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D-sorbose

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Identification
Molecular formula
C7H14O7
CAS number
87-79-6
IUPAC name
(3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one
State
State

At room temperature, D-sorbose is typically in the form of a crystalline solid. It is stable under normal temperatures and pressures and used as an intermediate in the synthesis of vitamin C.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.00
Boiling point (Celsius)
889.78
Boiling point (Kelvin)
1 163.00
General information
Molecular weight
194.19g/mol
Molar mass
194.1850g/mol
Density
1.6500g/cm3
Appearence

D-sorbose appears as a white, crystalline solid. It is a type of monosaccharide but is less common than glucose and fructose. The compound is generally produced as a syrup and can also be found in a crystalline form, which is odorless and tastes sweet. As a crystalline powder, it is soluble in water, slightly soluble in alcohol, and insoluble in ether.

Comment on solubility

Solubility of (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one

The solubility of (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one is influenced by its multiple hydroxyl groups, which significantly enhance its ability to interact with water molecules. This compound comprises six hydroxyl (–OH) groups, making it a highly polar molecule. As a general rule, increased polarity leads to increased solubility in polar solvents.

Key points about its solubility include:

  • Water solubility: Due to the numerous hydroxyl groups, this compound is expected to be highly soluble in water. The formation of hydrogen bonds between the hydroxyl groups and water molecules facilitates this solubility.
  • Organic solvent solubility: The presence of both polar and non-polar character may allow it to exhibit limited solubility in non-polar organic solvents.
  • Temperature effects: Solubility may vary with temperature, as increased temperatures typically enhance the solubility of solid compounds in liquids.

In summary, one can assert that (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one is predominantly soluble in polar solvents, most notably water, allowing for its potential applications in various aqueous environments. This characteristic enhances its utility in biological systems and chemical processes.

Interesting facts

Interesting Facts about (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one

The compound known as (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one is a fascinating molecule that holds promise in various fields of study, particularly in organic chemistry and biochemistry. Here are some intriguing aspects of this compound:

  • Chirality: This compound is characterized by its multiple chiral centers, making it a stereoisomer. The specific configuration of its chiral centers is crucial for determining its biological activity and interactions in living systems.
  • Natural Occurrence: Compounds similar in structure may be found in certain natural products, highlighting the importance of hexahydroxy derivatives in nature. Understanding their biosynthetic pathways can reveal insights into metabolic processes.
  • Potential Applications: Hexahydroxy compounds like this one are of interest in drug development and synthetic organic applications. They could serve as intermediates in the synthesis of more complex molecules with therapeutic potential.
  • Biosynthetic Significance: Compounds with multiple hydroxyl groups often exhibit unique properties such as increased solubility in water, making them valuable in biological contexts.
  • Research Opportunities: Due to its complex structure, (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one serves as an excellent subject for research related to stereochemistry and molecular interactions.

In summary, this compound is not just a chemical entity; it embodies a myriad of scientific intrigue that invites further exploration into its properties, functions, and potential applications in various scientific fields.

Synonyms
MANNOHEPTULOSE
D-manno-Heptulose
(+)-Mannoheptulose
Mannoheptulose, D-
(3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one
W19YH62373
Mannoketoheptose
manno-2-Heptulose
D-manno-ketoheptose
UNII-W19YH62373
NSC-226836
EINECS 222-795-5
NSC 226836
D-keto-manno-heptulose
AI3-61577
SCHEMBL119659
MANNOHEPTULOSE, (+)-
D-MANNO-HEPTULOSE [MI]
CHEBI:78363
DTXSID60879012
HSNZZMHEPUFJNZ-QMTIVRBISA-N
HY-U00462
AKOS030254592
CS-0100954
G79767
Q897649