Skip to main content

2,4-Dichlorophenoxyacetic acid

ADVERTISEMENT
Identification
Molecular formula
C8H6Cl2O3
CAS number
94-75-7
IUPAC name
3-amino-2,4,5-trichloro-benzoic acid;1-[bis(2-hydroxypropyl)amino]propan-2-ol;2-(2,4-dichlorophenoxy)acetic acid
State
State

2,4-Dichlorophenoxyacetic acid is commonly a solid at room temperature.

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
1.4860g/cm3
Appearence

The compound appears as a white to yellowish crystalline solid.

Comment on solubility

Solubility of 3-amino-2,4,5-trichloro-benzoic acid; 1-[bis(2-hydroxypropyl)amino]propan-2-ol; 2-(2,4-dichlorophenoxy)acetic acid

This compound, a complex combination of functional groups, exhibits noteworthy solubility characteristics influenced by its diverse structural elements. The solubility behavior can be dissected into distinct segments according to each component's properties:

  • 3-amino-2,4,5-trichloro-benzoic acid: This aromatic compound is expected to have moderate solubility in water due to the presence of polar amino and carboxyl groups. However, the three chlorine atoms introduce hydrophobic characteristics, potentially limiting its overall aqueous solubility.
  • 1-[bis(2-hydroxypropyl)amino]propan-2-ol: This amino alcohol is highly soluble in water thanks to its multiple hydroxy (-OH) groups that can form hydrogen bonds with water molecules. This results in excellent solubility and compatibility with aqueous phases.
  • 2-(2,4-dichlorophenoxy)acetic acid: Although it contains a carboxylic acid group, the presence of the dichlorophenoxy moiety can diminish water solubility. Polar interactions from the carboxyl group may aid solubility, but the hydrophobic aromatic system poses a challenge.

In conclusion, the overall solubility of this compound in water can be described as variable:

  • Good solubility from the propanol part.
  • Moderate solubility from the amino acid component.
  • Restricted solubility due to hydrophobic influences from chlorinated aromatic parts.

Understanding the solubility profile of such multi-faceted compounds is crucial for their application in various fields, including pharmaceuticals and agrochemicals. It highlights the importance of considering both polar and nonpolar interactions in assessing solubility.

Interesting facts

3-amino-2,4,5-trichloro-benzoic acid

3-amino-2,4,5-trichloro-benzoic acid, often referred to in the context of various biochemical studies, is an intriguing compound with significant implications in the field of medicinal chemistry. Here are some captivating aspects:

  • Pharmaceutical Applications: This compound is of interest in the development of herbicides and pharmaceuticals due to its structural similarity to naturally occurring compounds.
  • Toxicological Studies: Research has indicated potential toxic effects, prompting studies focused on its environmental impact and safety profile.
  • Mechanisms of Action: It may interact with specific biological pathways, making it a subject of interest for scientists looking to understand its mechanisms and effects on living organisms.
  • Chlorine Atoms: The presence of multiple chlorine atoms in its structure can confer unique properties, influencing its reactivity and interactions with biological systems.

1-[bis(2-hydroxypropyl)amino]propan-2-ol

This compound, known as 1-[bis(2-hydroxypropyl)amino]propan-2-ol, presents a fascinating blend of chemical properties that make it an essential substance in various applications:

  • Surfactant Properties: Its amphoteric nature allows it to function effectively as a surfactant, which is crucial in formulations ranging from detergents to personal care products.
  • Biocompatibility: The presence of hydroxyl groups lends the compound favorable biocompatibility, making it suitable for use in pharmaceutical formulations.
  • Reactivity: The amino and alcohol functional groups can participate in a variety of chemical reactions, expanding its utility in organic synthesis.
  • Research Interest: Scientists are actively studying this compound for potential applications in drug delivery systems and as an excipient in pharmaceutical development.

2-(2,4-dichlorophenoxy)acetic acid

2-(2,4-dichlorophenoxy)acetic acid, commonly known as a synthetic auxin, has several noteworthy characteristics that highlight its role in plant biology and agriculture:

  • Agricultural Significance: This compound is widely used as a herbicide for controlling broadleaf plants, underlining its importance in modern agricultural practices.
  • Plant Growth Regulation: As a synthetic auxin, it mimics natural plant hormones, influencing growth processes and developmental responses.
  • Environmental Impact: Studies into its behavior and breakdown in soils help scientists assess its environmental impact and long-term ecological effects.
  • Research Applications: This compound is frequently used in experimental biology to study genetic expression and plant responses under various conditions.
Synonyms
TORDON 50D
8067-55-8
Tordon 101
Tordon 101R
Tordon 101 mixt.
NS00121373