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Clorophenoxyacetic acid

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Identification
Molecular formula
C8H7ClO3
CAS number
122-88-3
IUPAC name
2-(4-chlorophenyl)-2-hydroxy-acetic acid
State
State

At room temperature, clorophenoxyacetic acid is typically found in a solid state. It is generally stored as a crystalline solid and should be handled with care to avoid decomposition or contact with materials it could react with.

Melting point (Celsius)
97.00
Melting point (Kelvin)
370.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
186.59g/mol
Molar mass
186.5900g/mol
Density
1.1600g/cm3
Appearence

Clorophenoxyacetic acid appears as a colorless to light yellow crystalline solid. It may have a slight chlorine-like odor, depending on its purity and the presence of impurities.

Comment on solubility

Solubility of 2-(4-chlorophenyl)-2-hydroxy-acetic acid

2-(4-chlorophenyl)-2-hydroxy-acetic acid, with the chemical formula C9H9ClO3, exhibits interesting solubility characteristics that can be influenced by several factors. Here are some key points:

  • Polarity: This compound contains both a hydroxyl group (-OH) and a carboxylic acid group (-COOH), which significantly increase its polarity. The result is that 2-(4-chlorophenyl)-2-hydroxy-acetic acid tends to be more soluble in polar solvents, particularly in water, compared to nonpolar solvents.
  • Hydrogen Bonding: The presence of the hydroxyl group allows for the formation of hydrogen bonds with water molecules, further enhancing its solubility in aqueous solutions.
  • Effects of Substituents: The para-chloro substituent may affect solubility by altering the electronic properties of the aromatic ring. As a result, the solubility can vary based on the concentration of the compound and the temperature of the solvent.
  • Temperature Dependence: As with many organic acids, increasing temperature may enhance solubility due to increased molecular motion, allowing for better interaction with the solvent.

In summary, while 2-(4-chlorophenyl)-2-hydroxy-acetic acid is primarily soluble in polar solvents like water due to its hydrophilic groups, factors such as temperature and the presence of other substituents can also play a significant role in its solubility profile.

Interesting facts

Interesting Facts about 2-(4-Chlorophenyl)-2-hydroxy-acetic acid

2-(4-Chlorophenyl)-2-hydroxy-acetic acid, often referred to as a key intermediate in organic synthesis, holds notable relevance in various fields. Here are some intriguing aspects of this compound:

  • Pharmaceutical Importance: This compound is frequently utilized in the synthesis of pharmaceuticals, particularly anti-inflammatory drugs. Its structure allows it to exhibit biological activity, making it a focus for medicinal chemistry research.
  • Mechanism of Action: The presence of the 4-chlorophenyl group enhances the compound's ability to interact with biological targets. It is believed to influence the compound's efficacy and potency by altering its binding affinity.
  • Environmental Impact: Like many chlorinated compounds, 2-(4-chlorophenyl)-2-hydroxy-acetic acid requires careful consideration regarding its environmental footprint. Studies have been initiated to understand its degradation and potential bioaccumulation in ecosystems.
  • Synthetic Versatility: The compound acts as a versatile building block in organic synthesis, allowing chemists to create a wide variety of derivatives, which showcase different properties and activities.
  • Research Trends: With a growing interest in drug design, this compound has been featured in numerous studies aimed at optimizing therapeutic agents. Its characteristics provide valuable insights towards the development of safer and more effective medications.

In summary, 2-(4-Chlorophenyl)-2-hydroxy-acetic acid embodies a rich field of research and application within chemistry and pharmacology. As scientists continue to explore its potential, this compound exemplifies the intersection of chemical ingenuity and medical advancement.

Synonyms
4-CHLOROMANDELIC ACID
Benzeneacetic acid, 4-chloro-.alpha.-hydroxy-
Benzeneacetic acid, 4-chloro-alpha-hydroxy-
Para-chloromandelic acid
EINECS 207-764-6
DL-4-Chloromandelic acid
AI3-16648
DTXSID30883404
4-Chloro-.alpha.-hydroxybenzeneethanoic acid
DTXCID00893595
4-Chloro-alpha-hydroxybenzeneethanoic acid
207-764-6
bwsfwxssalizau-uhfffaoysa-n
492-86-4
2-(4-chlorophenyl)-2-hydroxyacetic acid
p-Chloromandelic acid
7138-34-3
4-Chloro-DL-mandelic acid
Mandelic acid, p-chloro-
(4-Chlorophenyl)(hydroxy)acetic acid
MFCD00042724
NSC 31400
P-chloro mandelic acid
4-Chloro-alpha-hydroxyphenylacetic acid
4-chloromandelic acid, pract.
2-(4-chlorophenyl)-2-hydroxy-acetic acid
Cambridge id 5122195
SCHEMBL6366
Oprea1_557431
CHEMBL3247382
NSC8112
4-Chloromandelic acid, AldrichCPR
NSC-8112
NSC31400
NSC-31400
AKOS002676239
AKOS016046696
p-chlorophenyl-alpha-hydroxyacetic acid
FC36579
NOA 459119
PS-3642
SB44316
(4-Chlorophenyl)(hydroxy)acetic acid #
AC-19769
SY018914
SY033507
DB-051619
CS-0059256
NS00042504
acetic acid, 2-(4-chlorophenyl)-2-hydroxy-
EN300-116835
AB-131/40897103
F8882-4321