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2,5-Dichloro-4-methylbenzoic acid

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Identification
Molecular formula
C8H6Cl2O2
CAS number
133-19-3
IUPAC name
2,5-dichloro-4-methyl-benzoic acid
State
State

At room temperature, 2,5-Dichloro-4-methylbenzoic acid is typically in a solid state. This is due to strong intermolecular forces in the crystalline structure, which are a result of its molecular weight and the presence of the dichlorinated phenyl group that enhances its overall stability and solidity at ambient conditions.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
332.00
Boiling point (Kelvin)
605.15
General information
Molecular weight
203.05g/mol
Molar mass
203.0490g/mol
Density
1.5510g/cm3
Appearence

2,5-Dichloro-4-methylbenzoic acid usually appears as white to off-white crystalline powder. The presence of chlorine atoms in the aromatic ring contributes to its distinctive color. It is a chlorinated benzoic acid, making it slightly more dense and giving it the potential for a higher melting point compared to non-halogenated benzoic acids.

Comment on solubility

Solubility of 2,5-Dichloro-4-methyl-benzoic Acid

2,5-Dichloro-4-methyl-benzoic acid, with the chemical formula C9H7Cl2O2, exhibits moderate solubility characteristics that can vary based on several factors. Here are some key points to consider:

  • Water Solubility: Generally, this compound has limited solubility in water due to its hydrophobic aromatic structure. The presence of chlorine substituents slightly enhances its ability to interact with water, yet it remains insoluble in a significant amount.
  • Solvents: 2,5-Dichloro-4-methyl-benzoic acid demonstrates better solubility in organic solvents such as:
    • Alcohols (e.g., ethanol)
    • Aromatics (e.g., toluene)
    • Acetone
  • pH Influence: The solubility may also be affected by pH levels. In a more acidic environment, the carboxylic acid group can exist in its non-ionized form, potentially influencing its solubility.
  • Temperature Factor: Like many organic compounds, increasing the temperature may improve solubility as it enhances molecular motion and interactions with the solvent.

In conclusion, while 2,5-dichloro-4-methyl-benzoic acid is not highly soluble in water, it shows better compatibility with organic solvents and varying solubilities depending on environmental conditions. Understanding these solubility characteristics is essential for applications in chemical synthesis and formulation.

Interesting facts

Interesting Facts About 2,5-Dichloro-4-methyl-benzoic Acid

2,5-Dichloro-4-methyl-benzoic acid is an intriguing compound that finds its place in both industrial applications and the study of organic chemistry.

Key Highlights:

  • Structural Characteristics: This compound showcases a benzoic acid structure, which is a fundamental scaffold in organic synthesis. The presence of two chlorine atoms at the 2 and 5 positions, as well as a methyl group at the 4 position, influences its reactivity and properties.
  • Synthesis: The synthesis of this compound may involve nucleophilic substitution reactions and can serve as an excellent example for students learning about halogenated benzoic acids. The selective introduction of chlorine and methyl groups can be an engaging topic of discussion in organic synthesis courses.
  • Biological Activity: Some derivatives of benzoic acids are well-known for exhibiting antimicrobial and antifungal properties. Understanding how 2,5-dichloro-4-methyl-benzoic acid interacts with biological systems can be vital in pharmacology and medicinal chemistry.
  • Environmental Considerations: Chlorinated compounds often have implications for environmental chemistry. The study of how this compound behaves in nature—its degradation pathways and potential for bioaccumulation—can lead to fascinating discussions on sustainability and environmental impact.

As a versatile compound with multiple functional groups and versatile applications, 2,5-dichloro-4-methyl-benzoic acid represents a key study subject for budding chemists and seasoned researchers alike. Its significance spans from basic chemistry education to real-world applications in pharmaceuticals and industry.

In conclusion, the exploration of this compound provides valuable insights into not only the world of organic chemistry but also its implications in various fields such as agriculture, medicine, and environmental science.

Synonyms
2,5-DICHLORO-4-METHYLBENZOIC ACID
21460-88-8
MFCD24479896
2,5-Dichloro-4-methylbenzoicacid
2,5-dichloro-4-methyl-benzoic acid
SCHEMBL8340285
DTXSID00175742
KZEKKSQWQXNSBB-UHFFFAOYSA-N
CL9569
SY244103
DB-392089
CS-0161511
EN300-1276354
F500096