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2,4-D herbicide

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Identification
Molecular formula
C8H6Cl2O3
CAS number
94-75-7
IUPAC name
2-(3,4-dichlorophenoxy)acetic acid
State
State
At room temperature, this compound is typically found as a solid. In industrial or agricultural applications, it may also be found in solutions or formulations with other chemicals.
Melting point (Celsius)
138.50
Melting point (Kelvin)
411.65
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
221.04g/mol
Molar mass
221.0450g/mol
Density
1.5635g/cm3
Appearence

2-(3,4-Dichlorophenoxy)acetic acid is a white to yellow crystalline solid. It is commonly available in various forms such as powder or crystals, depending on the degree of hydration and specific formulation used in agricultural products.

Comment on solubility

Solubility of 2-(3,4-dichlorophenoxy)acetic acid

2-(3,4-dichlorophenoxy)acetic acid, commonly known as dicamba, displays interesting solubility characteristics that are pivotal for its applications. Understanding its solubility involves considering several key factors:

  • Water Solubility: Dicamba is moderately soluble in water, with solubility values typically ranging around 2-3 g/L at room temperature. This moderate solubility enables some degree of environmental mobility.
  • Solvent Compatibility: It is more soluble in organic solvents such as methanol and acetonitrile, which can enhance its effectiveness in various formulations.
  • pH Influence: The solubility of dicamba is also influenced by pH levels. It tends to be more soluble in alkaline conditions, where the carboxylic acid group can ionize, increasing its aqueous solubility.

In agricultural practices, this property is particularly useful because it allows for effective dispersion when applied as an herbicide. However, the solubility can also raise concerns about persistence in soil and potential leaching into water sources.

In summary, the solubility profile of 2-(3,4-dichlorophenoxy)acetic acid is characterized by:

  • Moderate solubility in water, enhancing its usability in agricultural applications.
  • Increased solubility in various organic solvents aiding in formulation.
  • Dependence on pH, which can alter its solubility dynamics.

Understanding these factors is crucial for optimizing its use while minimizing potential environmental impacts.

Interesting facts

Interesting Facts About 2-(3,4-Dichlorophenoxy)acetic Acid

2-(3,4-Dichlorophenoxy)acetic acid, commonly known as Dicamba, is a fascinating chemical compound that plays a significant role in agriculture, particularly as a herbicide. Here are some intriguing points about this compound:

  • Agricultural Impact: Dicamba is primarily used to control broadleaf weeds in crops such as soybeans and corn. Its efficacy allows farmers to sustainably manage weeds without resorting to more harmful chemical alternatives.
  • Modes of Action: This herbicide mimics the natural plant hormone auxin, leading to uncontrolled plant growth and, ultimately, the death of weed plants. Understanding this mechanism is vital for developing effective weed management strategies.
  • Environmental Considerations: While effective, Dicamba's use has raised concerns regarding its volatility and the potential for off-target movement, which can affect non-target crops and ecosystems. Scientists continuously study and develop formulations that reduce such risks.
  • Resistance Management: As with many herbicides, there is a growing issue of weed resistance. Integrated weed management practices, including rotating herbicides like Dicamba with other modes of action, help mitigate this problem.
  • Regulatory Aspects: In many countries, the registration and use of Dicamba are strictly regulated. Ongoing research is essential to ensure that its application remains safe for the environment while still benefiting agricultural productivity.

In conclusion, Dicamba represents a critical intersection of chemistry, agriculture, and environmental science. As research continues, the compound's applications and impact on sustainable farming practices remain ever-evolving. As a chemistry student or scientist, understanding compounds like Dicamba can lead to innovative solutions for modern agricultural challenges.

Synonyms
3,4-Dichlorophenoxyacetic acid
588-22-7
(3,4-Dichlorophenoxy)acetic acid
3,4-DA
EINECS 209-612-4
ZT6YT42EV4
BRN 1969638
CHEBI:393747
NSC-39017
NSC-525057
Acetic acid, 2-(3,4-dichlorophenoxy)-
DTXSID70207524
4-06-00-00954 (Beilstein Handbook Reference)
DTXCID20130015
inchi=1/c8h6cl2o3/c9-6-2-1-5(3-7(6)10)13-4-8(11)12/h1-3h,4h2,(h,11,12
snyrxhulaweecu-uhfffaoysa-n
2-(3,4-dichlorophenoxy)acetic acid
3,4-D
NSC 39017
Acetic acid, (3,4-dichlorophenoxy)-
NSC 525057
MFCD00004303
Acetic acid,4-dichlorophenoxy)-
UNII-ZT6YT42EV4
SCHEMBL118785
CHEMBL175414
2-(3,4-dichlorophenoxy)aceticacid
phenoxyacetic acid, 3,4-dichloro-
AAA58822
NSC39017
(3,4-Dichloro-phenoxy)-acetic acid
NSC525057
STK315910
3,4-Dichlorophenoxyacetic acid, 96%
AKOS000128167
DS-3338
SY168727
DB-388831
CS-0128757
NS00034022
EN300-34142
A50585
AK-968/41169454
Q27225741
Z65558737