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Mevalonic acid

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Identification
Molecular formula
C6H12O4
CAS number
150-97-0
IUPAC name
(2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid
State
State
At room temperature, mevalonic acid is typically found in a solid state, but due to its low melting point, it may also appear as a viscous liquid under certain conditions.
Melting point (Celsius)
24.00
Melting point (Kelvin)
297.20
Boiling point (Celsius)
260.50
Boiling point (Kelvin)
533.70
General information
Molecular weight
148.16g/mol
Molar mass
148.1570g/mol
Density
1.1632g/cm3
Appearence
Mevalonic acid is a white crystalline solid. It can also appear as a colorless to slightly yellowish liquid due to its hygroscopic nature, absorbing moisture from the air.
Comment on solubility

Solubility of (2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid

The solubility of (2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid can be influenced by its unique structural features, which include polar functional groups that can interact favorably with water. This compound has been shown to exhibit varying solubility characteristics under different conditions. The following factors are typically considered:

  • Polarity: Due to the presence of hydroxyl (-OH) and methoxy (-OCH3) groups, the compound is likely to be polar, enhancing its ability to dissolve in polar solvents like water.
  • Hydrogen Bonding: The -OH group in the acid can form hydrogen bonds with water, which generally increases solubility.
  • Hydrophobic Interactions: On the other hand, the isopropyl group may introduce some hydrophobic characteristics, which could limit solubility in non-polar solvents.

In conclusion, while (2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid is expected to be soluble in water due to its polar functional groups, the solubility may be affected by the degree of interaction between the hydrophobic and hydrophilic portions of the molecule. As with many organic acids, careful consideration of solvent choice is essential to optimize solubility conditions.

Interesting facts

Interesting Facts about (2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid

(2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid, commonly known as a derivative of butanoic acid, has captured the attention of scientists due to its intriguing structure and potential applications. This compound is noted for its ability to function as a chiral building block in organic synthesis, enabling the production of *optically active* substances which are crucial in pharmaceuticals and agrochemicals.

Key Characteristics:

  • Chirality: The presence of a chiral center allows for the selective synthesis of one enantiomer over another, which is essential in developing drugs that target specific biological pathways.
  • Functional Groups: The compound boasts several functional groups, namely a hydroxyl group and a methoxy group, that play significant roles in its reactivity and interaction with biological systems.
  • Applications: Due to its structural properties, this compound can serve as a precursor to various pharmaceuticals and may contribute to the modification of other chemical entities.

This compound is often discussed in the context of asymmetric synthesis, with students and researchers keen on exploring methods to enhance its production in an efficient and sustainable manner. As noted by one chemist, “Understanding the synthesis of chiral molecules is critical for advancing medicine.” Moreover, its role in green chemistry initiatives positions it as a valuable subject of study, particularly concerning environmentally friendly processes for manufacturing complex organic molecules.

In summary, (2S)-2-hydroxy-2-isopropyl-3-methoxy-butanoic acid is more than just another organic compound; it represents a stepping stone towards innovation in drug design and synthetic chemistry. Its unique properties and potential applications continue to inspire chemists around the world.

Synonyms
Heliotric acid
25039-18-3
Heliotrinic acid
DTXSID00947901
Butyric acid, 2-hydroxy-2-isopropyl-3-methoxy-, (2S,3R)-(-)-
BUTANOIC ACID, 2-HYDROXY-2-(1-METHOXYETHYL)-3-METHYL-, (R-(R*,S*))-
2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoic acid