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L-sorbose

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Identification
Molecular formula
C6H12O6
CAS number
87-79-6
IUPAC name
2-(hydroxymethyl)piperidine-3,4,5-triol
State
State

At room temperature, L-sorbose is typically a solid. It is stable under normal conditions but should be kept in a dry environment to prevent it from absorbing moisture.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
413.15
Boiling point (Kelvin)
686.30
General information
Molecular weight
180.16g/mol
Molar mass
180.1560g/mol
Density
1.6570g/cm3
Appearence

L-sorbose is a white crystalline solid. It is known for having a slightly sweet taste and is used in the food industry as a sugar substitute. It is also hygroscopic in nature, meaning that it absorbs moisture from the air.

Comment on solubility

Solubility of 2-(Hydroxymethyl)piperidine-3,4,5-triol

2-(Hydroxymethyl)piperidine-3,4,5-triol, with the formula C6H12O6, exhibits interesting solubility properties that are worthy of discussion. This compound contains multiple hydroxyl (-OH) functional groups, which significantly enhance its interaction with water molecules.

Key points regarding its solubility include:

  • High Solubility in Water: The presence of several hydroxyl groups suggests that this compound is likely to be quite soluble in polar solvents, particularly water. Hydrogen bonding between the hydroxyl groups and water molecules facilitates this solubility.
  • Hydrophilicity: The hydrophilic nature of the compound is attributed to its multiple -OH groups, which can engage in extensive hydrogen bonding networks, making it readily dissolve in aqueous environments.
  • Limited Solubility in Nonpolar Solvents: Conversely, its solubility in nonpolar solvents would be significantly lower due to the lack of favorable interactions, indicating that this compound is largely water-soluble and not compatible with hydrophobic environments.

In practical applications, this solubility characteristic can be crucial for its usage in various chemical processes and formulations. As noted, “The more hydroxyl groups present, the more soluble the compound is likely to be in water.” Consequently, 2-(hydroxymethyl)piperidine-3,4,5-triol's favorable solubility makes it a versatile candidate in biochemical research and applications.

Interesting facts

Interesting Facts about 2-(Hydroxymethyl)piperidine-3,4,5-triol

2-(Hydroxymethyl)piperidine-3,4,5-triol, often abbreviated as HMP, is a fascinating compound that showcases the intricate relationship between structure and function in organic chemistry. Here are some noteworthy insights about this compound:

  • Versatile Structure: The presence of both piperidine and hydroxymethyl groups in its structure makes HMP an interesting structural framework. The piperidine ring contributes to its basicity, while the hydroxymethyl groups can participate in hydrogen bonding, enhancing its reactivity and interactions in biological systems.
  • Biological Relevance: Compounds similar to HMP have been studied for their potential biological activity. For instance, they may act as intermediates in the synthesis of pharmaceuticals or bioactive molecules, reflecting the importance of hydroxymethyl derivatives in medicinal chemistry.
  • Inhibitory Potential: Research has indicated that derivatives of piperidine often exhibit inhibitory effects on various enzymes, which can be pivotal in drug development. HMP's unique structure opens possibilities for exploration in enzyme inhibition, particularly in contexts like cancer research or bacterial resistance.
  • Analytical Applications: As an important compound in synthetic organic chemistry, HMP can be used as a reagent in various chemical reactions. Its hydroxymethyl groups make it a useful building block for generating other complex molecules through functionalization.
  • Research Opportunities: Ongoing studies into the chemical properties of HMP and its derivatives offer numerous avenues for research. Scientists are particularly interested in how slight modifications to its structure can lead to new compounds with enhanced properties, especially in medicinal applications.

In essence, 2-(hydroxymethyl)piperidine-3,4,5-triol is not just a molecule with a formula; it embodies a rich tapestry of potential applications and biological significance. Its role in both synthetic and medicinal chemistry underscores the endless possibilities that arise from understanding and manipulating chemical compounds.

Synonyms
2-(hydroxymethyl)piperidine-3,4,5-triol
70956-02-4
2-hydroxymethyl-3,4,5-trihydroxypiperidine
1oim
1-Deoxy-Nojirimycin
S-GI
Duvoglustat (hydrochloride)
Migalasta
Antibiotic S-GI
Lopac0_000444
CHEMBL11510
SCHEMBL2163281
SCHEMBL19628194
SCHEMBL21104989
1-Deoxygalactonojirimycin (DGJ)
DTXSID50864871
LXBIFEVIBLOUGU-UHFFFAOYSA-N
BDBM113762
HMS3865G03
BCP08136
BCP15236
NOJ
CCG-204536
SB47592
SDCCGSBI-0050429.P002
NCGC00015383-02
NCGC00015383-03
NCGC00162154-01
16647-80-6
LS-13202
NCI60_020666
PD056777
SY032317
1,5-Dideoxy-1,5-imino-D-glucitol, 9CI
(2S,3R,4R,5S)-2-(Hydroxymethyl)-3,4,5-piperidinetriol
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