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Choline

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Identification
Molecular formula
C5H14NO
CAS number
62-49-7
IUPAC name
[(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium
State
State
Choline is typically found as a solid in the form of choline salts or as a viscous liquid. It is highly soluble in water.
Melting point (Celsius)
-81.00
Melting point (Kelvin)
192.15
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.00
General information
Molecular weight
104.17g/mol
Molar mass
104.1700g/mol
Density
1.0480g/cm3
Appearence
Choline is a colorless, viscous liquid. It is hygroscopic, meaning it readily absorbs moisture from the environment.
Comment on solubility

Solubility Overview

The compound [(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium has intriguing solubility characteristics worth discussing:

Factors Affecting Solubility

  • Polarity: With the presence of various functional groups, the polarity can influence its ability to dissolve in different solvents.
  • Hydrogen Bonding: The hydroxyl group (-OH) plays a crucial role in enhancing solubility in polar solvents such as water.
  • Ammonium Ion: The quaternary ammonium structure tends to increase solubility in ionic and polar solvents.

Expected Solubility Behavior

Based on the structural components, one might anticipate:

  • The compound is likely to be soluble in water due to the presence of the hydroxyl group.
  • It may show variable solubility in organic solvents, potentially being less soluble in non-polar solvents.

Conclusion

In summary, the solubility of [(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium is significantly influenced by its functional groups, enabling it to exhibit favorable solubility in polar environments while posing challenges in non-polar settings. As with many compounds, specific conditions should be tested for precise solubility assessments.

Interesting facts

Interesting Facts about [(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium

[(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium, commonly referred to in scientific literature as a type of quaternary ammonium compound, presents a fascinating structural and functional profile that makes it a subject of interest in both organic chemistry and medicinal applications. Here are some intriguing aspects of this compound:

  • Sterochemistry: The notation of (2S,4R,5S) in its name indicates that it has specific stereocenters, giving rise to its chiral properties. This chirality can influence its biological interactions significantly, making it a key point of study in pharmacology.
  • Applications: Compounds like this often find use in a variety of fields, including:
    • As agents in drug delivery systems.
    • In the formulation of surfactants.
    • As potential antimicrobial agents due to the ammonium group.
  • Biochemical Relevance: The hydroxyl group and the tetrahydrofuran ring contribute to its reactivity and solubility, facilitating interactions with biological molecules. This can enhance its function as a potential therapeutic agent or catalyst.
  • Research Innovations: There is ongoing research into using this type of compound in novel methodologies for introducing chirality into synthetic processes, potentially revolutionizing the way certain pharmaceuticals are developed.

This compound exemplifies the complex and fascinating world of organic chemistry, where intricate structures lead to diverse applications. As quoted by a prominent chemist, “The beauty of chemistry lies not just in the simplicity of molecules, but in the endless possibilities they provide for innovation.”


Understanding such compounds not only enriches our knowledge of chemical diversity but also paves the way for advancements in technology and medicine.

Synonyms
MUSCARINE
Muscarin
(+)-Muscarine
L-(+)-Muscarine
300-54-9
Muskarin
Muscarine (alkaloid)
EINECS 206-094-1
UNII-7T101UWZ5W
7T101UWZ5W
MUSCARINE ION
MUSCARINE CATION
MUSCARINE [MI]
CHEMBL12587
2-Furanmethanaminium, tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, (2S-(2alpha,4beta,5alpha))-
CHEBI:7034
Muscarine (the alkaloid)
Ammonium, trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-
DTXSID50184081
[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium
(+)-(2S,4R,5S)-Muscarine
D-ribo-Hexitol, 2,5-anhydro-1,4,6-trideoxy-6-(trimethyl)ammonio)-
Muscarine II
CHEMBL292911
(2S-(2alpha,4beta,5alpha))-(Tetrahydro-4-hydroxy-5-methylfurfuryl)trimethylammonium
[(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium
[2S-(2alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium
CHEMBL1255785
(2S-(2.ALPHA.,4.BETA.,5.ALPHA.))-TETRAHYDRO-4-HYDROXY-N,N,N,5-TETRAMETHYL-2-FURANMETHANAMINIUM
((2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl)methyl-trimethylazanium
Muscarine?
SR-01000076018
((2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl)methyl-trimethyl-ammonium
Lopac-M-104
Trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-Ammonium
Lopac0_000852
SCHEMBL79530
GTPL3996
(4-Hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium; iodide
DTXCID60106572
2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-D-ribo-hexitol
BDBM50006243
BDBM50336544
AKOS015966547
CCG-204935
NCGC00015625-01
NCGC00162278-01
NCGC00162278-02
NCGC00162278-05
DA-59735
HY-121404
CS-0081955
NS00028831
C07473
Q407952
SR-01000076018-6
{[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium
((2S,4R,5S)-4-Hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium
1-((2S,4R,5S)-4-hydroxy-5-methyltetrahydrofuran-2-yl)-N,N,N-trimethylmethanaminium
(2S-(2ALPHA,4BETA,5ALPHA))-TETRAHYDRO-4-HYDROXY-N,N,N,5-TETRAMETHYL-2-FURANMETHANAMINIUM
206-094-1