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2-(2-Hydroxyphenoxy)acetic acid

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Identification
Molecular formula
C8H8O4
CAS number
2591-98-4
IUPAC name
2-(2-hydroxyphenoxy)acetic acid
State
State

At room temperature, 2-(2-Hydroxyphenoxy)acetic acid exists as a solid and is often available in a crystalline form.

Melting point (Celsius)
142.00
Melting point (Kelvin)
415.15
Boiling point (Celsius)
315.80
Boiling point (Kelvin)
588.95
General information
Molecular weight
166.15g/mol
Molar mass
166.1530g/mol
Density
1.3481g/cm3
Appearence

2-(2-Hydroxyphenoxy)acetic acid is typically a white to off-white crystalline powder. It may also appear as a crystalline solid depending on the synthesis and purity.

Comment on solubility

Solubility of 2-(2-hydroxyphenoxy)acetic acid

2-(2-hydroxyphenoxy)acetic acid, often referred to for its role in various applications, exhibits interesting solubility characteristics:

  • Solvent Compatibility: This compound is commonly soluble in polar solvents such as water and ethanol, making it versatile for various chemical processes.
  • pH Dependence: The solubility can be significantly affected by pH. In acidic conditions, 2-(2-hydroxyphenoxy)acetic acid ions are more stable, enhancing solubility.
  • Temperature Influence: As temperature increases, the solubility of many organic compounds tends to rise, and 2-(2-hydroxyphenoxy)acetic acid is no exception to this behavior.

As noted in literature, it's essential to consider that the solubility of 2-(2-hydroxyphenoxy)acetic acid may vary with concentration and the presence of other solutes. Understanding these factors is crucial for effective application in pharmaceuticals and agrochemicals.

Overall, the solubility properties of this compound not only dictate its reactivity but also its usability in various solutions, highlighting the importance of solvent choice in chemical formulation.

Interesting facts

Interesting Facts about 2-(2-hydroxyphenoxy)acetic acid

2-(2-hydroxyphenoxy)acetic acid, commonly known as salicylic acid, is a fascinating compound that bridges several fields of science, including chemistry, medicine, and agriculture. Here are some intriguing aspects of this particular compound:

  • Chemical Structure: This compound features a unique structure that includes both a phenolic ring and a carboxylic acid group, contributing to its reactivity and functionality.
  • Medicinal Uses: Widely used in dermatology, 2-(2-hydroxyphenoxy)acetic acid acts as an exfoliant and has keratolytic properties, making it a common ingredient in acne treatments and anti-dandruff shampoos.
  • Plant Hormone: Interestingly, this acid is also known to mimic the actions of auxins, which are natural plant hormones that regulate growth. This has implications in agricultural practices.
  • Historical Significance: The history of salicylic acid dates back to the ancient Greeks, who used willow bark (which contains salicin, a precursor to salicylic acid) for its pain-relieving properties.
  • Safety Profile: While it is generally safe for topical use, it is essential to monitor the concentration as higher doses can lead to skin irritation.

In summary, 2-(2-hydroxyphenoxy)acetic acid is not just a simple chemical but a compound with extensive applications and a rich history. Its dual role in both medicinal and agricultural contexts underscores its importance in the scientific community.

Synonyms
2-(2-hydroxyphenoxy)acetic acid
6324-11-4
(o-Hydroxyphenoxy)acetic acid
DTXSID80212629
EINECS 228-684-8
NSC 30092
DTXCID60135120
228-684-8
inchi=1/c8h8o4/c9-6-3-1-2-4-7(6)12-5-8(10)11/h1-4,9h,5h2,(h,10,11
2-Hydroxyphenoxyacetic Acid
(2-Hydroxyphenoxy)acetic acid
acetic acid, 2-(2-hydroxyphenoxy)-
NSC-30092
Acetic acid, (hydroxyphenoxy)-
2-(Hydroxyphenoxy)acetic acid
MFCD00015454
Enamine_004711
2-(carboxymethoxy)phenol
B68RKX6TNJ
Cambridge id 5156176
2-hydroxyphenoxy acetic acid
Oprea1_081061
MLS000105508
(2-hydroxyphenoxy) acetic acid
2-(2-hydroxyphenoxy)aceticacid
SCHEMBL1123330
CHEMBL1604900
Acetic acid, (2-hydroxyphenoxy)-
HMS1407G03
HMS2401A17
NSC30092
STK674708
AKOS001042972
AT23402
SMR000102389
CS-0218081
EU-0033814
NS00044256
EN300-00063
SR-01000391888
SR-01000391888-1
Z56869464
F0451-0561