

Benzylidenemalononitrile appears as yellow to orange crystalline solid. It can also be found in the form of needles. Its appearance might vary based on its purity and the specific conditions under which it is observed.

Comment on solubility

Solubility of 2-[(2-hydroxyphenyl)methylene]propanedinitrile

The solubility of 2-[(2-hydroxyphenyl)methylene]propanedinitrile is influenced by various factors related to its molecular structure and the solvent in question. This compound exhibits some unique characteristics in terms of its solubility:

  • Polar Character: Being a dinitrile, the presence of two -CN groups generally implies some level of polarity, facilitating solubility in polar solvents such as water and ethanol.
  • Hydroxy Group Influence: The presence of the hydroxy (-OH) group enhances hydrogen bonding, which can further increase solubility in polar mediums.
  • Effect of Temperature: As with many organic compounds, solubility may increase with temperature, allowing for greater dissolution in solvents when heated.
  • Solvent Compatibility: This compound may show limited solubility in nonpolar solvents due to its polar functional groups; hence, carbon tetrachloride or mineral oils may not be effective.

In conclusion, while 2-[(2-hydroxyphenyl)methylene]propanedinitrile is more soluble in polar solvents, its actual solubility behavior will depend on specific solvent conditions and concentrations. Hence, experimental determination is often necessary for precise applications.

Interesting facts

Interesting Facts about 2-[(2-hydroxyphenyl)methylene]propanedinitrile

2-[(2-hydroxyphenyl)methylene]propanedinitrile is a fascinating organic compound that showcases the intricate nature of chemical synthesis and functional group interactions.

Key Highlights:

  • Dual Functionality: This compound features a methylene bridge that connects two distinct sections, making it an intriguing subject for studying reactivity and occurrences of tautomerism.
  • Impact on Coordination Chemistry: The presence of nitrile groups (–C≡N) allows it to coordinate with metal ions, which is invaluable in forming metal complexes that serve a broad range of applications in catalysis and materials science.
  • Aromatic Interactions: The hydroxyl group (-OH) attached to the aromatic ring contributes to hydrogen bonding capabilities, leading to interesting interactions that can influence the compound's solubility in various solvents.
  • Biological Significance: Compounds with similar structures have shown potential in biological activity, including anti-cancer properties, making it an exciting area for medicinal chemists.

In a notable study, researchers observed that various derivatives of this compound may exhibit enhanced activities due to subtle modifications in the chemical structure. Accordingly, synthetic chemists often experiment with similar frameworks to develop tailored compounds for specific purposes.

As scientists delve into the realm of 2-[(2-hydroxyphenyl)methylene]propanedinitrile, they continue to explore its potential applications and mechanisms of action. It illustrates the beauty and complexity of chemical compounds, showcasing how even a small molecule can lead to significant advancements in multiple fields.

Synonyms
MALONONITRILE, SALICYLIDENE-
6968-92-9
Salicylidenemalononitrile
2-[(2-hydroxyphenyl)methylidene]propanedinitrile
DLB8BN5GMM
2-(2-Hydroxybenzylidene)malononitrile
PROPANEDINITRILE, 2-[(2-HYDROXYPHENYL)METHYLENE]-
NSC-66243
NSC663969
NSC-663969
2-[(2-hydroxyphenyl)methylene]propanedinitrile
NSC 66243
2-((2-HYDROXYPHENYL)METHYLENE)PROPANEDINITRILE
BRN 2639993
PROPANEDINITRILE, 2-((2-HYDROXYPHENYL)METHYLENE)-
NSC66243
UNII-DLB8BN5GMM
NCIOpen2_000306
3-10-00-02254 (Beilstein Handbook Reference)
SCHEMBL8458208
DTXSID80219976
AKOS006240959
2-(2-HYDROXY-BENZYLIDENE)-MALONONITRILE