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2-(2-chlorophenoxy)acetic acid

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Identification
Molecular formula
C8H7ClO3
CAS number
7085-19-0
IUPAC name
2-(2-chlorophenoxy)acetic acid
State
State

2-(2-chlorophenoxy)acetic acid is typically found in a solid state at room temperature.

Melting point (Celsius)
130.50
Melting point (Kelvin)
403.65
Boiling point (Celsius)
439.00
Boiling point (Kelvin)
712.15
General information
Molecular weight
186.59g/mol
Molar mass
186.5890g/mol
Density
1.3878g/cm3
Appearence

2-(2-chlorophenoxy)acetic acid appears as a crystalline solid, which is typically pale yellow to off-white in color. It may also appear as a powder in some preparations.

Comment on solubility

Solubility of 2-(2-chlorophenoxy)acetic acid

2-(2-chlorophenoxy)acetic acid, commonly known as 2,4-D, displays interesting characteristics regarding its solubility in various solvents.

General Solubility Characteristics

This compound is known for:

  • High solubility in organic solvents: It readily dissolves in solvents like ethanol and acetone.
  • Moderate solubility in water: While it is not highly soluble, 2-(2-chlorophenoxy)acetic acid can dissolve in water to some degree, especially at elevated temperatures.
  • pH dependent behavior: The solubility can be influenced significantly by the pH of the solution, with increased solubility observed in more alkaline conditions.

Key Factors Affecting Solubility

The solubility of this compound is influenced by:

  1. Temperature: Increased temperatures typically enhance solubility in water.
  2. Polarity of the solvent: More polar solvents can facilitate greater dissolution of polar compounds.
  3. Formation of salts: In more alkaline conditions, the deprotonated form of 2-(2-chlorophenoxy)acetic acid can form, increasing solubility.

In summary, while 2-(2-chlorophenoxy)acetic acid has moderate water solubility, its solubility profile is greatly influenced by temperature and the solvent environment. This compound’s behavior exemplifies the complexities of solubility and highlights the importance of considering various factors when working with chemical compounds.

Interesting facts

Interesting Facts about 2-(2-Chlorophenoxy)acetic Acid

2-(2-Chlorophenoxy)acetic acid is a fascinating compound that belongs to the family of phenoxy acids. This organic compound boasts several intriguing properties and applications that make it a subject of interest among chemists and biologists alike.

Key Characteristics

  • Agricultural Applications: This compound is commonly recognized as a herbicide, particularly in the management of broadleaf weeds. Its effectiveness in controlling unwanted plant growth makes it an essential tool in agricultural practices.
  • Plant Growth Regulator: Beyond its herbicidal properties, it functions as a plant growth regulator, influencing physiological activities in plants.
  • Active Ingredient: It is a key component in various formulations, allowing for targeted weed control while minimizing impact on desired crops.

Mechanism of Action

The mechanism by which 2-(2-chlorophenoxy)acetic acid acts involves:

  • Disruption of normal plant growth patterns
  • Interference with the synthesis of auxins, which are crucial hormones for plant development
  • Initiation of physiological responses that lead to the death of the targeted weed species

Importance in Research

Researchers appreciate 2-(2-chlorophenoxy)acetic acid not just for its applications, but also for its role in:

  • Studying Plant Responses: It provides valuable insights into how plants respond to hormonal treatments.
  • Environmental Impact Assessments: Its use necessitates the assessment of environmental effects, prompting studies on ecological balance and non-target species.

In conclusion, 2-(2-chlorophenoxy)acetic acid is more than just a herbicide; it is a significant compound that can inform us about plant biology, ecological effects, and sustainable agricultural practices. Its dual role as both a weed killer and a growth regulator highlights its versatility and importance in both scientific research and practical applications.

Synonyms
2-CHLOROPHENOXYACETIC ACID
614-61-9
(2-Chlorophenoxy)acetic acid
o-Chlorophenoxyacetic acid
Acetic acid, (2-chlorophenoxy)-
Acetic acid, (o-chlorophenoxy)-
Acide o-chlorophenoxyacetique
Acetic acid, o-chlorophenoxy-
HSDB 3942
NSC 8454
EINECS 210-388-5
Acide o-chlorophenoxyacetique [French]
BRN 1103151
Acetic acid, o-(chlorophenoxy)-
AI3-16647
X2512M5L7Q
NSC-8454
Acetic acid, 2-(2-chlorophenoxy)-
DTXSID00210324
4-06-00-00796 (Beilstein Handbook Reference)
2-CHLOROPHENOXYACETIC ACID [HSDB]
oChlorophenoxyacetic acid
Acide ochlorophenoxyacetique
Acetic acid, ochlorophenoxy
(2Chlorophenoxy)acetic acid
Acetic acid, (2chlorophenoxy)
DTXCID00132815
Acetic acid, (2-chlorophenoxy)-(9CI)
210-388-5
2-(2-chlorophenoxy)acetic acid
Acetic acid, (chlorophenoxy)-
27193-83-5
MFCD00004298
UNII-X2512M5L7Q
WLN: GR BO1VQ
o-chlorophenoxy acetic acid
(2-Chlorophenoxy)aceticacid
(o-Chlorophenoxy)acetic acid
SCHEMBL101520
(2-chloro-phenoxy)-acetic acid
CHEMBL3247401
OPQYFNRLWBWCST-UHFFFAOYSA-
NSC8454
ALBB-000807
BBL012541
STK397860
AKOS000103037
FD10490
(2-Chlorophenoxy)acetic acid, AldrichCPR
VS-03379
DB-053897
NS00034692
EN300-17821
2-Chlorophenoxyacetic acid, analytical standard
AC-907/34106001
AF-615/00098053
Q27293383
Z57042068
F1723-0227
InChI=1/C8H7ClO3/c9-6-3-1-2-4-7(6)12-5-8(10)11/h1-4H,5H2,(H,10,11)