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2,2-Dichloroacetonitrile

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Identification
Molecular formula
C2HCl2N
CAS number
3018-12-0
IUPAC name
2,2-dichloroacetonitrile
State
State

In its pure form, 2,2-Dichloroacetonitrile is a liquid at room temperature.

Melting point (Celsius)
-40.00
Melting point (Kelvin)
233.15
Boiling point (Celsius)
108.00
Boiling point (Kelvin)
381.15
General information
Molecular weight
108.94g/mol
Molar mass
108.9370g/mol
Density
1.4040g/cm3
Appearence

2,2-Dichloroacetonitrile is a colorless to pale yellow liquid. It has a pungent, acrid odor that can be irritating.

Comment on solubility

Solubility of 2,2-Dichloroacetonitrile

2,2-Dichloroacetonitrile (C2Cl2N2), a compound frequently used in organic synthesis, presents notable solubility characteristics that are worth discussing.

General Solubility Characteristics

This compound exhibits the following solubility properties:

  • Solvent Compatibility: 2,2-Dichloroacetonitrile is typically soluble in polar solvents such as water and ethanol due to its polar nitrile group.
  • Limited Nonpolar Solubility: It is sparingly soluble in nonpolar solvents, which is expected given its structure.
  • Temperature Influence: Solubility can increase with temperature, which is a common behavior for many organic compounds.

Key Points on Solubility

When examining the solubility of 2,2-Dichloroacetonitrile, it's essential to consider:

  • Hydrogen Bonding Potential: The presence of the nitrile group allows for the formation of hydrogen bonds, enhancing solubility in polar environments.
  • Environmental Impact: Understanding solubility is crucial for assessing the environmental behavior and potential toxicity of this compound.
  • Practical Applications: Its solubility profile makes it useful in various chemical syntheses and applications, especially where polar solvents are involved.

In summary, while 2,2-Dichloroacetonitrile demonstrates significant solubility in polar solvents, its limited compatibility with nonpolar solvents underscores the importance of considering solvent choice in chemical reactions.

Interesting facts

Interesting Facts about 2,2-Dichloroacetonitrile

2,2-Dichloroacetonitrile is a fascinating compound with a variety of applications across different fields. Here are some interesting aspects to consider:

  • Chemical Structure: This compound features a unique structure with two chlorine atoms attached at the second carbon of the acetonitrile functional group, which significantly influences its reactivity and properties.
  • Synthetic Use: 2,2-Dichloroacetonitrile is often utilized in organic synthesis. It serves as an essential intermediate in the production of various pharmaceuticals and agrochemicals, illustrating its importance in the chemical industry.
  • Biological Activity: Research indicates that this compound exhibits antimicrobial properties, making it of interest in the development of disinfectants and preservatives.
  • Environmental Considerations: Like many chemicals, 2,2-dichloroacetonitrile can present environmental challenges. Understanding its behavior in biological systems and potential toxic effects is crucial for safe handling and usage.
  • Safety Precautions: When working with this compound, it is vital to employ proper safety measures, as it can be harmful if ingested or inhaled. Always refer to safety data sheets and follow laboratory protocols.
  • Research Potential: The exploration of 2,2-dichloroacetonitrile’s properties continues to be an area of interest in fields such as medicinal chemistry and materials science. Its duality as both an organic compound and a potential biological agent opens many avenues for investigation.

In summary, 2,2-dichloroacetonitrile is not only a valuable tool in chemical synthesis but also poses intriguing questions for researchers, particularly regarding its environmental impact and biological activity. As we deepen our understanding of this compound, we can unlock new possibilities in various scientific domains.

Synonyms
DICHLOROACETONITRILE
3018-12-0
Acetonitrile, dichloro-
Dichloromethyl cyanide
CCRIS 942
HSDB 6861
EINECS 221-159-4
NSC 60511
UNII-O0L64V63M9
BRN 1739029
DTXSID3021562
O0L64V63M9
NSC-60511
DTXCID701562
DICHLOROACETONITRILE [HSDB]
DICHLOROACETONITRILE [IARC]
4-02-00-00506 (Beilstein Handbook Reference)
DICHLOROACETONITRILE (IARC)
Acetonitrile, dichloro
221-159-4
inchi=1/c2hcl2n/c3-2(4)1-5/h2
stzzwjcgrkxeff-uhfffaoysa-n
un2924
2,2-dichloroacetonitrile
CHEBI:82444
C2HCl2N
Dichloroacetonitrile; Dichloromethyl cyanide; NSC 60511
dichloro-acetonitrile
MFCD00040886
DCAN
Dichloroacetonitrile, 98%
SCHEMBL1180554
2,2-bis(chloranyl)ethanenitrile
CHEMBL1485360
DAA01812
NSC60511
Tox21_200218
AKOS000120181
NCGC00091123-01
NCGC00091123-02
NCGC00091123-03
NCGC00257772-01
CAS-3018-12-0
DB-047721
D2510
NS00007148
EN300-19387
C19395
D90075
A820249
Dichloroacetonitrile 100 microg/mL in Cyclohexane
Q27155945