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Homogentisic acid

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Identification
Molecular formula
C8H8O3
CAS number
614-77-7
IUPAC name
2-(4-hydroxyphenyl)acetic acid
State
State

Solid

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.00
Boiling point (Celsius)
308.00
Boiling point (Kelvin)
581.00
General information
Molecular weight
152.15g/mol
Molar mass
152.1490g/mol
Density
1.4600g/cm3
Appearence

White or slightly brown crystalline powder.

Comment on solubility

Solubility of 2-(4-hydroxyphenyl)acetic acid (C8H8O3)

2-(4-hydroxyphenyl)acetic acid, commonly referred to as salicylic acid, showcases interesting solubility characteristics that are worth noting. Its solubility can be influenced by several factors, including temperature and pH level. Here are some key points regarding its solubility:

  • Water Solubility: This compound exhibits a moderate degree of solubility in water, approximately 0.5 g per 100 mL at room temperature. This property makes it useful for various applications within aqueous environments.
  • Solvent Compatibility: It is more soluble in organic solvents such as ethanol, methanol, and acetone. This solubility behavior enhances its utility in organic chemistry and pharmaceutical preparations.
  • Effect of pH: The solubility of 2-(4-hydroxyphenyl)acetic acid can significantly increase in alkaline conditions due to the ionization of the carboxylic acid group, which facilitates its dissolution in water.

Overall, the solubility of 2-(4-hydroxyphenyl)acetic acid demonstrates the multifaceted nature of chemical interactions. Understanding its solubility profile is crucial for its application in formulations, particularly in medicinal and biochemical contexts.

Interesting facts

Interesting Facts about 2-(4-hydroxyphenyl)acetic acid

2-(4-hydroxyphenyl)acetic acid, often referred to as HPA (Hydroxyphenylacetic Acid), is a compound of notable interest in both medicinal and industrial chemistry.

Medical Significance

This compound is recognized for its potential therapeutic properties, particularly in the field of pharmacology. Here are some of its important aspects:

  • Anti-inflammatory properties: Research suggests that HPA may exhibit anti-inflammatory effects, making it a candidate for further studies in treating conditions like arthritis.
  • Antioxidant capabilities: The presence of hydroxyl groups enhances its capacity to scavenge free radicals, which can protect cells from oxidative stress.
  • Potential in pain relief: Due to its structural similarity to other analgesic compounds, it is being investigated for its pain-relieving properties.

Industrial Applications

Aside from its medical applications, HPA has utility in various industrial sectors:

  • Aromatic compound: Its aromatic structure makes it useful in the synthesis of dyes and pigments.
  • Pesticide formulation: It may serve as an important component in developing environmentally friendly pesticides.

Scientific Research

Scientists continue to explore the full potential of 2-(4-hydroxyphenyl)acetic acid, delving into:

  • Mechanisms of action: Understanding how it interacts at the molecular level to exert its effects.
  • Synthesis techniques: Developing cost-effective and efficient methods to produce HPA for laboratory and commercial use.

As a chemistry student, exploring compounds like 2-(4-hydroxyphenyl)acetic acid opens up avenues for innovation and discovery, highlighting the dynamic interplay between chemistry, biology, and industry.

In summary, 2-(4-hydroxyphenyl)acetic acid is not just a simple compound; it represents a bridge between synthetic chemistry and natural therapeutic applications, making it a subject of great interest in contemporary chemical research. Its future may hold even greater promise, paving the way for new developments in healthcare and sustainable practices.

Synonyms
4-hydroxyphenylacetic acid
156-38-7
2-(4-hydroxyphenyl)acetic acid
p-hydroxyphenylacetic acid
(4-Hydroxyphenyl)acetic acid
benzeneacetic acid, 4-hydroxy-
4-Hydroxybenzeneacetic acid
4-hydroxyphenylacetate
(p-Hydroxyphenyl)acetic acid
Parahydroxy phenylacetic acid
4-Carboxymethylphenol
Acetic acid, (p-hydroxyphenyl)-
MFCD00004347
p-hydroxyphenylacetate
4-(Carboxymethyl)phenol
3J9SHG0RCN
EINECS 205-851-3
NSC 25066
BRN 1448766
CHEBI:18101
AI3-17755
Parahydroxy phenylacetate
NSC-25066
NSC-27460
p-Hydroxyphenyl acetic acid
4-hydroxyphenyl-acetic acid
CHEMBL1772
(4-hydroxy-phenyl)-acetic acid
DTXSID5059745
4-10-00-00543 (Beilstein Handbook Reference)
2-(4-(HYDROXY)PHENYL)ACETIC ACID
4HP
2-[4-(hydroxy)phenyl)acetic acid
4-Hydroxyphenyl acetic acid
UNII-3J9SHG0RCN
para-hydroxyphenylacetic acid
4-hydroxy phenyl acetic acid
3pcg
4Carboxymethylphenol
HPAA
Parahydroxyphenylacetate
1ai6
pHydroxyphenylacetic acid
4-Hydroxy-Benzeneacetate
4-hydroxyphenyacetic acid
4-hydroxyphenylactic acid
4-hyroxyphenylacetic acid
4Hydroxybenzeneacetic acid
(p-hydroxyphenyl)-Acetate
ChemDiv3_005483
bmse000455
(pHydroxyphenyl)acetic acid
(4hydroxyphenyl)acetic acid
4- hydroxyphenylacetic acid
4-hydroxy-phenylacetic acid
4-hydroxyphenylethanoic acid
(4-hydroxy-phenyl)-acetate
p-hydroxy phenyl acetic acid
4-Hydroxy-Benzeneacetic acid
4-Hydroxybenzene acetic acid
Benzeneacetic acid, 4hydroxy
SCHEMBL75700
4-hydroxy-phenyl acetic acid
MLS001066398
(p-hydroxyphenyl)-Acetic acid
Acetic acid, (phydroxyphenyl)
(4-hydroxyphenyl) acetic acid
(4-hydroxyphenyl)-acetic acid
(4-hydroxyphenyl)ethanoic acid
Acetic acid, 4-hydroxyphenyl-
(4-Hydroxy-phenyl)-essigsaeure
4-Hydroxyphenylacetic Acid,(S)
DTXCID6035023
HY-N1902R
4-Hydroxyphenylacetic acid, 98%
HMS1488J05
HMS2760I07
CS-D1503
HY-N1902
NSC25066
NSC27460
AC7824
BBL027456
BDBM50339586
s4863
STL377918
4-Hydroxyphenylacetic acid (Standard)
AKOS000277614
CCG-266227
FH24475
PS-5568
IDI1_023393
AC-10104
SMR000020068
SY004128
DB-043314
EU-0016214
H0290
NS00006155
EN300-18714
C00642
AM-814/41090691
Q4637160
Z89269462
2-(4-Hydroxyphenyl)acetic acidP-hydroxybenzeneacetic acid
4-Hydroxyphenylacetic acid, Vetec(TM) reagent grade, 98%
B977C251-72C6-4D13-AD85-937DCA3E6AF2
205-851-3