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Benzylidene malononitrile

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Identification
Molecular formula
C10H6N2
CAS number
6283-63-2
IUPAC name
2-benzylidenepropanedinitrile
State
State

At room temperature, benzylidene malononitrile is a solid. It is stable under normal temperatures and pressures but should be kept away from strong oxidizing agents.

Melting point (Celsius)
75.00
Melting point (Kelvin)
348.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
155.17g/mol
Molar mass
155.1730g/mol
Density
1.1109g/cm3
Appearence

Benzylidene malononitrile typically appears as a yellow crystalline solid. The crystals are often needle-like or prismatic in shape.

Comment on solubility

Solubility of 2-benzylidenepropanedinitrile

2-benzylidenepropanedinitrile, known for its intriguing structural properties, exhibits unique solubility characteristics that are noteworthy for chemists and practitioners alike. Its solubility can be influenced by various factors, including:

  • Polarity: The presence of the nitrile (–C≡N) groups contributes to the overall polarity of the molecule, making it moderately soluble in polar solvents.
  • Solvent Compatibility: This compound is primarily soluble in organic solvents such as ethanol, acetone, and dichloromethane, while showing limited solubility in water due to hydrophobic interactions.
  • Temperature Effects: As with many organic compounds, solubility can increase with rising temperatures, so heating the solvent may help in dissolving this compound more effectively.

In practice, one might say, "Like dissolves like," meaning that non-polar or slightly polar solvents will likely be more effective in dissolving 2-benzylidenepropanedinitrile than polar solvents. Careful selection of solvents based on these properties is crucial for achieving the desired concentration in laboratory settings.

Understanding the solubility of 2-benzylidenepropanedinitrile can play a vital role in its applications in synthesis and materials science, highlighting the importance of solvent choice in chemical processes.

Interesting facts

Interesting Facts about 2-benzylidenepropanedinitrile

2-benzylidenepropanedinitrile, also known as α,β-unsaturated nitrile, is a notable compound in the realm of organic chemistry. This organic molecule showcases an intriguing structure and possesses a variety of applications that highlight its importance:

  • Diverse Applications: This compound serves as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique reactivity can be harnessed to create more complex molecules.
  • Research Utility: In scientific research, 2-benzylidenepropanedinitrile is utilized in studying reaction mechanisms and the synthesis of functionalized materials, making it a valuable subject in academic settings.
  • Geometry and Stability: The compound features a unique geometry due to the substituted styryl group, which contributes to its stability and reactivity. The presence of nitrile groups enhances the electron-withdrawing properties, affecting the compound’s behavior in reactions.
  • Environmental Impact: Investigations into environmental chemistry have revealed that derivatives of 2-benzylidenepropanedinitrile may have implications in sustainability practices and green chemistry.

In the words of chemists: “The beauty of 2-benzylidenepropanedinitrile lies in its symmetry and ability to interconvert into various functional forms, opening doors to innovative synthetic pathways.”

This compound exemplifies how organic chemistry can lead to functional advancements in multiple fields, showcasing its versatility and the rich scientific opportunities it presents.

Synonyms
Benzylidenemalononitrile
2700-22-3
Benzalmalononitrile
Benzylidenemalonodinitrile
alpha-Cyanocinnamonitrile
Benzylidene malononitrile
MALONONITRILE, BENZYLIDENE-
Benzal-malonitril
beta,beta-Dicyanostyrene
2,2-Dicyano-1-phenylethylene
2-Phenyl-1,1-dicyanoethylene
Propanedinitrile, (phenylmethylene)-
beta,beta-Styrenedicarbonitrile
NSC 490
Benzal-malonitril [German]
AI3-19689
EINECS 220-283-6
TL 237
F 2370
DTXSID10181490
DTXCID20103981
Propanedinitrile, (phenylmethylene)-(9CI)
220-283-6
2-Benzylidenemalononitrile
2-benzylidenepropanedinitrile
2-(phenylmethylidene)propanedinitrile
.alpha.-Cyanocinnamonitrile
.beta.,.beta.-Dicyanostyrene
2HQB24UJ25
NSC-490
2-(phenylmethylene)Propanedinitrile
Propanedinitrile, 2-(phenylmethylene)-
2-Benzylidene-malononitrile
benzylidenepropanedinitrile
Benzalmalonitrile
benzylidenemalonitrile
MFCD00001855
I+/--Cyanocinnamonitrile
WLN: NCYCN&1R
Malonodinitrile, benzylidene
MALONONITRILE, BENZAL
UNII-2HQB24UJ25
2-Benzylidenemalononitrile #
SCHEMBL60843
(Phenylmethylene)malononitrile
1,1-Dicyano-2-phenylethene
2-Phenyl-1,1-dicyanoethene
2-benzylidene-propanedinitrile
2-Cyano-3-phenylacrylonitrile
Benzylidenemalononitrile, 98%
1,1-Dicyano-2-phenylethylene
NSC490
(Phenylmethylene)propanedinitrile
WAVNYPVYNSIHNC-UHFFFAOYSA-
HMS1787C07
.beta.,.beta.-Styrenedicarbonitrile
STL139251
1-CYANO-2-PHENYLVINYL CYANIDE
AKOS001012099
AS-58817
DB-067717
B0947
CS-0186558
NS00028243
D88718
Z44299997
F6782-3634
InChI=1/C10H6N2/c11-7-10(8-12)6-9-4-2-1-3-5-9/h1-6H