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Mandelic acid isopropyl ester

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Identification
Molecular formula
C10H12O3
CAS number
5466-53-3
IUPAC name
isopropyl 2-hydroxy-2-phenyl-acetate
State
State

At room temperature, isopropyl 2-hydroxy-2-phenyl-acetate is in a liquid state. It is relatively stable and does not freeze easily due to its low melting point, making it fluid under most ambient conditions.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
234.00
Boiling point (Kelvin)
507.15
General information
Molecular weight
180.21g/mol
Molar mass
180.2070g/mol
Density
1.0710g/cm3
Appearence

Isopropyl 2-hydroxy-2-phenyl-acetate, commonly known as mandelic acid isopropyl ester, appears as a colorless to light yellow liquid. The compound has a characteristic ester-like odor, which can be somewhat fruity.

Comment on solubility

Solubility of Isopropyl 2-Hydroxy-2-phenyl-acetate

Isopropyl 2-hydroxy-2-phenyl-acetate, often referred to as an ester, displays intriguing solubility characteristics in various solvents. Understanding its solubility can illuminate its practical applications and behavior in different environments.

Solubility Properties:

  • Solvent Compatibility: This compound is generally soluble in organic solvents due to its ester functional group, which enhances its ability to interact with similar nonpolar or slightly polar solvents.
  • Water Solubility: It exhibits limited solubility in water. This characteristic is typical for larger esters, primarily due to the hydrophobic aromatic ring which reduces overall interaction with polar water molecules.
  • Thermodynamic Considerations: The solubility can be influenced by temperature; typically, higher temperatures can increase solubility in organic solvents.

In practice, the solubility of isopropyl 2-hydroxy-2-phenyl-acetate is crucial for applications in formulations, where the distribution and effectiveness of the compound depend on its ability to dissolve in the chosen medium. Its solubility properties underscore the balance between polar and nonpolar interactions, making it a valuable compound for chemical synthesis and industry.

Interesting facts

Interesting Facts about Isopropyl 2-Hydroxy-2-Phenyl-Acetate

Isopropyl 2-hydroxy-2-phenyl-acetate is a fascinating compound that sits at the intersection of organic chemistry and daily applications. Known for its role in various industries, this compound has both interesting properties and practical uses.

Key Insights:

  • Applications in Fragrance: Isopropyl 2-hydroxy-2-phenyl-acetate is commonly used in the creation of fragrances and perfumes due to its sweet, floral scent. It can create a pleasant olfactory experience, making it a favored ingredient in cosmetic products.
  • Solvent Properties: This compound acts as a solvent in various formulations. Its ability to dissolve a wide range of substances makes it an important component in chemical laboratories and industrial processes.
  • Medicinal Potential: Research is ongoing into the various therapeutic uses of derivatives of isopropyl 2-hydroxy-2-phenyl-acetate, particularly in pharmaceuticals due to its potentially beneficial activity against certain diseases.
  • Organic Chemistry: It serves as a good example for students studying organic reactions, demonstrating the synthesis of esters through the esterification process, which involves the reaction between alcohol and acid.
  • Environmental Aspects: With the increasing focus on sustainability, understanding the environmental impact of synthetic compounds like isopropyl 2-hydroxy-2-phenyl-acetate is essential. Its biodegradability is a key factor in its evaluation for safer use.

As a compound that highlights versatility, isopropyl 2-hydroxy-2-phenyl-acetate showcases the significant intersection between chemistry and real-world applications. Its diverse roles reflect the creativity and complexity found in organic chemistry, making it a compound worthy of study and recognition.

Synonyms
DTXSID201285542
DTXCID901716225
1-Methylethyl alpha-hydroxybenzeneacetate
4118-51-8
Isopropyl mandelate
Isopropyl 2-hydroxy-2-phenylacetate
propan-2-yl 2-hydroxy-2-phenylacetate
Isopropyl DL-Mandelate
MANDELIC ACID, ISOPROPYL ESTER
2-Hydroxy-2-phenylacetic acid isopropyl ester
Pregablin Impurity-D
Propan-2-yl (2RS)-2-Hydroxy-2-phenylacetate (Isopropyl Mandelate)
NSC 6582
AI3-01788
Pregabalin EP Impurity D
WLN: QYR&VOY1&1
mandelic acid isopropyl ester
SCHEMBL4485794
Benzeneacetic acid, alpha-hydroxy-, 1-methylethyl ester
NSC6582
Isopropyl2-hydroxy-2-phenylacetate
NSC-6582
AKOS008952421
1-Methylethyl I+/--hydroxybenzeneacetate
BS-50525
II156828
CS-0166145
Isopropyl DL-mandelate;Pregabalin impurity D
E76331
EN300-220268
Z54683128
Isopropyl 2-hydroxy-2-phenylacetate (Pregabalin Impurity