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3,3-dichloroacrylic acid

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Identification
Molecular formula
C3H2Cl2O2
CAS number
10093-89-5
IUPAC name
3,3-dichloroprop-2-enoic acid
State
State

3,3-Dichloroacrylic acid is a solid at room temperature. It typically exists in a stable crystalline form, allowing for easy handling and storage under standard laboratory conditions.

Melting point (Celsius)
35.00
Melting point (Kelvin)
308.15
Boiling point (Celsius)
227.00
Boiling point (Kelvin)
500.15
General information
Molecular weight
142.98g/mol
Molar mass
142.9820g/mol
Density
1.3940g/cm3
Appearence

3,3-Dichloroacrylic acid typically appears as a colorless crystalline solid. It is known for its distinctive acrid odor. The compound's crystalline form is often evident in its solid state, reflecting its purity and chemical structure significantly.

Comment on solubility

Solubility of 3,3-Dichloroprop-2-enoic Acid

3,3-Dichloroprop-2-enoic acid, a chlorinated organic compound, exhibits unique solubility characteristics largely influenced by its molecular structure and functional groups. Generally, the solubility of this compound can be discussed as follows:

  • Polarity: The presence of the carboxylic acid group (-COOH) increases the polarity of the compound, allowing for interactions with polar solvents.
  • Solvent Compatibility:
    • Water: 3,3-Dichloroprop-2-enoic acid is expected to be soluble in water due to hydrogen bonding capabilities.
    • Organic Solvents: It may also be soluble in several organic solvents, such as alcohols and acetone, which can stabilize the molecule through dipole interactions.
  • Concentration Factors: The degree of solubility may depend on concentration; higher temperatures could enhance solubility, particularly in organic solvents.

As a general rule, compounds with carboxylic acid functional groups typically show good solubility in polar solvents, making 3,3-dichloroprop-2-enoic acid a versatile compound for various applications in chemical processes. Always consider the conditions and the solvent’s nature when discussing the solubility of this intriguing compound.

Interesting facts

Interesting Facts about 3,3-Dichloroprop-2-enoic Acid

3,3-Dichloroprop-2-enoic acid, also known as dichloroacrylic acid, is a fascinating compound that belongs to the class of unsaturated carboxylic acids. Here are some key points that highlight its significance and applications:

  • Chemical Structure: The structure features both a double bond and a carboxylic acid functional group, which grants it unique reactivity compared to its saturated counterparts. The presence of two chlorine atoms makes it more electrophilic.
  • Biological Activity: This compound has garnered research interest due to its biological activity. Studies suggest that it may exhibit herbicidal and antifungal properties, making it a potential candidate for agricultural applications.
  • Synthesis: The synthesis of 3,3-dichloroprop-2-enoic acid often involves the chlorination of acrylic acid, showcasing the importance of chlorination reactions in organic chemistry. This process illustrates how subtle changes in molecular structure can lead to significant shifts in properties and reactivity.
  • Applications: It is primarily used as an intermediate in the production of various organic compounds. Furthermore, it is studied for its potential in the development of specialty polymers and other materials.
  • Environmental Impact: Understanding the environmental impact of such compounds is crucial. Research into its degradation products and overall environmental persistence helps assess its safety and ecotoxicology.
  • Research Opportunities: The unique properties of 3,3-dichloroprop-2-enoic acid open up numerous avenues for future research. Its mechanisms of action, particularly in biological systems, can provide insights into both plant biology and the development of new agricultural products.

In conclusion, 3,3-dichloroprop-2-enoic acid represents a remarkable intersection of industrial utility and biochemical intrigue. As research continues, its full potential—whether in chemistry, agriculture, or materials science—remains an exciting topic for chemists and students alike.

Synonyms
1561-20-2
3,3-dichloropropenoic acid
3,3-dichloroprop-2-enoic acid
2-Propenoic acid, 3,3-dichloro-
DTXSID101023620
DTXCID401578
830-778-4
3,3-dichloroacrylic acid
3,3-DICHLORO-2-PROPENOIC ACID
MFCD11502460
3,3-dichloroacrylicacid
SCHEMBL988365
CHEBI:186566
HYODZVPUCNBWNY-UHFFFAOYSA-N
BAA56120
BCP34639
LMFA01090073
AKOS006376239
AS-44280
SY073259
CS-0215142
A10419
EN300-227033
Z1205493743
InChI=1/C3H2Cl2O2/c4-2(5)1-3(6)7/h1H,(H,6,7