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4-Chlorocinnamic acid

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Identification
Molecular formula
C9H7ClO2
CAS number
7400-48-0
IUPAC name
3-(4-chlorophenyl)prop-2-enoic acid
State
State

At room temperature, 4-Chlorocinnamic acid is in a solid state, usually found as a crystalline powder.

Melting point (Celsius)
246.00
Melting point (Kelvin)
519.15
Boiling point (Celsius)
362.70
Boiling point (Kelvin)
635.85
General information
Molecular weight
182.61g/mol
Molar mass
182.6150g/mol
Density
1.3080g/cm3
Appearence

4-Chlorocinnamic acid appears as a white crystalline solid. Its appearance is typical of carboxylic acids in powder form, and it may also be available as needle-like crystals depending on the method of crystallization.

Comment on solubility

Solubility of 3-(4-chlorophenyl)prop-2-enoic acid

3-(4-chlorophenyl)prop-2-enoic acid, commonly known as 4-chlorocinnamic acid, exhibits intriguing solubility characteristics due to its molecular structure and functional groups. Generally, the solubility of this compound in various solvents can be summarized as follows:

  • Polar solvents: 4-chlorocinnamic acid shows limited solubility in water due to its hydrophobic phenyl group.
  • Non-polar solvents: It is more soluble in organic solvents such as ethanol, benzene, and dichloromethane.
  • Temperature effect: Solubility may increase with rising temperatures, making heating a potential strategy for dissolution.

In summary, while 4-chlorocinnamic acid is not highly soluble in water, its solubility is significantly enhanced in organic solvents. This behavior underscores the importance of solvent choice in chemical applications and reactions involving this compound.

Interesting facts

Interesting Facts about 3-(4-Chlorophenyl)prop-2-enoic Acid

3-(4-Chlorophenyl)prop-2-enoic acid, often referred to as a key intermediate in organic synthesis, is notable for its unique structural features and applications in various fields. Here are some interesting aspects of this compound:

  • Chemical Structure: This compound features a prop-2-enoic acid backbone, which includes a double bond and a carboxylic acid functional group. The substitution of a 4-chlorophenyl moiety enhances its reactivity and polar characteristics.
  • Biological Activity: Due to the presence of the chlorine atom on its phenyl ring, 3-(4-chlorophenyl)prop-2-enoic acid exhibits interesting biological properties. It has been studied for its potential in agrochemical applications, particularly in herbicides.
  • Synthetic Utility: This compound serves as an important building block in organic synthesis. It allows chemists to design and create more complex molecules through various reaction pathways, making it a valuable component in pharmaceutical development.
  • Conjugated System: The compound features a conjugated double bond system which can affect its reactivity and stability. This property is crucial for its role in resonance structures and can influence interactions with other chemical entities.
  • Environmental Considerations: The chlorinated compounds in general have been under scrutiny due to their potential effects on environmental and human health. Understanding the behavior of 3-(4-chlorophenyl)prop-2-enoic acid is essential for mitigating any negative impacts it may have.

In summary, 3-(4-chlorophenyl)prop-2-enoic acid is not just a simple organic compound; it embodies a rich tapestry of chemical research implications, biological activity, and synthesis potential. As scientists delve deeper into its properties and functionalities, this compound continues to be of significant interest in the fields of chemistry and environmental science.

Synonyms
2-Propenoic acid, 3-(4-chlorophenyl)-
DTXSID3075098
DTXCID2035194
2-Propenoic acid, 3-(4-chlorophenyl)-(9CI)
3-(4-chlorophenyl)acrylic acid
3-(4-chlorophenyl)prop-2-enoic acid
p-chloro-cinnamic acid
ChemDiv3_014237
SCHEMBL126171
GXLIFJYFGMHYDY-UHFFFAOYSA-N
3-(4-Chloro-phenyl)-acrylic acid
AKOS017268979
AB00377
SY003740
DB-043494
p-Chlorocinnamic acid; trans-3-(4-Chlorophenyl)propenoic acid