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2-Chlorocinnamic acid

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Identification
Molecular formula
C9H7ClO2
CAS number
3752-25-8
IUPAC name
3-(2-chlorophenyl)prop-2-enoic acid
State
State

At room temperature, 2-Chlorocinnamic acid is typically in a solid state. It can be converted into other forms through processes such as recrystallization.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
303.00
Boiling point (Kelvin)
576.15
General information
Molecular weight
170.60g/mol
Molar mass
170.5860g/mol
Density
1.3090g/cm3
Appearence

2-Chlorocinnamic acid typically appears as off-white to light yellow crystalline powder. The crystals might reflect light, giving them a slight sheen, and it is known to be slightly soluble in water.

Comment on solubility

Solubility of 3-(2-chlorophenyl)prop-2-enoic acid

The solubility of 3-(2-chlorophenyl)prop-2-enoic acid, known for its aromatic and aliphatic characteristics, presents some interesting traits. Its behavior in various solvents is primarily influenced by the chemical structure and the functional groups present.

Key Solubility Characteristics:

  • Polar Solvents: This compound is typically more soluble in solvents with polar characteristics due to its carboxylic acid group, which can engage in hydrogen bonding.
  • Non-Polar Solvents: In non-polar solvents, the solubility of 3-(2-chlorophenyl)prop-2-enoic acid tends to decrease significantly, as the aromatic component attracts non-polar substances less effectively.
  • pH Influence: The dissociation of the carboxylic acid in basic environments can enhance solubility by forming anionic species, which are generally more soluble in aqueous solutions.

In summary, when assessing the solubility of 3-(2-chlorophenyl)prop-2-enoic acid, one can conclude that:

  1. The solubility is notably higher in polar solvents.
  2. Increasing the pH can improve solubility due to dissociation.
  3. Overall, the interaction of the compound with the solvent largely dictates its solubility profile.

Thus, understanding the solubility of this compound provides valuable insights into its potential applications in various chemical environments and reactions.

Interesting facts

Interesting Facts about 3-(2-Chlorophenyl)prop-2-enoic Acid

3-(2-Chlorophenyl)prop-2-enoic acid, often referred to in scientific circles as a derivative of cinnamic acid, holds significance in both chemistry and pharmaceutical research. This compound features a distinctive structure that sets it apart from many other organic molecules.

Chemical Attributes

  • Substituent Impact: The presence of the 2-chlorophenyl group influences the electronic properties of the compound, affecting its reactivity and interactions with biological systems.
  • Reactivity: This acid can participate in various organic reactions, making it a valuable intermediate in synthetic chemistry for generating complex molecules.
  • Functional Groups: The carboxylic acid moiety provides acid-base properties, which are crucial for its behavior in biological systems and reaction mechanisms.

Biological Relevance

Research has shown that compounds similar to 3-(2-chlorophenyl)prop-2-enoic acid exhibit biological activity, making them of interest in the field of pharmacology. Some related compounds are known for:

  • Antioxidant activity
  • Potential anti-inflammatory properties
  • Role in metabolic processes

Applications in Industry

Beyond its academic interest, this compound serves several practical applications:

  • Synthetic Chemistries: It is used as a building block for synthesizing pharmaceuticals, agrochemicals, and materials science.
  • Research Tool: Scientists often utilize it to study mechanisms of action in biological systems or to probe the effects of chlorinated compounds on metabolic pathways.

In conclusion, 3-(2-chlorophenyl)prop-2-enoic acid is more than just an organic compound. Its unique properties, potential health benefits, and applications in various fields make it an intriguing subject for further research and exploration in chemistry.

Synonyms
3-(2-chlorophenyl)acrylic acid
3-(2-chlorophenyl)prop-2-enoic acid
3-(2-chloro-phenyl)-acrylic acid
2-chloro-cinnamic acid
NCIOpen2_001688
DTXSID001035212
AAA93958
STR03476
AKOS025243241
SY003739
DB-049125
3-(2-Chlorophenyl)propenoic acid;o-Chlorocinnamic acid