Skip to main content

tetrahydropyran

ADVERTISEMENT
Identification
Molecular formula
C5H10O
CAS number
142-68-7
IUPAC name
tetrahydropyran
State
State

At room temperature, tetrahydropyran is a liquid. It is often utilized for its solvent properties and is a part of synthesis processes in laboratories and the chemical industry.

Melting point (Celsius)
-44.50
Melting point (Kelvin)
228.65
Boiling point (Celsius)
88.60
Boiling point (Kelvin)
361.75
General information
Molecular weight
86.13g/mol
Molar mass
86.1320g/mol
Density
0.8786g/cm3
Appearence

Tetrahydropyran is a colorless liquid that is commonly used as a solvent and as a building block in organic synthesis. It is known for its sweet odor, which is somewhat similar to that of ether. The compound is transparent and exhibits the typical liquid characteristics at room temperature.

Comment on solubility

Solubility of Tetrahydropyran

Tetrahydropyran, a cyclic ether characterized by its six-membered ring structure, exhibits notable solubility characteristics that are of interest in various chemical applications. Its solubility can be assessed in different contexts:

  • Polarity: Tetrahydropyran is relatively polar compared to non-polar solvents, which contributes to its solubility in various solvents.
  • Solvent Compatibility: It is generally soluble in water at higher temperatures, but with limited miscibility at room temperature. This behavior is due to its ability to engage in hydrogen bonding and other polar interactions.
  • Organic Solvents: Tetrahydropyran is highly soluble in a range of organic solvents, including ethanol, acetone, and chloroform. This makes it an excellent solvent in organic synthesis.
  • Temperature Dependence: Solubility in water generally increases with temperature, making it important to consider temperature effects in applications.

In conclusion, the solubility of tetrahydropyran is influenced by its molecular structure, polarity, and interactions with solvents, making it a valuable compound in both laboratory and industrial settings. Understanding these solubility properties allows chemists to leverage tetrahydropyran effectively for diverse chemical processes.

Interesting facts

Interesting Facts About Tetrahydropyran

Tetrahydropyran is a cyclic ether with a unique structure that contributes to its interesting chemical properties and applications. Here are some notable facts:

  • Cyclic Structure: Tetrahydropyran features a six-membered ring oxide, which is a key reason it exhibits particular reactivity patterns compared to acyclic compounds.
  • Solvent Properties: It is used as a solvent in organic synthesis because of its ability to dissolve a wide variety of organic compounds.
  • Reactivity: Due to its structure, tetrahydropyran can participate in various chemical reactions, including reactions with acids, and can serve as a protecting group for alcohols in synthesis.
  • Natural Occurrence: Tetrahydropyran derivatives are often found in nature, particularly in many natural products, which highlights its significance in biological chemistry.
  • Applications: Beyond use as a solvent, tetrahydropyran is utilized in:
    • Drug development and design due to its pharmacological properties.
    • Flavoring and fragrance industries owing to its pleasant odor characteristics.
  • Synthesis Methods: Various methods are available for synthesizing tetrahydropyran. One common approach involves the hydrogenation of pyran, showcasing its synthetic versatility.

As a compound, tetrahydropyran serves as a fundamental structure for chemists working in fields such as synthetic organic chemistry and pharmacology. Its combination of structural integrity and utility makes it a fascinating subject of study.

In the words of a chemist, "Understanding compounds like tetrahydropyran allows us to bridge the gap between simple ideas and complex biological processes."

Synonyms
TETRAHYDROPYRAN
142-68-7
Oxane
Tetrahydro-2H-pyran
Oxacyclohexane
2H-Pyran, tetrahydro-
Pentamethylene oxide
Tetrahydropyrane
2H-tetrahydropyran
Oxane (VAN)
UNII-V06I3ILG6B
EINECS 205-552-8
V06I3ILG6B
HSDB 126
NSC 65448
NSC-65448
TETRAHYDROPYRAN [MI]
TETRAHYDROPYRAN [HSDB]
AI3-16499
DTXSID3059719
CHEBI:46941
PYE
tetrahydro-pyran
Tetrahydro2Hpyran
pyran, tetrahydro-
1,1-dioxane
2HPyran, tetrahydro
MFCD00006585
Tetrahydro-4H-pyran
DTXCID3034612
Tetrahydropyran, anhydrous, 99%
NSC65448
AKOS009031627
DB02412
DB-042642
NS00021654
T0110
H11250
A807947
Q412815
F0001-0499
205-552-8