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Salicin

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Identification
Molecular formula
C13H18O7
CAS number
138-52-3
IUPAC name
2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-3,4,5-triol
State
State

Salicin is typically in a solid state at room temperature.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.00
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
286.28g/mol
Molar mass
286.2780g/mol
Density
1.6890g/cm3
Appearence

Salicin appears as a white crystalline powder with a bitter taste.

Comment on solubility

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

The compound 2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-3,4,5-triol, with the chemical formula C13H18O7, presents intriguing solubility characteristics that are influenced by its multifunctional structure. Its solubility can be summarized as follows:

  • Polarity: Due to the presence of multiple hydroxymethyl (-CH2OH) and phenoxy groups, this compound is highly polar. Such polarity often enhances solubility in polar solvents.
  • Solvent Interaction: It is expected to be soluble in water as well as in alcohols, which are also polar solvents. However, the solubility might be limited in nonpolar solvents.
  • Hydrogen Bonding: The hydroxyl groups facilitate intermolecular hydrogen bonding, further increasing the solubility in polar solvents.
  • Temperature Influence: As with many polar compounds, solubility may increase with temperature, making hot water potentially a better solvent compared to cold water.

In summary, the solubility of this compound in polar solvents can be attributed to its multihydroxyl nature and the potential for significant hydrogen bonding, making it a hydrophilic molecule overall. Keep in mind that specific solubility values can vary based on factors such as temperature and the presence of other solutes.

Interesting facts

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

This compound is a fascinating example of complex organic molecules that play crucial roles in various biochemical processes. Here are some key points that highlight its significance:

  • Structure Complexity: The molecular structure of this compound showcases a rich arrangement of functional groups, including hydroxymethyl and phenoxy moieties, contributing to its unique chemical behavior.
  • Potential Applications: Compounds like this often serve as intermediates in the synthesis of pharmaceuticals and bioactive natural products, making them essential in medicinal chemistry.
  • Biological Activity: The presence of multiple hydroxyl groups suggests potential interactions with biological systems, such as enzyme activity modulation or enhancing solubility in biological fluids.
  • Synthetic Challenges: Synthesis of such complex structures requires advanced techniques and thorough understanding of reaction mechanisms, making it an exhilarating challenge for chemists.
  • Natural Occurrence: Compounds with similar structures can be found in nature, particularly in plant-derived substances, indicating their evolutionary significance in ecological interactions.

As a chemistry student, it is intriguing to consider how the small changes in molecular structure can lead to significant differences in function and reactivity. This compound exemplifies the beauty and complexity of chemical science, reflecting the intricate dance of atoms and bonds that underpin the material world.


Synonyms
.beta.-D-Glucopyranoside, 2-(hydroxymethyl)phenyl
NSC5751
Saligenin-.beta.-D-glucopyranoside
2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
2-(Hydroxymethyl)phenyl hexopyranoside
D-(-)-Salicin;Salicoside
o-(Hydroxymethyl)phenyl .beta.-D-glucopyranoside
NSC 5751
2-(hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)oxane-3,4,5-triol
Benzyl alcohol, o-glucoside
MLS006011842
CHEMBL315895
SCHEMBL4533731
SCHEMBL21984844
SCHEMBL23623699
BDBM85510
NGFMICBWJRZIBI-UHFFFAOYSA-N
HMS3656E09
NSC_5145
BBL033791
STL371942
2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-3,4,5-triol
AKOS025247673
CAS_138-52-3
NCI60_004404
SMR001550505
SY038043
VS-12279
68329186-F80B-4F42-872B-6B53458EE17E