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Mandelaic acid

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Identification
Molecular formula
C9H10O4
CAS number
90-64-2
IUPAC name
2-hydroxy-2-(4-hydroxyphenyl)acetic acid
State
State

At room temperature, Mandelaic acid is a solid. It is often used in the form of its white crystalline powder, which helps in its application in chemical synthesis and cosmetic products.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
331.80
Boiling point (Kelvin)
604.95
General information
Molecular weight
152.15g/mol
Molar mass
152.1470g/mol
Density
1.3000g/cm3
Appearence

Mandelaic acid typically appears as a white crystalline solid. It has a characteristic crystalline structure and may appear slightly translucent or opaque depending on the purity and form. The compound is often used in its pure form in pharmacological and cosmetic applications.

Comment on solubility

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

2-hydroxy-2-(4-hydroxyphenyl)acetic acid, with the chemical formula C9H10O4, exhibits notable solubility characteristics, influenced by its molecular structure and functional groups. This compound is characterized mainly by:

  • Hydroxyl Groups: The presence of two hydroxyl (–OH) groups significantly increases its ability to form hydrogen bonds with water.
  • Polar Nature: The molecule's polar nature enhances its solubility in polar solvents like water, making it more soluble compared to nonpolar compounds.
  • pH Dependency: The solubility may vary with pH levels; as it may ionize, especially under alkaline conditions, which can further improve its solubility.

It is noteworthy that:

  • The solubility is particularly pronounced in aqueous solutions, aligning with the compound's hydrophilic characteristics.
  • At lower temperatures, solubility tends to decrease, while warming the solution can enhance solubilization.

In summary, the solubility of 2-hydroxy-2-(4-hydroxyphenyl)acetic acid is significant, primarily due to its ability to engage in hydrogen bonding and its polar structure, rendering it suitable for applications requiring solubility in aqueous environments.

Interesting facts

Interesting Facts about 2-Hydroxy-2-(4-hydroxyphenyl)acetic Acid

2-Hydroxy-2-(4-hydroxyphenyl)acetic acid, commonly known as salicylic acid derivative, is a fascinating compound with various applications in both biology and chemistry. Here are some intriguing aspects:

  • Biochemical Role: This compound plays a significant role in the synthesis of various metabolites and has been found to have potential anti-inflammatory properties, making it a subject of interest in pharmacological research.
  • Herbal Medicine: It is present in many plants, including willow trees, and is a key ingredient in traditional herbal medicine, cherished for its pain-relieving qualities.
  • Industrial Uses: In the cosmetic and skincare industries, this compound is used for its exfoliating properties, helping to treat acne and improve skin texture.
  • Research Focus: Scientists are currently exploring its potential as a precursor for the synthesis of novel compounds that could serve in drug development.

Its unique properties derive from the presence of both hydroxyl groups and an acetic acid moiety, providing opportunities for *intriguing chemical behavior* in reactions. As quoted by many researchers, "Nature has its way of providing us with compounds that hold the key to solving modern medical challenges." The study of this compound not only deepens our understanding of organic chemistry but also opens avenues for advancements in therapeutic interventions.

In summary, 2-hydroxy-2-(4-hydroxyphenyl)acetic acid is not only a chemically fascinating compound but one that holds promise for future scientific breakthroughs.

Synonyms
4-HMA
1198-84-1
2-hydroxy-2-(4-hydroxyphenyl)acetic acid
4-Hydroxyphenylglycolic acid
4-Hydroxymandelic acid
p-Hydroxymandelic acid
DL-4-Hydroxymandelic acid
Hydroxy(4-hydroxyphenyl)acetic acid
Benzeneacetic acid, alpha,4-dihydroxy-
Mandelic acid, p-hydroxy-
4-Hydroxy-DL-mandelic acid
(RS)-p-Hydroxymandelic acid
DL-p-Hydroxymandelic acid
p-Hydroxyphenylglycolic acid
HV52GS53BA
2-(4-Hydroxyphenyl)-2-hydroxyacetic acid
DL-p-Hydroxyphenylglycolic acid
CHEBI:16388
alpha,4-Dihydroxybenzeneacetic acid
MFCD00004234
Dl-4-hydroxymandelicacid
p-Hydroxymandelate
p-hydroxy-Mandelate
EINECS 214-839-7
DL-p-Hydroxymandelate
DL-4-Hydroxymandelate
parahydroxymandelic acid
p-Hydroxyphenylglycolate
delta-p-hydroxymandelate
p-hydroxy-Mandelic acid
4-Hydroxyphenylglycolate
4-Hydroxy-DL-mandelate
4-hydroxy-mandelic acid
Benzeneacetic acid, .alpha.,4-dihydroxy-
delta-4-hydroxymandelate
4'-Hydroxymandelic acid
(RS)-p-Hydroxymandelate
2-(4'-hydroxyphenyl)-2-hydroxyethanoic acid
DL-p-Hydroxyphenylglycolate
UNII-HV52GS53BA
(+-)-p-Hydroxymandelic acid
SCHEMBL352555
(+-)-4-Hydroxymandelic acid
alpha,4-Dihydroxybenzeneacetate
racemic parahydroxymandelic acid
p-Hydroxymandelic acid (PHMA)
(+/-)-4-hydroxymandelic acid
alpha,4-dihydroxy-Benzeneacetate
CHEMBL2087618
DTXSID70862596
alpha,4-dihydroxy-Benzeneacetic acid
Benzeneacetic acid, ?,4-dihydroxy-
EINECS 230-569-2
MFCD00798432
.alpha.,4-Dihydroxybenzeneacetic acid
2-(4-Hydroxyphenyl)-2-hydroxyacetate
AKOS009156762
DL-alpha,4-Dihydroxyphenylacetic Acid
(+/-)-P-HYDROXYMANDELIC ACID
FH66217
(+/-)-alpha,4-dihydroxy-Benzeneacetate
2-hydroxy-2-(4-hydroxyphenyl)aceticacid
(+-)-alpha,4-Dihydroxybenzeneacetic acid
AC-19775
DS-18506
SY113769
SY346502
HY-113027
(+/-)-alpha,4-dihydroxy-Benzeneacetic acid
CS-0059383
H0660
NS00014743
2-(4-hydroxyphenyl)-2-oxidanyl-ethanoic acid
D95528
EN300-204954
A837374
AE-562/40848536
(+/-)-.ALPHA.,4-DIHYDROXYBENZENEACETIC ACID
Q10395570