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2-Chloro-3,5,6-trimethylbenzoic acid

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Identification
Molecular formula
C10H11ClO2
CAS number
37965-59-0
IUPAC name
2-chloro-3,5,6-trimethyl-benzoic acid
State
State

At room temperature, 2-Chloro-3,5,6-trimethylbenzoic acid is in a solid state.

Melting point (Celsius)
149.50
Melting point (Kelvin)
422.65
Boiling point (Celsius)
369.20
Boiling point (Kelvin)
642.35
General information
Molecular weight
198.65g/mol
Molar mass
198.6510g/mol
Density
1.2794g/cm3
Appearence

2-Chloro-3,5,6-trimethylbenzoic acid is a solid compound that typically forms white to off-white crystalline powder. It can vary in appearance slightly depending on purity and particle size, but it is generally consistent in its fine powder form.

Comment on solubility

Solubility of 2-chloro-3,5,6-trimethyl-benzoic acid

2-chloro-3,5,6-trimethyl-benzoic acid, with its complex structure, exhibits unique solubility characteristics. This compound is known for its limited solubility in water, which can be attributed to several factors:

  • Hydrophobic groups: The presence of the trimethyl groups contributes to a hydrophobic nature, decreasing its affinity for polar solvents like water.
  • Acidic nature: As a benzoic acid derivative, it has the ability to ionize in aqueous solutions. However, the overall solubility remains low due to steric hindrance from the bulky methyl and chloro substituents.
  • Solvent interaction: It is more soluble in organic solvents such as ethanol or acetone, where the hydrophobic interactions can be better accommodated.

In summary, while 2-chloro-3,5,6-trimethyl-benzoic acid is not highly soluble in water, it demonstrates a greater affinity for non-polar organic solvents. This emphasizes the importance of considering both sterics and polarity when evaluating the solubility of organic compounds.

Interesting facts

Interesting Facts about 2-chloro-3,5,6-trimethyl-benzoic acid

2-chloro-3,5,6-trimethyl-benzoic acid, a fascinating aromatic compound, showcases the intricate relationships between structure and reactivity. Its unique configuration not only gives it interesting chemical properties but also enables a variety of applications in synthetic chemistry.

Key Characteristics

  • Functional Groups: The presence of a carboxylic acid and a chloro group in the molecule significantly influences its acid-base behavior and nucleophilic substitution reactions.
  • Substituents: The three methyl groups introduce steric hindrance, which can affect the reactivity of the compound and its ability to participate in hydrogen bonding.
  • Aromaticity: The molecular structure includes a benzene ring, which imparts stability and influences the compound's behavior in electrophilic aromatic substitution reactions.

Applications and Uses

2-chloro-3,5,6-trimethyl-benzoic acid is often utilized in various fields, such as:

  • As an intermediate in the synthesis of dyes and pigments.
  • In the formulation of pharmaceutical compounds where its unique structure can enhance biological activity.
  • In the production of agrochemicals, where it can improve pest resistance in crops.

Scientific Insight

One of the compelling aspects of this compound is its potential in interdisciplinary research. As chemists seek to create more efficient synthetic pathways, compounds like 2-chloro-3,5,6-trimethyl-benzoic acid can serve as valuable building blocks in complex organic synthesis. As a student of chemistry, understanding its properties and reactions opens a window into:

  • The complexities of aromatic chemistry.
  • The strategic design of organic compounds for targeted applications.
  • The role of substituents in influencing reactivity and stability.

In conclusion, 2-chloro-3,5,6-trimethyl-benzoic acid not only embodies the elegance of organic chemistry but also emphasizes the importance of molecular structure in determining chemical behavior and practical applications. Its ability to bridge various fields of research makes it a compound worth studying in depth.

Synonyms
2-Chloro-3,5,6-trimethylbenzoic acid
18354-26-2
BENZOIC ACID, 2-CHLORO-3,5,6-TRIMETHYL-
NSC 96587
BRN 2577649
DTXSID10171432
DTXCID5093923
U8F25XZV6L
NSC-96587
NSC96587
UNII-U8F25XZV6L