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Isomaltulose

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Identification
Molecular formula
C12H22O11
CAS number
13718-94-0
IUPAC name
2-[4,5-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
State
State

At room temperature, isomaltulose is a solid. It is stable under normal conditions and does not decompose easily. Its stability under heat and various pH conditions makes it a valuable sweetener for many food applications.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
342.30g/mol
Molar mass
342.2960g/mol
Density
1.5400g/cm3
Appearence

Isomaltulose typically appears as a white, crystalline powder. It is odorless and has a sweet taste, being about 50% as sweet as sucrose. Its crystals are usually small and airy.

Comment on solubility

Solubility of 2-[4,5-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol (C12H22O11)

The solubility of 2-[4,5-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol, commonly referred to as a complex polyol derivative, is influenced by its unique structural properties, particularly the presence of multiple hydroxyl groups. These features make the compound highly polar, allowing for significant interactions with water molecules.

Key Points about Solubility:

  • High Hydrophilicity: With eleven hydroxyl (–OH) groups, this compound displays a strong capability to form hydrogen bonds with water, resulting in high solubility in aqueous solutions.
  • Temperature Dependence: Like many organic compounds, its solubility can be affected by temperature; generally, higher temperatures may enhance solubility.
  • Viscosity Consideration: Due to its high molecular weight and multiple functional groups, the compound may induce a greater viscosity in solution, which can impact dissolution rates.
  • Organic Solvents: While predominantly soluble in water, its solubility in organic solvents may be limited, depending on their polarity.

In summary, the compound exhibits excellent solubility in water due to its high number of hydroxyl groups, making it a potential candidate for various applications in biochemistry and material science. Its solubility characteristics should always be considered, especially in formulations where water compatibility is crucial.

Interesting facts

Interesting Facts about 2-[4,5-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

This fascinating compound, often referred to as a glycosylated polyol, showcases the intricate chemistry often found in natural products. Its structure includes multiple hydroxyl groups that are characteristic of sugars and sugar alcohols, leading to a compound with intriguing properties and biological significance.

Key Highlights:

  • Natural Occurrence: This compound can be synthesized through various biological pathways, particularly in plants where it plays a role in metabolic processes.
  • Biological Functions: Many compounds similar to this one are known for their antioxidant properties, helping to neutralize free radicals and mitigate oxidative stress in biological systems.
  • Medical Applications: Compounds with such hydroxyl-rich structures can be explored for potential uses in pharmaceuticals, especially as a stabilizer or solubilizer in drug formulations.
  • Research Dynamics: The synthesis and modification of polyols like this provide a rich area of study for chemists interested in creating new materials or exploring renewable resources.

The presence of the hydroxymethyl groups not only contributes to the stability of the compound but also enhances its solubility in various solvents. Additionally, scientists often highlight how compounds like this present opportunities for creating biocompatible materials in areas such as tissue engineering and regenerative medicine.

As we delve deeper into the chemistry of such complex molecules, one is reminded of the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." This reflects the exploratory spirit of research surrounding compounds like this, where the potential applications are as diverse as their chemical structures.

Synonyms
lactulose
4-O-hexopyranosylhex-2-ulofuranose
Lactulose, >95%
4-O-beta-D-Galactopyranosyl-D-fructofuranose;laevolac; Lactulose; Cholac; Enulose; Liforos
4-O-alpha-D-Glucopyranosyl-D-fructofuranose
CHEMBL58143
SCHEMBL12787132
DTXSID00859878
ALBB-022459
BCP27627
BCP33887
STL419985
2-hexulofuranose, 4-O-hexopyranosyl-
AKOS015997942
2-{[4,5-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
LS-14145
DB-070717
NS00007402
C1F45531-2C58-4506-BD17-367ECD705927