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4,4-Dichlorobut-2-enoic acid

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Identification
Molecular formula
C4H4Cl2O2
CAS number
764-41-0
IUPAC name
4,4-dichlorobut-2-enoic acid
State
State

At room temperature, 4,4-Dichlorobut-2-enoic acid is in a solid state. It is stable under normal conditions, though it should be stored in well-sealed containers to prevent moisture absorption.

Melting point (Celsius)
139.00
Melting point (Kelvin)
412.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
155.00g/mol
Molar mass
155.0010g/mol
Density
1.4150g/cm3
Appearence

4,4-Dichlorobut-2-enoic acid appears as a white to off-white crystalline solid. It is typically handled in its solid state and can be identified by its characteristic powder or crystalline appearance.

Comment on solubility

Solubility of 4,4-Dichlorobut-2-enoic Acid

The solubility of 4,4-dichlorobut-2-enoic acid, a compound characterized by its two chlorine substituents and carboxylic acid functional group, can be considered from various angles:

  • Polar Nature: The presence of the carboxylic acid group (-COOH) enhances the polar character of the molecule, making it more likely to dissolve in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with water molecules further augments its solubility. This interaction can be crucial, especially for organic acids.
  • Chlorine Substituents: The two chlorine atoms on the butene structure might introduce steric hindrances that can impact solubility, as halogens can add some hydrophobic character.

In summary, while 4,4-dichlorobut-2-enoic acid is expected to have reasonable solubility in polar solvents due to its hydrophilic carboxyl group, the effect of the chlorine substituents must be considered. As a result, one might observe that:

  • It is likely soluble in an aqueous solution.
  • Its solubility may decrease in more nonpolar environments.

Therefore, it can be concluded that the solubility characteristics of this compound are influenced by a balance of polar and nonpolar interactions, making it an intriguing subject for further study.

Interesting facts

Interesting Facts about 4,4-Dichlorobut-2-enoic Acid

4,4-Dichlorobut-2-enoic acid is a fascinating compound that belongs to the family of organic acids known as halogenated alkenes. Here are some intriguing aspects of this compound:

  • Industrial Applications: This compound is often utilized as an important chemical intermediate in the synthesis of various agrochemicals, particularly herbicides and pesticides. Its chlorinated structure enhances its reactivity, which is crucial for agricultural applications.
  • Biochemical Significance: Due to its structural characteristics, 4,4-dichlorobut-2-enoic acid can interact with biological systems, encouraging research into its potential effects as a biochemical tool or pesticide. Studies exploring its interactions with plant metabolism have highlighted its significance in understanding herbicidal mechanisms.
  • Environmental Considerations: The presence of chlorine atoms in its structure poses both opportunities and challenges. While its reactivity provides beneficial properties in agricultural uses, it also raises concerns regarding environmental persistence and toxicity, necessitating careful management.
  • Research and Development: Researchers are interested in this compound for its potential use in medicinal chemistry as well. The unique dichlorobutene framework is a valuable scaffold for modulating biological activity, offering a new avenue for drug development.
  • Historical Context: This compound has seen an increase in research interest since the late 20th century, paralleling the rise in awareness of environmental issues surrounding halogenated compounds. It serves as a reminder of the balance we must strike in chemistry between utility and sustainability.

In conclusion, 4,4-dichlorobut-2-enoic acid is not just a chemical entity, but a bridge between industrial efficacy and ecological responsibility. As we continue to explore its various applications, understanding its properties will help inform safer practices in both science and industry.

Synonyms
SCHEMBL614672