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Trichloroacrylic acid

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Identification
Molecular formula
C3HCl3O2
CAS number
808-23-3
IUPAC name
2,3,3-trichloroprop-2-enoic acid
State
State

At room temperature, trichloroacrylic acid is typically found in a solid state. It is a crystalline compound that is stable under normal conditions but should be handled with care due to its corrosive nature.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
252.00
Boiling point (Kelvin)
525.15
General information
Molecular weight
177.41g/mol
Molar mass
177.4140g/mol
Density
1.5400g/cm3
Appearence

Trichloroacrylic acid appears as white crystals or a crystalline powder. It may also appear as colorless crystals under certain conditions. The compound is known for its sharp acidic smell.

Comment on solubility

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

2,3,3-Trichloroprop-2-enoic acid, often referred to as a chlorinated fatty acid, exhibits particular solubility characteristics that are noteworthy in the context of chemical applications and environmental behavior. Here are some key points regarding its solubility:

  • Polar Nature: Due to the presence of multiple chlorine substituents and a carboxylic acid group, this compound is highly polar, which generally enhances its solubility in polar solvents.
  • Water Solubility: While alkyl chains tend to decrease water solubility, the strong electronegative influence of the chlorine atoms and the acidic group contribute to a notable degree of solubility in water.
  • Solvent Dependency: It readily dissolves in organic solvents such as ethanol and acetone, which can be attributed to the compound's hydrophilic (water-attracting) and lipophilic (fat-attracting) properties.
  • pH Influence: The solubility can also be affected by the pH of the solution; in acidic conditions, the carboxylic acid group remains protonated, while in basic conditions, it can dissociate, increasing aqueous solubility significantly.
  • Environmental Consideration: The solubility in water and organic solvents raises considerations for its behavior in biological systems and the environment.

In summary, the solubility of 2,3,3-trichloroprop-2-enoic acid is influenced by its molecular structure and the chemical environment, making it a subject of interest for researchers studying both chemical properties and environmental impact.

Interesting facts

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

2,3,3-Trichloroprop-2-enoic acid, commonly known as trichloroacrylic acid, is a fascinating compound with several intriguing characteristics and applications. Here are some highlights:

  • Synthesis and Structure: This acid is derived from acrylic acid, where chlorine substituents replace hydrogen atoms on specific carbon atoms. This substitution leads to enhanced reactivity, making it an interesting subject for chemical reactions.
  • Applications in Agriculture: Trichloroacrylic acid is employed as an intermediate in the formulation of various herbicides. It contributes to the development of products that effectively control unwanted plant growth, making it vital for agricultural practices.
  • Environmental Impact: Due to its chlorinated nature, it’s important to consider the environmental implications of using this compound. Proper handling and regulation are crucial to minimize its impact on ecosystems.
  • Research Potential: The compound has garnered attention in research settings, particularly in studies focusing on its behavior in biological systems, as well as its potential toxicity and metabolic pathways within living organisms.
  • Regulatory Status: As with many chlorinated compounds, 2,3,3-trichloroprop-2-enoic acid is subject to stringent regulations. Scientists must navigate these regulations while exploring its uses and safety profiles.

In conclusion, 2,3,3-trichloroprop-2-enoic acid embodies a blend of utility and complexity, serving as an essential player in both agricultural and research domains. As we advance our understanding of this compound, it will undoubtedly continue to reveal new chemistry and applications.

Synonyms
2,3,3-Trichloroacrylic acid
2257-35-4
Perchlorovinylic acid
EINECS 218-856-0
DTXSID90177093
2,3,3-TRICHLORO-2-PROPENOIC ACID
DTXCID4099584
218-856-0
Trichloroacrylic acid
2,3,3-trichloroprop-2-enoic acid
trichloroprop-2-enoic acid
2-Propenoic acid, 2,3,3-trichloro-
5394-04-7
TRICHLOROACRYLICACID
trichlor-acrylsaure
2-Propenoic acid,2,3,3-trichloro-
SCHEMBL34036
682D8NWU8M
WMUBNWIGNSIRDH-UHFFFAOYSA-N
MFCD00015455
AKOS006229357
DB-355076
CS-0333544
NS00027217
G67417
EN300-4254158
InChI=1/C3HCl3O2/c4-1(2(5)6)3(7)8/h(H,7,8