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Mandelic Acid

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Identification
Molecular formula
C8H8O3
CAS number
90-64-2
IUPAC name
2-hydroxy-3-phenyl-propanoic acid
State
State

At room temperature, mandelic acid is in a solid state, appearing as white crystalline powder.

Melting point (Celsius)
119.00
Melting point (Kelvin)
392.15
Boiling point (Celsius)
413.60
Boiling point (Kelvin)
686.75
General information
Molecular weight
152.15g/mol
Molar mass
152.1490g/mol
Density
1.3000g/cm3
Appearence

Mandelic acid appears as a white crystalline solid. It has a slightly sweet smell and is soluble in water and most organic solvents. It is often used in cosmetic and medical applications.

Comment on solubility

Solubility of 2-Hydroxy-3-phenyl-propanoic acid (C8H8O3)

2-Hydroxy-3-phenyl-propanoic acid, commonly known as alpha-hydroxyphenylpropionic acid, exhibits notable solubility characteristics that influence its behavior in various chemical contexts. Understanding its solubility can be broken down into several key points:

  • Solvent Polarities: This compound is more soluble in polar solvents such as water and alcohols due to its ability to form hydrogen bonds, thanks to the presence of the hydroxyl (–OH) group.
  • Temperature Dependency: The solubility tends to increase with temperature; as the temperature rises, the interactions between solute and solvent become more favorable.
  • pH Influence: In acidic or basic solutions, the solubility can be impacted significantly due to protonation or deprotonation of the carboxylic acid group, respectively.
  • Comparative Solubility: Unlike many simple organic compounds, its solubility is considerably enhanced in alkaline conditions where it can exist in its anionic form, increasing its affinity for water.

In summary, the solubility of C8H8O3 is influenced by multiple factors including solvent type, temperature, and pH levels. This makes it a compound of interest in various applications, particularly in pharmaceuticals and organic synthesis.

Interesting facts

Interesting Facts about 2-Hydroxy-3-phenyl-propanoic Acid

2-Hydroxy-3-phenyl-propanoic acid, also known as β-hydroxy-α-phenylpropanoic acid, is a fascinating compound in the realm of organic chemistry. Here are some intriguing points about this compound:

  • Versatile Applications: This compound is often utilized in various fields, including pharmaceuticals and agricultural chemistry, showcasing its versatility.
  • Structural Features: The presence of both a hydroxyl group (-OH) and a carboxylic acid group (-COOH) in its structure makes it an interesting subject for studying acid-base reactions and hydrogen bonding.
  • Chiral Center: 2-Hydroxy-3-phenyl-propanoic acid contains a chiral center, which allows for the existence of different enantiomers. This property is crucial in understanding its biological activity.
  • Synthesis: The synthesis of this compound can be achieved through various methods, such as the aldol condensation of phenylacetaldehyde and ketone derivatives, demonstrating the diverse approaches to organic synthesis.
  • Research Interest: Ongoing studies focus on its potential role as a metabolite and its interactions within biological systems, indicating its possible importance in metabolic pathways.

This compound not only contributes to our understanding of organic reactions but also opens doors for further research in medicinal chemistry and biochemical applications. As scientists continue to explore its properties and function, 2-hydroxy-3-phenyl-propanoic acid remains a compound worthy of attention in both academia and industry.

Synonyms
DL-3-Phenyllactic acid
828-01-3
2-Hydroxy-3-phenylpropanoic acid
3-Phenyllactic acid
DL-beta-Phenyllactic acid
2-Hydroxy-3-phenylpropionic acid
2-hydroxy-3-phenyl-propionic acid
DL-b-Phenyllactic acid
156-05-8
DL-Phenyllactic acid
beta-Phenyllactic acid
Ba 2653
MFCD00065928
Benzenepropanoic acid, alpha-hydroxy-
SC6T4O59BK
DL-.beta.-Phenyllactic acid
(RS)-2-Hydroxy-3-phenyl-propionic acid
CHEBI:25998
NSC-2627
(+/-)-2-Hydroxy-3-phenylpropanoic acid
D-b-Phenyllactic acid
(+-)-3-Phenyllactic acid
Benzenepropanoic acid, a-hydroxy-
DL-alpha-Hydroxycinnamic acid
b-Phenyllactate
Lactic acid, 3-phenyl-, DL-
beta-Phenyllactate
2-hydroxy-3-phenyl-propanoic acid
DL-b-Phenyllactate
NSC 2627
EINECS 212-580-4
DL-3-Phenyllactate
Benzyl-glycolic Acid
DL-beta-Phenyllactate
Benzenepropanoic acid, .alpha.-hydroxy-
DL--Phenyllactic acid
beta-phenyl lactic acid
(+/-)-2-Hydroxy-3-phenylpropionic acid
AI3-50440
a-Hydroxybenzenepropanoate
Lactic acid, 3-phenyl-
(1)-3-Phenyllactic acid
UNII-SC6T4O59BK
alpha-Hydroxybenzenepropanoate
SCHEMBL57558
2-Hydroxy-3-phenylpropionate
3-Phenyl-2-hydroxypropanoate
a-Hydroxybenzenepropanoic acid
(+/-)-3-Phenyllactic acid
(A+/-)-3-Phenyllactic acid
3-PHENYL-DL-LACTIC ACID
CHEMBL1778420
DL-.alpha.-Hydroxycinnamic acid
DL-2-Hydroxy-3-phenylpropionate
3-Phenyl-2-hydroxypropanoic acid
3-Phenyl-2-hydroxypropionic acid
alpha-Hydroxybenzenepropanoic acid
DTXSID30862436
NSC2627
DL-3-Phenyllactic acid, >=98%
DL-3-Phenyllactic acid (Standard)
HY-W017162R
2-Hydroxy-3-phenylpropanoic acid #
AC1610
DL-2-Hydroxy-3-phenylpropionic acid
AKOS009103896
CS-W017878
FP10242
HY-W017162
(2rs)-2-hydroxy-3-phenylpropanoic acid
(RS)-2-hydroxy-3-phenyl propanoic acid
AS-19567
SY020879
SY021341
SY036063
DB-011663
DB-056660
NS00079831
EN300-124810
Benzenepropanoic acid, .alpha.-hydroxy-, (S)-
Q10395585
8C1DB5C8-C19C-4963-8F3E-B683EAB4B04F
F9995-2643
Z788000648
(R)-3-Phenyllactic acid; (R)-2-Hydroxy-3-phenylpropionic acid
(+/-)-2-Hydroxy-3-phenylpropionic acid, DL-alpha-Hydroxyhydrocinnamic acid, DL-beta-Phenyllactic acid