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Chloroacrylic acid

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Identification
Molecular formula
C3H3ClO2
CAS number
140-60-7
IUPAC name
2-chloroprop-2-enoic acid;3-chloroprop-2-enoic acid
State
State

At room temperature, chloroacrylic acid is typically a liquid. It has a tendency to polymerize and should be handled with care to avoid unintentional polymerization.

Melting point (Celsius)
-24.00
Melting point (Kelvin)
249.15
Boiling point (Celsius)
203.00
Boiling point (Kelvin)
476.15
General information
Molecular weight
106.52g/mol
Molar mass
106.5180g/mol
Density
1.4090g/cm3
Appearence

Chloroacrylic acid appears as a colorless or pale yellow liquid. Its solution might also have a pungent smell and can be corrosive.

Comment on solubility

Solubility of 2-chloroprop-2-enoic acid and 3-chloroprop-2-enoic acid

When discussing the solubility of 2-chloroprop-2-enoic acid and 3-chloroprop-2-enoic acid, it is crucial to note the following key points:

  • Polarity: Both compounds contain polar functional groups, which can significantly affect their solubility in various solvents.
  • Aqueous Solubility: These acids demonstrate a degree of solubility in water, largely due to their carboxylic acid group, which facilitates hydrogen bonding.
  • Organic Solvent Compatibility: Beyond water, they are also soluble in organic solvents such as ethanol and acetone, making them versatile in chemical reactions.
  • Temperature Influence: Solubility can increase with temperature, leading to higher concentrations in saturated solutions.

In summary, the solubility of these chloropropenoic acids is characterized by their ability to dissolve in polar and some non-polar environments, making them suitable for various applications in organic chemistry. Their solubility behavior is an essential factor for considerations in reactivity and formulation.

Interesting facts

Interesting Facts about 2-Chloroprop-2-enoic Acid and 3-Chloroprop-2-enoic Acid

2-Chloroprop-2-enoic acid and 3-chloroprop-2-enoic acid are fascinating examples of halogenated alkenoic acids, showcasing the versatility and reactivity of unsaturated organic compounds.

Chemical Structure and Characteristics

  • 2-Chloroprop-2-enoic acid features a chlorinated carbon double bond, which influences its reactivity and interactions with other molecules.
  • 3-Chloroprop-2-enoic acid contains the chlorine atom on a different carbon, affecting its physical properties and potential applications.

Applications and Uses

Both of these compounds have significant relevance in various fields:

  • They are often used in the synthesis of pharmaceuticals due to their ability to participate in nucleophilic additions and substitutions.
  • In organic synthesis, their reactivity can be harnessed to create complex molecules, making them valuable intermediates in chemical manufacturing.
  • They can serve as building blocks for polymerization reactions, potentially leading to new materials with unique properties.

Toxicity and Environmental Impact

Despite their utility, it is crucial to handle these compounds with care:

  • Both acids are associated with certain levels of toxicity, warranting strict safety protocols during handling and disposal.
  • As with many halogenated compounds, they pose potential environmental hazards; thus, studies are conducted to evaluate their impact on ecosystems.

Conclusion

In conclusion, 2-chloroprop-2-enoic acid and 3-chloroprop-2-enoic acid are more than mere chemical formulas; they embody the rich interplay of structure and function that is at the heart of organic chemistry. Their unique properties open doors to innovative applications, but they also require responsible management due to their inherent risks.