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Solketal

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Identification
Molecular formula
C10H14O3
CAS number
100-79-8
IUPAC name
(2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol
State
State

Solketal is typically in a liquid state at room temperature.

Melting point (Celsius)
5.00
Melting point (Kelvin)
278.15
Boiling point (Celsius)
193.00
Boiling point (Kelvin)
466.15
General information
Molecular weight
174.21g/mol
Molar mass
174.2110g/mol
Density
1.0832g/cm3
Appearence

Solketal appears as a colorless liquid. It is clear and transparent under standard conditions and is often used as a solvent or an intermediate in organic synthesis.

Comment on solubility

Solubility of (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol

The solubility of (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol can be described as follows:

  • Solvent Interaction: This compound is likely to exhibit higher solubility in organic solvents such as ethanol or acetone, due to its organic structure.
  • Polarity: As it contains a hydroxyl (-OH) group, it may show some degree of polarity, enhancing its solubility in polar solvents.
  • Hydrogen Bonding: The -OH group can participate in hydrogen bonding, which could increase its solubility in polar solvents significantly.

In contrast, solubility in water might be limited due to the combined presence of hydrophobic aromatic groups from the benzyl moiety, which generally do not favor interactions with water molecules. Therefore, the overall solubility profile of (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol is governed by a balance between its polar and nonpolar parts, making it particularly interesting from a solubility perspective.

Understanding the solubility of this compound can be crucial for applications in pharmaceuticals, where the solubility profile often dictates the compound's efficacy and stability in formulations.

Interesting facts

Interesting Facts about (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol

(2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol, a fascinating compound in the field of organic chemistry, showcases the beauty of functional groups and molecular architecture. Here are some intriguing aspects of this compound:

  • Unique Structure: This compound features a dioxolan ring, which is a five-membered cyclic acetal, making it an interesting example of how cyclic structures can influence reactivity and stability.
  • Potential Applications: Compounds like (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol may find applications in medicinal chemistry. Their structural motifs can serve as scaffolds for drug design, especially in targeting specific biological pathways.
  • Synthetic Pathways: The synthesis of this compound often involves interesting organic reactions, including the formation of dioxolanes via carbohydrate derivatives. This serves as a great avenue for students to explore synthetic methodologies.
  • Functional Versatility: The hydroxymethyl group attached to the dioxolan structure provides versatility, allowing it to participate in reactions such as oxidation and etherification, which can be useful in various synthetic applications.
  • Chemical Behavior: The presence of the benzyl group in the structure can influence the electrochemical properties of the compound, making it a good candidate for studies in physical organic chemistry.

As we explore compounds like (2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol, we gain valuable insights into structure-reactivity relationships, opening up gateways for innovative research and application in the realms of chemistry and pharmacology. This compound is truly an example of how intricate molecular design can lead to significant advancements in multiple fields.

Synonyms
5694-73-5
2-Benzyl-2-methyl-1,3-dioxolane-4-methanol
(2-benzyl-2-methyl-1,3-dioxolan-4-yl)methanol
1,3-DIOXOLANE-4-METHANOL, 2-BENZYL-2-METHYL-
DTXSID90972383