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2,3-Dichloroacrylonitrile

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Identification
Molecular formula
C3H2Cl2N
CAS number
3010-20-0
IUPAC name
2,3-dichloroprop-2-enenitrile
State
State

At room temperature, 2,3-Dichloroacrylonitrile is found as a colorless liquid. It is often handled in its liquid state during laboratory processes and chemical synthesis.

Melting point (Celsius)
-29.00
Melting point (Kelvin)
244.15
Boiling point (Celsius)
168.00
Boiling point (Kelvin)
441.15
General information
Molecular weight
122.98g/mol
Molar mass
122.9790g/mol
Density
1.3592g/cm3
Appearence

2,3-Dichloroacrylonitrile typically appears as a colorless liquid. It may be stored in containers designed to avoid any interaction with moisture and to control its reactivity due to its unsaturated nitrile structure.

Comment on solubility

Solubility of 2,3-Dichloroprop-2-enenitrile

2,3-Dichloroprop-2-enenitrile, commonly referred to as a vinyl nitrile and a polyfunctional compound, exhibits unique solubility characteristics due to its structure. Its solubility is influenced by several factors, which include:

  • Polarity: The presence of the -C≡N (nitrile) group and chlorinated carbons contributes to the overall polarity of the compound, making it moderately polar.
  • Solvent Interaction: 2,3-Dichloroprop-2-enenitrile is more soluble in polar organic solvents such as acetone and ethanol, while showing limited solubility in nonpolar solvents like hexane.
  • Hydrogen Bonding: Although it does not participate in hydrogen bonding due to the lack of an -OH or -NH group, the polar nitrile may interact with polar solvent molecules.
  • Temperature Dependency: Its solubility can vary with temperature; generally, increasing the temperature enhances the solubility of polar organic compounds.

As a summary, while 2,3-dichloroprop-2-enenitrile is moderately polar and shows greater solubility in polar solvents, it is important to consider the specific interactions with the solvent medium for accurate solubility behavior. Always refer to empirical data when seeking precise solubility values!

Interesting facts

Exploring 2,3-Dichloroprop-2-enenitrile

2,3-Dichloroprop-2-enenitrile, commonly referred to as DCN, is an intriguing chemical compound that showcases the fascinating world of organic chemistry. Here are some fascinating facts about this compound:

  • Structure and Bonding: The compound features a unique structure characterized by a double bond between the second and third carbon atoms, alongside two chlorine substituents. This configuration contributes to its reactivity and makes it a significant building block in organic synthesis.
  • Synthetic Utility: DCN serves as a valuable intermediate in the synthesis of various complex organic molecules. Chemists often utilize this compound in the production of pharmaceuticals and agrochemicals, demonstrating its importance in real-world applications.
  • Reactivity: Due to the presence of both double bond and nitrile functional groups, 2,3-dichloroprop-2-enenitrile exhibits interesting reactivity patterns. It can participate in various reactions including nucleophilic additions and cycloadditions, enhancing its versatility in organic synthesis.
  • Environmental Considerations: Compounds like DCN play an important role in the study of environmental chemistry. Understanding their behavior and degradation pathways is crucial for assessing their impact on ecosystems.
  • Safety Measures: When working with DCN, proper safety protocols must be undertaken. It is essential to handle this compound with care due to its potential toxicity and reactive nature, ensuring safe laboratory practices are in place.

In summary, 2,3-dichloroprop-2-enenitrile is more than just a chemical formula; it embodies the intricate interplay of structure and reactivity that defines organic chemistry as a discipline. As research continues to explore its applications, the future outlook for this compound remains promising and full of potential.

Synonyms
2,3-Dichloro-2-propenenitrile
SCHEMBL2157318
SCHEMBL11233292
NDWDVOQVCRKCDJ-UHFFFAOYSA-N
DTXSID201307225