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2,4,5-Trichlorophenoxyacetic acid

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Identification
Molecular formula
C8H5Cl3O3
CAS number
93-76-5
IUPAC name
2-(2,4,6-trichlorophenoxy)acetic acid
State
State
At room temperature, 2,4,5-Trichlorophenoxyacetic acid is in a solid state. It is stable under ordinary conditions of use and storage.
Melting point (Celsius)
158.00
Melting point (Kelvin)
431.15
Boiling point (Celsius)
313.00
Boiling point (Kelvin)
586.15
General information
Molecular weight
255.48g/mol
Molar mass
255.4800g/mol
Density
1.4850g/cm3
Appearence

2,4,5-Trichlorophenoxyacetic acid is typically a colorless to white crystalline solid. It may also appear as crystalline powder.

Comment on solubility

Solubility of 2-(2,4,6-trichlorophenoxy)acetic acid

The solubility of 2-(2,4,6-trichlorophenoxy)acetic acid in various solvents can be quite intriguing due to its structural characteristics. This compound is known to have limited solubility in water, primarily due to its hydrophobic aromatic rings and the presence of multiple chlorine substituents that affect its polarity. Here are some important points regarding its solubility:

  • Water Solubility: 2-(2,4,6-trichlorophenoxy)acetic acid demonstrates low solubility in water, which is common for many chlorinated organic compounds.
  • Organic Solvents: This compound is more soluble in organic solvents such as ethanol, acetone, and chloroform, likely due to enhanced interactions with non-polar or slightly polar solvents.
  • Influence of Temperature: As temperature increases, its solubility in organic solvents tends to improve, making it easier to dissolve.
  • Ph Dependence: The solubility can also vary with pH, particularly as it contains a carboxylic acid functional group that can lose a proton in basic conditions, leading to improved solubility in basic aqueous solutions.

As a summary, while 2-(2,4,6-trichlorophenoxy)acetic acid is sparingly soluble in water, its solubility can be enhanced within organic media and through adjustments in environmental factors such as temperature and pH. This compound serves as a fascinating example of how molecular structure directly influences solubility properties.

Interesting facts

Interesting Facts about 2-(2,4,6-trichlorophenoxy)acetic acid

2-(2,4,6-trichlorophenoxy)acetic acid, often referred to as trichloroacetic acid, is an important herbicide used primarily in agricultural practices. Here are some fascinating insights regarding this compound:

  • Herbicide Properties: This compound acts as a synthetic auxin, mimicking natural growth hormones in plants, which leads to uncontrolled growth and ultimately plant death. It is particularly effective against broadleaf weeds.
  • Selective Action: Its selectivity allows it to be used in various crops without harming the plants themselves, making it a valuable tool for farmers seeking to manage weed populations.
  • Mechanism of Action: The compound promotes rapid cell division and elongation in susceptible plants, resulting in malformations and eventual mortality. This unique mode of action helps differentiate it from other herbicides in use today.
  • Environmental Considerations: While effective, it is important to monitor its use as it can pose risks to non-target organisms, including aquatic life, if not managed properly. Hence, responsible application is key.
  • Regulatory Status: Due to its efficacy and potential ecological impact, 2-(2,4,6-trichlorophenoxy)acetic acid is subject to strict regulations in many countries, ensuring that it is used safely and effectively.

This compound not only highlights the intersection of chemistry and agriculture, but also emphasizes the ongoing need for sustainable practices and innovation in weed management. As one explores the complexities of chemical compounds in agricultural applications, it's fascinating to consider how a single substance can have a profound impact on both production and ecosystem health.

Synonyms
2,4,6-TRICHLOROPHENOXYACETIC ACID
(2,4,6-Trichlorophenoxy)acetic acid
Acetic acid, (2,4,6-trichlorophenoxy)-
EINECS 209-394-0
NSC 61993
BRN 1117315
A84A99QB9O
AI3-09412
NSC-61993
Acetic acid, 2-(2,4,6-trichlorophenoxy)-
DTXSID70206113
4-06-00-01011 (Beilstein Handbook Reference)
DTXCID70128604
209-394-0
575-89-3
2-(2,4,6-trichlorophenoxy)acetic acid
MFCD00053498
2,4,6-T
BTS 9608
UNII-A84A99QB9O
NSC61993
Prochloraz metabolite 3
Oprea1_110213
SCHEMBL481443
CHEMBL173077
(2,6-Trichlorophenoxy)acetic acid
AAA57589
Acetic acid,4,6-trichlorophenoxy)-
BBL037990
STK298778
AKOS000127723
2-(2,4,6-trichlorophenoxy)aceticacid
BE-0211
AC-27926
SY052295
2,6-T
CS-0157713
NS00033753
T1063
EN300-92881
T72648
AK-968/41169437
SR-01000199337
SR-01000199337-1
Q27273757
Z228583320