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MCPA (2-methyl-4-chlorophenoxyacetic acid)

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Identification
Molecular formula
C9H9ClO3
CAS number
94-74-6
IUPAC name
2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid
State
State

At room temperature, MCPA is typically in a solid state, appearing as crystalline powder or crystals. Its stability and formulation might cause some variation in physical state when in mixtures or solutions.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
274.00
Boiling point (Kelvin)
547.15
General information
Molecular weight
200.62g/mol
Molar mass
200.6200g/mol
Density
1.4900g/cm3
Appearence

MCPA is typically found in the form of a white to beige crystalline powder. It may also appear as colorless crystals. Solubility and the form can vary slightly depending on its formulation and purity.

Comment on solubility

Solubility of 2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid

2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid, often known as a herbicide, exhibits unique solubility characteristics that can greatly influence its application and effectiveness. When discussing the solubility of this compound, we may focus on several key aspects:

  • Polar Nature: The presence of the hydroxymethyl group and the carboxylic acid functionality enhances its polarity, making it more soluble in water compared to non-polar compounds.
  • pH Dependence: The solubility can vary significantly with pH. In acidic conditions, the carboxylic acid group is protonated, leading to decreased solubility, whereas in basic conditions, it typically becomes ionized and more soluble.
  • Solvent Selection: It shows varying solubility in organic solvents, with polar solvents generally dissolving it better than non-polar solvents.

In summary, the solubility of 2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid can be categorized as:

  1. Moderate solubility in water due to its polar functional groups.
  2. Variable solubility influenced by changes in pH and the choice of solvent.

Understanding these solubility characteristics is essential for the effective use and application of this compound in agricultural practices and environmental sciences.

Interesting facts

Interesting Facts about 2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid

2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid, often referred to as a herbicide, plays a significant role in agricultural practices. It is particularly known for its effectiveness in controlling a variety of broadleaf weeds, making it a valuable tool for farmers and gardeners alike. Here are some notable aspects of this compound:

  • Mechanism of Action: This compound operates by mimicking the natural plant hormone auxin, disrupting normal plant growth and ultimately leading to the death of the targeted weeds.
  • Applications: It is commonly used in various crops, including cereals and pastures, helping to maintain healthy and competitive crop environments.
  • Environmental Impact: The use of this compound is regulated in many regions to minimize environmental side effects, emphasizing the importance of responsible application practices.
  • Research Potential: Scientists are continually exploring its properties and potential for developing enhanced formulations, aiming for greater efficacy and reduced toxicological impacts.
  • Structure-Activity Relationship: The presence of chlorine and hydroxymethyl groups in the molecular structure is believed to enhance its herbicidal effectiveness, showcasing how minor chemical modifications can lead to significant changes in biological activity.

As a scientist or student studying agricultural chemistry, understanding the implications of using compounds like 2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid is crucial. This compound serves not just as a tool for weed management, but also presents opportunities for innovation in sustainable agriculture.

In the words of a renowned chemist, “The path to effective agriculture lies in the delicate balance between chemical efficacy and environmental harmony.”


Synonyms
Cloxyfonac
Cloxyfonac [ISO]
[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid
RP 7194
UNII-R7GUT47A0M
EINECS 228-987-5
(4-Chloro-2-hydroxymethylphenoxy)acetic acid
R7GUT47A0M
BRN 2562257
TRYLONE
(4-Chloro-2-(hydroxymethyl)phenoxy)acetic acid
ACETIC ACID, (4-CHLORO-2-HYDROXYMETHYLPHENOXY)-
DTXSID00213294
(2-(HYDROXYMETHYL)-4-CHLOROPHENOXY)ACETIC ACID
ACETIC ACID, 2-(4-CHLORO-2-(HYDROXYMETHYL)PHENOXY)-
DTXCID00135785
6386-63-6
Clocxyfonac
2-(4-Chloro-2-(hydroxymethyl)phenoxy)acetic acid
2-[4-chloro-2-(hydroxymethyl)phenoxy]acetic acid
Acetic acid, [4-chloro-2-(hydroxymethyl)phenoxy]-
MFCD01671830
Cloxyfonac (Standard)
MCPA TP2
CBKinase1_012399
CBKinase1_024799
MLS000099285
SCHEMBL121636
CHEMBL1479569
ZJRUTGDCLVIVRD-UHFFFAOYSA-N
HMS2478P22
BCP33324
HY-17527R
STK513011
AKOS000284357
CS-3313
FC28827
AS-40134
DA-62408
HY-17527
SMR000073552
NS00035593
Cloxyfonac, PESTANAL(R), analytical standard
AH-487/41799833
BRD-K96893027-001-01-5
Q27287899
4-Chloro-?-hydroxy-o-tolyloxy acetic acid;2-[4-Chloro-2-(hydroxymethyl)phenoxy]acetic acid