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Benzylidenemalononitrile

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Identification
Molecular formula
C11H6N2
CAS number
22662-39-1
IUPAC name
2-(2-phenylethylidene)propanedinitrile
State
State

The compound is a solid at room temperature.

Melting point (Celsius)
77.00
Melting point (Kelvin)
350.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
154.18g/mol
Molar mass
154.1770g/mol
Density
1.0990g/cm3
Appearence

Benzylidenemalononitrile, commonly known as BMN, appears as white to off-white crystalline solid.

Comment on solubility

Solubility of 2-(2-phenylethylidene)propanedinitrile

The solubility of 2-(2-phenylethylidene)propanedinitrile is a complex topic due to its unique structure. This compound tends to exhibit specific solubility characteristics based on the following factors:

  • Polarity: The presence of nitrile groups may influence the overall polarity of the molecule, which can affect its solubility in polar versus nonpolar solvents.
  • Hydrogen Bonding: While this compound does not have hydrogen bonding donors, the nitrile groups can act as weak hydrogen bond acceptors, potentially enhancing solubility in certain polar solvents.
  • Solvent Interaction: Its solubility is likely to vary significantly between solvents, with possible good solubility in organic solvents such as ethanol or chloroform but limited solubility in water due to the hydrophobic characteristics of the phenyl group.

As a general observation, compounds like 2-(2-phenylethylidene)propanedinitrile may find themselves:

  1. More soluble in nonpolar organic solvents.
  2. Moderately soluble in polar, aprotic solvents.
  3. Poorly soluble or insoluble in protic solvents such as water.

Therefore, understanding the solubility of this compound requires careful consideration of its molecular interactions and the nature of the solvent. The principle of “like dissolves like” applies, making solubility predictions essential for effective use in chemical applications.

Interesting facts

Interesting Facts about 2-(2-phenylethylidene)propanedinitrile

2-(2-phenylethylidene)propanedinitrile is a fascinating compound that falls under the category of nitriles, which are organic compounds containing the cyano group (-C≡N). This compound exhibits several noteworthy characteristics:

  • Structural Significance: The presence of the phenyl group significantly impacts the compound's reactivity, as aromatic systems often enhance stability while giving rise to unique chemical behaviors.
  • Applications: Nitriles, including this compound, are influential in synthetic chemistry and materials science. They serve as important intermediates in the synthesis of pharmaceuticals and agrochemicals.
  • Reactivity: 2-(2-phenylethylidene)propanedinitrile can participate in various reactions due to the multiple cyano groups, often undergoing hydrolysis to form carboxylic acids, or performing nucleophilic attacks.

This compound has caught the interest of chemists due to its intriguing reactivity profile and its applications in different fields. As stated by a renowned chemist, "Understanding the nuances of nitrile chemistry opens pathways to developing innovative solutions in material science."

In conclusion, 2-(2-phenylethylidene)propanedinitrile offers a rich area for exploration, particularly in its application in synthetic routes and potential for new material development.

Synonyms
MALONONITRILE, PHENETHYLIDENE-
Phenethylidenemalononitrile
Phenaethyliden-malonitril
Phenaethyliden-malonitril [German]
F 2376
3695-83-8
DTXSID50190445
DTXCID60112936
phenyl ethylidene malononitrile
SCHEMBL10665830