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2-[(4-chlorophenyl)methylene]propanedinitrile

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Identification
Molecular formula
C10H5ClN2
CAS number
1143-70-0
IUPAC name
2-[(4-chlorophenyl)methylene]propanedinitrile
State
State

At room temperature, 2-[(4-chlorophenyl)methylene]propanedinitrile is usually in a solid state.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
176.60g/mol
Molar mass
176.5960g/mol
Density
1.2600g/cm3
Appearence

2-[(4-chlorophenyl)methylene]propanedinitrile typically appears as a solid, crystalline substance. The crystals can be colored, usually ranging from yellow to orange, depending on purity and exact synthetic methods used.

Comment on solubility

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

The solubility of 2-[(4-chlorophenyl)methylene]propanedinitrile, a compound known for its intriguing chemical structure, can be influenced by several factors. Here are some key points to consider:

  • Solvent Polarity: This compound typically exhibits varying solubility in different solvents. It is more likely to dissolve in non-polar solvents such as hexane, while its solubility in polar solvents like water is limited.
  • Temperature Effect: As with many organic compounds, an increase in temperature often enhances solubility, allowing for higher dissolution rates in suitable solvents.
  • Functional Groups: The presence of nitrile groups (-C≡N) makes the compound less hydrophobic, thereby affecting its solubility profile significantly compared to similar compounds without such groups.
  • Molecular Structure: The bulky 4-chlorophenyl group may hinder solubility in polar solvents, suggesting that steric factors play an important role in its overall solubility.

In summary, while 2-[(4-chlorophenyl)methylene]propanedinitrile has specific solubility characteristics largely determined by its molecular structure and the polarity of the solvent, it is generally insoluble in water but can dissolve in non-polar organic solvents under the right conditions. Understanding these factors is essential for applications in chemical synthesis and formulation.

Interesting facts

Interesting Facts about 2-[(4-chlorophenyl)methylene]propanedinitrile

2-[(4-chlorophenyl)methylene]propanedinitrile, often referred to by its more practical nomenclature, presents an intriguing case study in organic chemistry and valuable applications in material science. This compound is a notable member of the class of nitriles, which are characterized by the presence of a -C≡N (nitrile) functional group. Here are some captivating aspects to consider:

  • Structural Significance: The presence of the 4-chlorophenyl group contributes to the unique reactivity characteristics of this compound, influencing its physical properties and chemical behavior.
  • Biological Activity: Compounds that contain similar structural frameworks often exhibit a range of biological activities, making them of interest in pharmaceutical research as potential drug candidates.
  • Industrial Applications: Nitriles, including this compound, are frequently utilized as intermediates in the production of plastics, dyes, and pharmaceuticals, showcasing their versatile industrial relevance.
  • Reactivity: The double bond in its structure renders it susceptible to nucleophilic addition reactions, which is important for synthesizing more complex molecules in organic synthesis.
  • Environmental Considerations: As with many synthetic compounds, understanding the environmental impact and degradation pathways of 2-[(4-chlorophenyl)methylene]propanedinitrile is crucial for responsible chemical usage.

In a broader context, this compound exemplifies the interplay between structure and function in organic chemistry. It serves as a reminder of the importance of exploring the properties and applications of chemical compounds, which can lead to innovative solutions in various fields. As the famous chemist Linus Pauling once stated, "The best way to have a good idea is to have a lot of ideas," and delving into compounds like 2-[(4-chlorophenyl)methylene]propanedinitrile can inspire a myriad of creative possibilities.

Synonyms
4-Chlorobenzylidenemalononitrile
1867-38-5
4-Chlorobenzalmalononitrile
(p-Chlorobenzylidene)malononitrile
4-Chlor-benzal-malonitril
MALONONITRILE, (p-CHLOROBENZYLIDENE)-
(4-chlorobenzylidene)malononitrile
NSC 492
DNV4NFK9SM
F 2371
4-Chlor-benzal-malonitril [German]
Propanedinitrile, ((4-chlorophenyl)methylene)-
BRN 1909858
NSC-492
DTXSID6075148
3-09-00-04382 (Beilstein Handbook Reference)
Propanedinitrile, [(4-chlorophenyl)methylene]-
2-((4-CHLOROPHENYL)METHYLENE)PROPANEDINITRILE
PROPANEDINITRILE, 2-((4-CHLOROPHENYL)METHYLENE)-
2-[(4-chlorophenyl)methylene]propanedinitrile
DTXCID8035897
Propanedinitrile, ((4-chlorophenyl)methylene)-(9CI)
622-481-1
2-(4-Chlorobenzylidene)malononitrile
2-[(4-chlorophenyl)methylidene]propanedinitrile
p-Chlorobenzylidenemalononitrile
NSC637330
(4-chlorobenzylidene)propanedinitrile
MFCD00126183
UNII-DNV4NFK9SM
2-[(4-chlorophenyl)methylene]malononitrile
SCHEMBL987696
NSC492
CHEMBL4580653
p-chloro benzylidene malononitrile
alpha-cyano-4 chlorocinnamonitrile
Malonodinitrile, 4-chlorobenzylidene
STL139248
AKOS001012307
NSC-637330
Benzene, 1-chloro-4-(2,2-dicyanoethenyl)
DB-025695
CS-0316389
NS00121399
7L-721
D84601
Z44300009
F0192-0851
InChI=1/C10H5ClN2/c11-10-3-1-8(2-4-10)5-9(6-12)7-13/h1-5