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2,4-Dichlorophenoxyacetic acid

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Identification
Molecular formula
C8H7ClO3
CAS number
120-87-6
IUPAC name
2-(4-chlorophenoxy)acetic acid
State
State
This compound is typically a solid at room temperature.
Melting point (Celsius)
154.00
Melting point (Kelvin)
427.00
Boiling point (Celsius)
287.00
Boiling point (Kelvin)
560.00
General information
Molecular weight
172.58g/mol
Molar mass
172.5800g/mol
Density
1.3760g/cm3
Appearence

2-(4-Chlorophenoxy)acetic acid appears as a white crystalline solid. It is often seen in powder form and may exhibit some lumpiness due to its crystalline nature. This compound is prone to clumping in the presence of moisture.

Comment on solubility

Solubility of 2-(4-chlorophenoxy)acetic acid

2-(4-chlorophenoxy)acetic acid, often referred to for its potential applications in herbicides and pharmaceuticals, exhibits interesting solubility characteristics that can influence its behavior in various environments.

In terms of solubility:

  • Water solubility: This compound shows moderate solubility in water, primarily due to its carboxylic acid functional group, which can ionize and form hydrogen bonds with water molecules.
  • Organic solvents: It tends to be more soluble in organic solvents such as ethanol and acetone, where its hydrophobic aromatic ring allows for favorable interactions.
  • pH dependence: The solubility is also highly pH-dependent; in acidic conditions, the carboxylic acid is less ionized, while at higher pH levels, it can deprotonate, increasing its solubility.

To summarize, the solubility of 2-(4-chlorophenoxy)acetic acid is a function of its structural features and environmental conditions, making it essential for applications where solubility plays a critical role.

Understanding the solubility of such compounds is crucial for their effective and safe application in chemistry and agriculture.

Interesting facts

Interesting Facts about 2-(4-Chlorophenoxy)acetic Acid

2-(4-Chlorophenoxy)acetic acid, often abbreviated as 2,4-D, is a compound that has garnered attention in both agricultural and environmental sciences. Below are some compelling facts about this intriguing chemical:

  • Herbicide Use: 2,4-D is widely used as a herbicide for its ability to control broadleaf weeds. It mimics the natural plant hormone auxin, leading to uncontrolled growth and eventual death of the targeted weeds.
  • Historical Significance: First synthesized in the 1940s, 2,4-D was one of the first herbicides to be developed. It played a pivotal role during the mid-20th century Green Revolution, significantly boosting agricultural productivity.
  • Selective Action: One of the great advantages of 2,4-D is its selective action—it can effectively eliminate weeds without harming cereal crops. This selectivity has made it a favorite among farmers.
  • Environmental Considerations: While 2,4-D is effective, its use is accompanied by environmental concerns. Overuse can lead to herbicide resistance in weed populations and potential impacts on non-target species, emphasizing the need for responsible application.
  • Health and Safety: There is ongoing debate about the health implications of exposure to 2,4-D. Research has explored its links to various health effects, making it crucial for scientists to evaluate its safety continually.

In summary, 2-(4-chlorophenoxy)acetic acid is not only a cornerstone of modern agriculture but also a compound that raises critical questions regarding environmental stewardship and safety. As future scientists and students delve deeper into its properties and effects, they’ll learn that understanding 2,4-D is essential for making informed decisions about its use in our ecosystems.

Synonyms
4-CHLOROPHENOXYACETIC ACID
122-88-3
(4-Chlorophenoxy)acetic acid
Sure-Set
Acetic acid, (4-chlorophenoxy)-
Tomato Fix
Tomato hold
p-Chlorophenoxyacetic acid
(p-Chlorophenoxy)acetic acid
Acetic acid, (p-chlorophenoxy)-
4CPA
Parachlorophenoxyacetic acid
BI 12
NSC 8769
4EMM3U5P3K
TOMATONE
CHEBI:1808
DTXSID9034282
DTXCID7014282
NSC-9213
204-581-3
4-Chlorophenoxyacetate
PCPA
2-(4-chlorophenoxy)acetic acid
4-CPA
Tomatotone
Marks 4-cpa
4-CP
Acetic acid, 2-(4-chlorophenoxy)-
Kyselina 4-chlorfenoxyoctova
para-Chlorophenoxyacetic acid
4-Chlorphenoxyessigsaeure
MFCD00004305
NSC-8769
A1IHP
Caswell No. 204
CCRIS 1465
HSDB 3944
EINECS 204-581-3
Kyselina 4-chlorfenoxyoctova [Czech]
UNII-4EMM3U5P3K
EPA Pesticide Chemical Code 019401
BRN 1211804
4-CPA [ISO]
AI3-30799
(4-chloro-phenoxy)-acetic acid
4-chlorophenoxyactic acid
WLN: QV1OR DG
4-chlorophenoxy acetic acid
Cambridge id 5511235
metformin chlorphenoxyacetate
CH-100 FREE ACID
SCHEMBL40485
4-06-00-00845 (Beilstein Handbook Reference)
SCHEMBL324953
(4-chlorophenoxy)-acetic acid
(2-chlorophenoxy)ethanoic acid
CHEMBL178018
orb2941090
SCHEMBL11642577
SCHEMBL14855662
NSC8769
[(4-Chlorophenyl)oxy]acetic acid
MSK22683
Tox21_300744
4-Chlorophenoxyacetic acid (4-CPA)
BBL007585
SBB004537
STK116608
AKOS000103793
AB00355
FC01864
NCGC00164254-01
NCGC00164254-02
NCGC00254650-01
4-CHLOROPHENOXYACETIC ACID [HSDB]
4-CPA;2-(4-Chloro-phenoxy)acetic acid
AC-10963
AS-12913
CAS-122-88-3
HY-19698
DB-041694
4-Chlorophenoxyacetic acid, >=98.0% (T)
CS-0016291
NS00015495
ST45161748
EN300-18120
A50588
C07088
AE-641/30397036
L000201
Q4637113
Z57181989
F0777-0788
4-Chlorophenoxyacetic acid, PESTANAL(R), analytical standard
4-Chlorophenoxyacetic acid, BioReagent, plant cell culture tested, crystalline