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2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile

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Identification
Molecular formula
C11H4ClN3O2
CAS number
132541-43-0
IUPAC name
2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile
State
State

This compound is typically a solid at room temperature due to its high melting point. The nitro and chloro functional groups present in the structure, coupled with the aromatic phenyl ring, contribute to a relatively stable solid state.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
325.00
Boiling point (Kelvin)
598.15
General information
Molecular weight
216.59g/mol
Molar mass
216.5940g/mol
Density
1.4174g/cm3
Appearence

The compound appears as crystalline solid with a characteristic pale color, ranging from yellow to orange, due to its aromatic structure and the presence of nitro groups, which can sometimes impart slight colorations to phenyl compounds.

Comment on solubility

Solubility of 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile

The solubility of 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile in various solvents presents an intriguing discussion. This compound, characterized by its halogen and nitro substituents, exhibits solubility behavior that can be influenced by multiple factors:

  • Polarity of Solvents: As a nitrile, the compound's polar functional groups allow for partial solubility in polar solvents like water, albeit limited due to the hydrophobic character contributed by the aromatic system.
  • Organic Solvents: It tends to be more soluble in organic solvents such as acetone, ethanol, and dichloromethane, showcasing the principle of "like dissolves like." This is because these solvents can effectively interact with the polar nitrile groups.
  • Temperature Dependency: Solubility can increase with temperature. It’s essential to note that higher temperatures often promote increased molecular movement and interactions with solvent matrices.
  • Concentration Effects: Increased concentrations of the compound may lead to saturation points more quickly in less polar solvents, creating a need for careful dilution strategies during experimental designs.

To summarize, while the solubility of 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile reflects its unique chemical structure, researchers must consider solvent choice and environmental conditions. This understanding allows for optimized applications in various chemical contexts, highlighting the dynamic nature of chemical solubility.

Interesting facts

Interesting Facts about 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile

2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile is a fascinating compound with multiple applications in both industrial and research settings. Here are some highlights:

  • Versatile Reactivity: This compound contains both nitrile and aromatic functionalities, allowing it to participate in a variety of chemical reactions such as nucleophilic addition, substitution, and condensation reactions.
  • Biological Interest: Compounds containing nitro groups, like this one, are often evaluated for their biological activities and potential as pharmaceutical agents. The nitro group can influence the compound's reactivity and mechanism of action, making it a subject of study for drug development.
  • Green Chemistry: The synthesis pathways for 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile may offer insights into greener synthetic strategies, focusing on minimizing waste and using less harmful reagents.
  • Electrophilic Aromatic Substitution: The presence of both a chlorine atom and a nitro group on the aromatic ring means that this compound is well-suited for electrophilic substitution reactions, which can lead to the formation of diverse derivatives.

Research articles examining this compound often emphasize its potential for creating new materials with unique properties. As a scientist or student, exploring the applications and reactions involving 2-[(4-chloro-3-nitro-phenyl)methylene]propanedinitrile can be both instructive and exciting, given its multifaceted nature and role within the domain of organic chemistry.

In concluding, as you delve deeper into studying this compound, remember the wise words of chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." Embrace the creativity that comes from understanding complex compounds!

Synonyms
27508-35-6
BRN 1974284
MALONONITRILE, (4-CHLORO-3-NITROBENZYLIDENE)-
4-Chloro-3-nitrobenzylidenemalononitrile
DTXSID00181929
3-09-00-04384 (Beilstein Handbook Reference)
RefChem:351868
DTXCID90104420
(4-Chloro-3-nitrobenzylidene)malononitrile
2-[(4-chloro-3-nitrophenyl)methylidene]propanedinitrile
STK047872
AKOS000486295
ST036504
(4-chloro-3-nitrobenzylidene)propanedinitrile
[(4-chloro-3-nitrophenyl)methylene]methane-1,1-dicarbonitrile