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3-Chloroacrylic acid

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Identification
Molecular formula
C3H3ClO2
CAS number
625-38-7
IUPAC name
3-chloroprop-2-enoic acid
State
State

At room temperature, 3-Chloroacrylic acid is typically a liquid. It is known to be corrosive and can cause burns, so it should be handled with care.

Melting point (Celsius)
30.00
Melting point (Kelvin)
303.15
Boiling point (Celsius)
192.00
Boiling point (Kelvin)
465.15
General information
Molecular weight
106.52g/mol
Molar mass
106.5150g/mol
Density
1.3662g/cm3
Appearence

3-Chloroacrylic acid is a colorless to pale yellow liquid. It is hygroscopic and may appear slightly more intense in color upon prolonged exposure to air due to oxidation.

Comment on solubility

Solubility of 3-chloroprop-2-enoic acid

3-chloroprop-2-enoic acid, also known as chloroacrylic acid, exhibits interesting solubility characteristics influenced by its molecular structure.

  • Solvent Compatibility: This compound is generally soluble in polar solvents such as water and alcohols due to its carboxylic acid group (-COOH), which can form hydrogen bonds.
  • Hydrophobic Effects: The presence of the chloropropene group adds some hydrophobic character, which may decrease its solubility slightly in highly polar solvents.
  • Temperature Influence: As with many organic acids, its solubility can increase with temperature, making it more manageable in higher concentrations when heated.

It is also worth noting that the solubility of 3-chloroprop-2-enoic acid in various solvents can be variable, and interactions with other solutes could influence its overall solubility profile. As such, while it is soluble in certain polar solvents, care should be taken when working with it in mixed solvent systems.

Interesting facts

Interesting Facts about 3-Chloroprop-2-enoic Acid

3-Chloroprop-2-enoic acid, also known as chloroacrylic acid, is a fascinating organic compound that captures the attention of chemists for various reasons:

  • Versatile Uses: This compound serves as a key intermediate in the synthesis of various chemical products. It is primarily utilized in the manufacture of polymers, agrochemicals, and pharmaceuticals.
  • Reactivity: Being an unsaturated carboxylic acid, it possesses double bonds that enhance its reactivity, making it a valuable building block in organic synthesis. Its chlorinated structure also contributes to its unique chemical characteristics.
  • Polymer Production: 3-Chloroprop-2-enoic acid is used to produce poly(chloroacrylic acid) and other related polymers, which have applications in coatings, adhesives, and various industrial materials.
  • Environmental Consideration: While this compound holds industrial significance, it’s important to regard its impacts on the environment. Researchers are exploring ways to mitigate any potential toxicity associated with its use.
  • Human Health: Due to its chlorinated structure, caution is advised when handling this substance. Regulatory frameworks often establish guidelines to ensure safe usage in industrial processes.

In summary, 3-chloroprop-2-enoic acid not only exemplifies the complexity of organic compounds but also serves important roles in both industrial applications and ongoing research in chemistry. Its unique properties make it a compound worth studying for their potential and implications in various fields.

Synonyms
(Z)-3-chloroacrylicacid
2-propenoic acid, 3-chloro-, (2Z)-
MFCD00004368
SCHEMBL111106
DTXSID3074993
SY061636
DB-046154
NS00045928