Troglitazone | Solubility of Things

Identification

Molecular formula

C₂₄H₂₇NO₅S

CAS number

97322-87-7

IUPAC name

2-[4-(dihydroxyamino)phenyl]sulfanyl-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

State

At room temperature, troglitazone is typically found in a solid state due to its crystalline nature.

Melting point (Celsius)

184.00

Melting point (Kelvin)

457.15

Boiling point (Celsius)

500.00

Boiling point (Kelvin)

773.15

General information

Molecular weight

441.54g/mol

Molar mass

441.5400g/mol

Density

1.3700g/cm³

Appearence

Troglitazone is a white to off-white crystalline powder. It is practically insoluble in water but soluble in methanol and ethanol, leading to a nearly translucent suspension when mixed with these solvents.

Comment on solubility

Solubility of 2-[4-(dihydroxyamino)phenyl]sulfanyl-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

The solubility of the compound 2-[4-(dihydroxyamino)phenyl]sulfanyl-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol (C₂₄H₂₇NO₅S) is influenced by its structural characteristics and the presence of various functional groups. Here are some key points regarding its solubility:

Hydroxyl Groups: The presence of multiple hydroxyl (-OH) groups significantly enhances solubility in polar solvents such as water. These groups can form hydrogen bonds with water molecules, leading to increased interaction.
Amine Group: The dihydroxyamino moiety adds further polarity, contributing to a tendency to dissolve in aqueous environments.
Sulfanyl Group: While the sulfanyl (-S-) group may not directly affect solubility as much as the polar groups, it can still play a role in overall solubility characteristics.

As a result, one could anticipate that this compound is likely soluble in polar solvents, particularly water, due to the abundance of polar functional groups, whereas its solubility in non-polar solvents may be quite limited. In summary, the solubility behavior of this compound can be encapsulated in the following quote: "The more polar the functional groups, the greater the solubility in polar solvents."

Interesting facts

Interesting Facts about 2-[4-(dihydroxyamino)phenyl]sulfanyl-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

This intriguing compound, often identified in the field of organic chemistry, offers a wealth of captivating characteristics worthy of exploration. Below are some notable aspects:

Versatile Functional Groups: The structure includes diverse functional groups, such as hydroxyl groups and a sulfanyl group, which are key in determining its reactivity and bonding capabilities with other molecules.
Biological Relevance: Compounds featuring sulfonyl or sulfanyl functionalities frequently show vital biological activities, paving the way for potential pharmaceutical applications. Research into similar compounds has unveiled their roles in drug design, especially as antimicrobial agents.
Chiral Centers: The presence of multiple stereogenic centers in the tetrahydropyran unit lends the compound chirality, which can result in distinct biological effects depending on the spatial arrangement of its atoms.
Intriguing Synthesis: The synthesis of such compounds poses interesting challenges and opportunities. Chemists often explore various methods, including asymmetric synthesis and multi-step processes, to build the desired structure efficiently.

As a compound that might not be encountered frequently, it symbolizes the complex interplay between structure and activity in organic molecules. Its exploration not only enhances our understanding of fundamental chemistry but also potentially unlocks new pathways in medicinal chemistry.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." Thus, compounds like this one inspire ongoing research and innovation in the ever-evolving domain of chemical sciences.