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2,5-Dimethyltetrahydrofuran

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Identification
Molecular formula
C6H12O
CAS number
1003-38-9
IUPAC name
(2S,5R)-2,5-dimethyltetrahydrofuran
State
State
At room temperature, 2,5-Dimethyltetrahydrofuran is in a liquid state.
Melting point (Celsius)
-89.50
Melting point (Kelvin)
183.65
Boiling point (Celsius)
92.20
Boiling point (Kelvin)
365.35
General information
Molecular weight
86.13g/mol
Molar mass
86.1320g/mol
Density
0.8546g/cm3
Appearence

2,5-Dimethyltetrahydrofuran is a colorless liquid with a mild, ether-like odor. It is a significant organic solvent and is used frequently in industrial applications and chemical synthesis.

Comment on solubility

Solubility of (2S,5R)-2,5-dimethyltetrahydrofuran

(2S,5R)-2,5-dimethyltetrahydrofuran is an organic compound that exhibits notable solubility characteristics due to its structural features. Here are some key points regarding its solubility:

  • Solvent Compatibility: This compound is generally soluble in a variety of organic solvents, including ethanol, acetone, and chloroform. Its solubility in polar solvents can be attributed to the presence of the tetrahydrofuran ring, which enhances its interaction with similar polar molecules.
  • Water Solubility: [(2S,5R)-2,5-dimethyltetrahydrofuran] is only slightly soluble in water. This limited water solubility can be explained by the hydrophobic nature of the alkyl substituents, which do not favor strong interactions with water molecules.
  • Temperature Effects: Solubility generally increases with temperature; thus, the solubility of (2S,5R)-2,5-dimethyltetrahydrofuran in organic solvents is likely to improve with increased temperature, allowing for better mixing and dissolution.
  • Applications: Its solubility profile makes it a useful solvent in various chemical reactions and extractions in organic chemistry, where solubility plays a crucial role in reaction efficiency.

In summary, the solubility of (2S,5R)-2,5-dimethyltetrahydrofuran is influenced by its molecular structure, with good solubility in organic solvents and limited solubility in water. Understanding these properties is vital for its practical applications in chemical processes.

Interesting facts

Interesting Facts About (2S,5R)-2,5-Dimethyltetrahydrofuran

(2S,5R)-2,5-dimethyltetrahydrofuran is an intriguing organic compound that finds its place in various fields of chemistry, notably in organic synthesis and pharmaceuticals. Here are some fascinating insights:

  • Stereochemistry: This compound features specific stereochemistry, indicated by the (2S,5R) notation. Understanding stereoisomerism is crucial in the study of reaction pathways and the development of molecules with desired biological activity.
  • Versatile Solvent: Tetrahydrofuran (THF) is widely used as a solvent in organic reactions due to its ability to dissolve a range of compounds, making (2S,5R)-2,5-dimethyltetrahydrofuran a valuable asset in laboratories.
  • Reactivity: The presence of the ether functional group in this compound enhances its reactivity, allowing chemists to facilitate a host of reactions, such as nucleophilic substitutions and polymerizations.
  • Building Block: It serves as a building block in the synthesis of other important compounds, especially in the development of pharmaceuticals and agrochemicals.
  • Natural Occurrence: Interestingly, compounds similar to (2S,5R)-2,5-dimethyltetrahydrofuran can be found in various natural products, showcasing the significance of such structures in nature and biology.

In conclusion, (2S,5R)-2,5-dimethyltetrahydrofuran exemplifies the complexity and beauty found in organic chemistry. As you delve deeper into its properties and applications, remember the profound impact that even small molecular changes can have on a compound's functionality and behavior.

Synonyms
cis-2,5-Dimethyltetrahydrofuran
2144-41-4
cis-2,5-Dimethyloxolane
2,5-Dimethyloxolane, cis-
O7NB7572GU
UNII-O7NB7572GU
2,5-Dimethyltetrahydrofuran, (Z)-
FURAN, TETRAHYDRO-2,5-DIMETHYL-, (2R,5S)-REL-
oxmidrbafoeoqt-olqvqodusa-n
(2R,5S)-2,5-dimethyloxolane
Furan, tetrahydro-2,5-dimethyl-, cis-
cis-Tetrahydro-2,5-Dimethylfuran
Rel-(2R,5S)-2,5-dimethyltetrahydrofuran
starbld0003326
SCHEMBL9062787
Q27285445