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Diclofenac

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Identification
Molecular formula
C14H11Cl2NO2
CAS number
15307-86-5
IUPAC name
2-(3,6-dichloro-2-methoxy-phenyl)acetic acid
State
State

Diclofenac is typically in a solid state at room temperature. It is presented in the form of powders or crystals, most commonly used as sodium or potassium salts in pharmaceutical formulations.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
308.00
Boiling point (Kelvin)
581.15
General information
Molecular weight
296.15g/mol
Molar mass
296.1490g/mol
Density
1.3250g/cm3
Appearence

Diclofenac appears as a white to slightly yellow crystalline powder. It is odorless or has a faint characteristic odor and is usually quite soluble in organic solvents such as ethanol and methanol.

Comment on solubility

Solubility of 2-(3,6-dichloro-2-methoxy-phenyl)acetic acid

The solubility of 2-(3,6-dichloro-2-methoxy-phenyl)acetic acid is influenced by its chemical structure and the functional groups present. As a carboxylic acid, it possesses both hydrophilic and hydrophobic characteristics:

  • Hydrophilic functional groups: The carboxylic acid group (-COOH) can form hydrogen bonds with water molecules, enhancing its solubility in polar solvents.
  • Hydrophobic regions: The presence of chlorinated and methoxy-substituted phenyl groups can introduce hydrophobicity, which may limit solubility in water under certain conditions.

Consequently, the solubility of this compound can vary:

  • In water: Moderate solubility may be observed due to the carboxyl group, though the bulky groups can impede full dissolution.
  • In organic solvents: This compound is likely to be more soluble in non-polar to slightly polar organic solvents, where the hydrophobic parts can interact favorably.

As a general rule, "like dissolves like," meaning that the solubility of 2-(3,6-dichloro-2-methoxy-phenyl)acetic acid can be predicted based on the polarity of the solvent used:

  • Polar solvents: May offer limited solubility.
  • Non-polar solvents: Increased solubility is expected due to structural compatibility.

In conclusion, the solubility of 2-(3,6-dichloro-2-methoxy-phenyl)acetic acid is a balance between its polar carboxylic acid group and its non-polar aromatic components, determining how it behaves in various solvent environments.

Interesting facts

Interesting Facts about 2-(3,6-Dichloro-2-methoxy-phenyl)acetic Acid

2-(3,6-Dichloro-2-methoxy-phenyl)acetic acid is a fascinating compound with a variety of implications in both medicinal and chemical contexts. Here are some intriguing aspects:

  • Pharmaceutical Applications: This compound has been studied for its potential role in the development of anti-inflammatory drugs. Its unique structure allows for interactions with biological targets, potentially alleviating pain and inflammation.
  • Substituted Phenyl Group: The presence of a dichloro group and a methoxy group on the phenyl ring contributes to the compound's reactivity. The electronic effects of these substituents play a crucial role in defining its chemical behavior and reactivity.
  • Chirality and Stereochemistry: Understanding the stereochemistry of this compound can provide insights into its biological activity. The spatial arrangement of atoms in chiral centers is critical for ensuring the desired pharmacological effects.
  • Environmental Considerations: As environmental concerns grow, the behavior of compounds like this in ecosystems is under scrutiny. The breakdown products and their effects on wildlife are significant topics in environmental chemistry.
  • Research Trends: Current research is delving into the synthesis and modification of this compound to enhance its efficacy and reduce side effects, demonstrating the ongoing relevance of this compound in modern chemistry.

In summary, 2-(3,6-Dichloro-2-methoxy-phenyl)acetic acid acts as a bridge connecting chemistry and pharmacology, illustrating how a single compound can significantly impact various fields. As quoted by a prominent chemist, “The beauty of chemistry lies in its ability to reveal nature's secrets through simple molecular structures.” The ongoing exploration of such compounds continues to unravel the complexities of both nature and medicine.

Synonyms
3004-74-8
3,6-Dichloro-2-methoxybenzeneacetic acid
Benzeneacetic acid, 3,6-dichloro-2-methoxy-
DTXSID70184104
DTXCID40106595
3,6-DICHLORO-2-METHOXYPHENYLACETIC ACID
SCHEMBL8667611
2-Methoxy-3,6-dichlor-phenylessigsaure