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2-Chloro-3-(3-chloro-2-methylphenyl)propanenitrile

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Identification
Molecular formula
C10H9Cl2N
CAS number
14299-08-0
IUPAC name
2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile
State
State
Solid at room temperature, typically found in crystalline form.
Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
213.08g/mol
Molar mass
213.0840g/mol
Density
1.2030g/cm3
Appearence

2-Chloro-3-(3-chloro-2-methylphenyl)propanenitrile is typically a colorless to pale yellow solid. It has a crystalline appearance and may be available in powder form.

Comment on solubility

Solubility of 2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile

The solubility of 2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile can be quite intriguing due to its unique chemical structure. As a nitrile compound, it exhibits several notable characteristics regarding its solubility:

  • Polar Nature: The presence of the nitrile group (≡C–N) introduces a polar character, which can enhance solubility in polar solvents like water and alcohols to some extent.
  • Effect of Chlorine Atoms: The two chlorine substituents on the aromatic ring may influence both the polarity and the hydrophobic characteristics, potentially reducing solubility in non-polar solvents.
  • Solvent Interaction: This compound is expected to be soluble in organic solvents such as acetone, ethyl acetate, and dimethyl sulfoxide (DMSO) because of its hydrophobic regions.

It is also essential to consider that solubility is often affected by factors such as temperature and the presence of other solutes. As a rule of thumb, the general statement that "like dissolves like" applies well here:

  • Greater solubility is observed when the solvent's characteristics align closely with those of the solute.
  • While water is only moderately effective for solubilizing this compound due to its somewhat bulky structure and halogen attachments, increased temperatures could enhance its solubility.

In summary, while 2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile exhibits a moderate solubility profile primarily in polar organic solvents, its unique structural attributes and substituents considerably influence its behavior in various environments.

Interesting facts

Interesting Facts about 2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile

2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile is a fascinating compound that has captivated the interest of chemists due to its unique structural features and potential applications. Here are some intriguing insights into this chemical:

  • Synthetic Utility: This compound serves as a vital intermediate in the synthesis of various pharmaceutical agents, particularly in the development of anti-inflammatory drugs.
  • Chirality: The presence of multiple chiral centers in its structure enables the production of various stereoisomers, which may exhibit distinct biological activities. This is a key area of study in medicinal chemistry.
  • Reactivity: The nitrile functional group presents opportunities for various reactivity pathways, such as nucleophilic attacks, making this compound a valuable player in organic reactions.
  • Environmental Considerations: Understanding the behavior and degradation of this compound in various environments is critical, especially considering its chlorinated structure, which may pose ecological risks.

In the words of renowned chemist R. G. H. Moore, "Chemistry is not a science of materials; it is a science of ideas." The study of compounds like 2-chloro-3-(3-chloro-2-methyl-phenyl)propanenitrile exemplifies this notion, as researchers continue to explore its potential and integrative properties in the realm of chemical sciences.

This compound also raises questions about reactivity and stability under different conditions, prompting further research to elucidate its full range of properties. As the field of organic chemistry evolves, compounds like this one remain crucial in broadening our understanding of chemical behaviors and interactions.

Synonyms
ORTHONIL
21342-85-8
DTXSID901030740
Benzenepropanenitrile, alpha,3-dichloro-2-methyl-
Alpha-chloro-beta-(3-chloro-o-tolyl)propionitrile
RefChem:168605
DTXCID601515820
alpha,3-Dichloro-2-methylbenzenepropanenitrile
244-337-3
CCTP
Bi-Act
PRB-8
Propionitrile, 2-chloro-3-(3-chloro-o-tolyl)-
NSC 239071
2-Chloro-3-(3-chloro-2-methylphenyl)propanenitrile
PRB 8
Benzenepropanenitrile, .alpha.,3-dichloro-2-methyl-
2-Chloro-3-(m-chloro-o-tolyl)propionitrile
EINECS 244-337-3
BRN 1956126
Hydrocinnamonitrile, alpha,3-Dichloro-2-methyl-
SCHEMBL5670272
SCHEMBL29365471
PRB 200
FMC 28979
NSC239071
NSC-239071
Hydrocinnamonitrile,3-dichloro-2-methyl-
2-(2-Chloro-2-cyanoethyl)-6-chlorotolyl
Benzenepropanenitrile,3-dichloro-2-methyl-
NS00050433
2-Chloro-3-(3-chloro-o-tolyl)-propionitrile
Hydrocinnamonitrile, .alpha.,3-dichloro-2-methyl-
2-chloro-3-(3-chloro-2-methylphenyl)propionitrile
2-Chloro-3-(3-chloro-2-methylphenyl)propanenitrile #