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2,4-Dichlorophenoxyacetic acid

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Identification
Molecular formula
C8H6Cl2O3
CAS number
94-75-7
IUPAC name
3,6-dichloro-2-methoxy-benzoic acid;2-(2,4-dichlorophenoxy)acetic acid
State
State
Solid at room temperature. Typically found in its solid form in chemical and laboratory settings.
Melting point (Celsius)
140.50
Melting point (Kelvin)
413.65
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
221.04g/mol
Molar mass
221.0370g/mol
Density
1.5630g/cm3
Appearence

2,4-Dichlorophenoxyacetic acid appears as a white to faintly tan crystalline powder. It may also be found as crystals in its pure form. Due to its nature as an herbicide, it is typically provided in different salt forms which may slightly alter its physical appearance depending on formulation.

Comment on solubility

Solubility of 3,6-Dichloro-2-methoxy-benzoic acid; 2-(2,4-dichlorophenoxy)acetic acid

The solubility of the compound 3,6-dichloro-2-methoxy-benzoic acid; 2-(2,4-dichlorophenoxy)acetic acid can be assessed based on its molecular structure and the presence of functional groups. Here are some key points regarding its solubility:

  • Acidic Groups: The presence of carboxylic acid functional groups typically enhances solubility in polar solvents such as water.
  • Hydrophobic Parts: However, the introduction of multiple chlorine atoms and methoxy groups can impart hydrophobic characteristics, potentially reducing aqueous solubility.
  • Solvent Dependency: This compound may exhibit increased solubility in organic solvents like methanol, ethanol, or acetone compared to water.
  • pH Influence: The solubility can also be significantly affected by pH, with higher solubility observed in basic conditions where deprotonation of the acid occurs.

In summary, while the compound is expected to have some degree of solubility in polar solvents due to its acidic groups, the overall solubility will be influenced by its hydrophobic substituents and the solvent environment. As such, experimentation is recommended to precisely measure solubility across different conditions.

Interesting facts

Interesting Facts About 3,6-Dichloro-2-methoxy-benzoic Acid and 2-(2,4-dichlorophenoxy)acetic Acid

3,6-dichloro-2-methoxy-benzoic acid and 2-(2,4-dichlorophenoxy)acetic acid are fascinating compounds that have attracted considerable interest in the field of chemistry due to their unique structural features and applications. Here are some noteworthy aspects:

Key Characteristics

  • Substituted Aromatics: Both compounds feature aromatic rings that demonstrate the versatility of substitution patterns, especially with chlorine and methoxy groups. This makes them ideal for studying how different substituents influence chemical reactivity and physical properties.
  • Use in Agriculture: These compounds are often employed in the agricultural sector as herbicides. Their ability to inhibit plant growth makes them valuable tools in managing crop production and controlling unwanted vegetation.
  • Bioactivity: Research has shown that modifying aromatic compounds can lead to various biological effects. This can include antitumor activity, antimicrobial properties, and other pharmacological potentials. The study of these compounds can pave the way for developing new pharmaceuticals.

Chemical Behavior

The presence of chlorine atoms in these compounds significantly impacts their chemical behavior. Chlorine is known for its electronegativity and can affect the acidity and nucleophilicity of the compound:

  • Acidic Properties: The carboxylic acid group (-COOH) contributes to acidity, which can be enhanced or diminished by the surrounding substituents.
  • Nucleophilic Attacks: The electron-withdrawing nature of the chlorine atoms makes the carbon atoms on the aromatic ring more susceptible to nucleophilic attacks, which is a feature that chemists often explore in synthetic applications.

Research and Development

The ongoing research surrounding derivatives of these compounds highlights the importance of understanding structure-activity relationships (SAR). As stated by chemists in the field, “Small changes in molecular structure can lead to significant variations in biological activity.” This concept drives the synthesis of new derivatives that may have enhanced herbicidal or pharmacological properties.

In summary, the study of 3,6-dichloro-2-methoxy-benzoic acid and 2-(2,4-dichlorophenoxy)acetic acid provides a rich tapestry for exploration in both agricultural and medicinal chemistry, showcasing how molecular alterations can shape their function and utility in various applications.

Synonyms
Aminopielik D
Dicamba with 2,4-D
8068-77-7
574Z944WRJ
3,6-Dichloro-2-methoxybenzoic acid mixt. with (2,4-dichlorophenoxy)acetic acid
Benzoic acid, 3,6-dichloro-2-methoxy-, mixt. with (2,4-dichlorophenoxy)acetic acid
UNII-574Z944WRJ
2,4-D dicamba
ICEDIN FORTE
SCHEMBL2370184
2,4-D-DICAMBA MIXT.
DICAMBA-2,4-D MIXT.
CGORFGZRAYOMBV-UHFFFAOYSA-N
EPA PESTICIDE CHEMICAL CODE 029807
Q27261466
(2,4-dichlorophenoxy)acetic acid - 3,6-dichloro-2-methoxybenzoic acid (1:1)
mixt. with (2,4-dichlorophenoxy)acetic acid3,6-dichloro-2-methoxy-benzoic acid