Skip to main content

Valerolactone

ADVERTISEMENT
Identification
Molecular formula
C5H8O2
CAS number
542-28-9
IUPAC name
tetrahydropyran-2-one
State
State

At room temperature, valerolactone is in a liquid state.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
207.90
Boiling point (Kelvin)
481.05
General information
Molecular weight
100.12g/mol
Molar mass
100.1160g/mol
Density
1.0293g/cm3
Appearence

Valerolactone is a colorless liquid. It has a faint, sweet, coconut-like odor. In its pure form, it is a clear and thin liquid that is miscible with water and most organic solvents.

Comment on solubility

Solubility of Tetrahydropyran-2-one

Tetrahydropyran-2-one, also known by its systematic name, 2-Pyran-2-one, exhibits interesting solubility characteristics that are important for various applications. Understanding its solubility can bring insights into its behavior in different solvents and environments.

Solubility in Various Media

  • Water: Tetrahydropyran-2-one has moderate solubility in water, primarily due to the presence of its carbonyl group, which can interact with water molecules through hydrogen bonding.
  • Organic Solvents: It is highly soluble in many organic solvents, such as:
    • Alcohols (e.g., methanol, ethanol)
    • Aromatics (e.g., benzene, toluene)
    • Esters and ethers
  • Polarity Influence: The solubility is significantly influenced by the polarity of the solvent. Non-polar solvents will show reduced solubility of tetrahydropyran-2-one.

In practical applications, the solubility profiles of tetrahydropyran-2-one are valuable for processes such as synthesis and formulation in chemical industries. Thus, understanding its solubility can lead to optimized utilization in diverse chemical reactions.

Interesting facts

Interesting Facts about Tetrahydropyran-2-one

Tetrahydropyran-2-one is an intriguing compound that belongs to the class of lactones, specifically a cyclic ester. Here are some notable aspects that make this compound particularly interesting:

  • Structural Significance: This compound features a six-membered ring structure containing both oxygen and carbon atoms, which contributes to its stability and reactivity. The presence of the carbonyl group (C=O) is what makes it a lactone.
  • Synthesis Versatility: Tetrahydropyran-2-one can be synthesized through several routes, notably via the catalytic hydrogenation of pyranones. This versatility makes it a valuable intermediate in organic synthesis.
  • Biochemical Relevance: The compound plays a role in various biological systems and has been studied for its potential applications in pharmaceuticals. It is particularly noteworthy in the synthesis of certain natural products and bioactive compounds.
  • Reactivity: Tetrahydropyran-2-one can undergo multiple reactions, including nucleophilic additions and ring-opening reactions. This reactivity is beneficial for chemists looking to modify the compound for various applications.
  • Applications: Its derivatives can be used in the development of agrochemicals and as building blocks for larger molecular architectures in the chemical industry.

In conclusion, tetrahydropyran-2-one is not just a simple compound; it embodies several characteristics that appeal to chemists and researchers alike. As stated by many in the field, “Understanding the underlying chemistry of compounds like tetrahydropyran-2-one allows us to unlock new pathways in synthetic chemistry.”

Synonyms
delta-Valerolactone
542-28-9
TETRAHYDRO-2H-PYRAN-2-ONE
5-Valerolactone
2H-Pyran-2-one, tetrahydro-
Tetrahydro-2-pyranone
Penta-1,5-lactone
delta-Valeryllactone
NSC 6247
DTXSID6044438
CHEBI:16545
NSC-6247
EINECS 208-807-1
14V1X9149L
Pentanoic acid, 5-hydroxy-, delta-lactone
AI3-25024
Valeric acid, delta-hydroxy-, delta-lactone
DTXCID4024438
EC 208-807-1
delta-valerothiolactone
DELTA-VALEROLACTONE [INCI]
208-807-1
inchi=1/c5h8o2/c6-5-3-1-2-4-7-5/h1-4h
oxan-2-one
tetrahydropyran-2-one
Valerolactone
.delta.-Valerolactone
26354-94-9
.delta.-Valeryllactone
tetrahydro-pyran-2-one
1-Oxacyclohexan-2-one
CHEMBL452383
MFCD00006645
d-valerolactone
Cyclopentanolide
5-pentanolide
UNII-14V1X9149L
Pentan-5-olide
Delta valerolactone
Delta-Valerolactotie
delta -Valerolactone
.delta.-Pentalactone
tetrahydro-4H-pyranone
98% may contain polymer
WLN: T6OVTJ
SCHEMBL37722
Valeric acid, .delta.-lactone
Pentanoic acid, .delta.-lactone
NSC6247
NSC65442
STR08736
delta-Valerolactone, technical grade
Tox21_302166
BDBM50360797
NSC 65442
NSC-65442
s3099
AKOS009158729
CS-W013713
FV62738
HY-W012997
5-Hydroxypentanoic acid .delta.-lactone
NCGC00255756-01
BP-14040
CAS-542-28-9
Delta-valerolactone (may contain polymer)
SY018264
DB-050659
NS00005148
V0039
EN300-43042
Pentanoic acid, 5-hydroxy-, .delta.-lactone
tetrahydro-2H-pyran-2-one,2-Perhydropyranone
C02240
Q903610
Valeric acid, .delta.-hydroxy-, .delta.-lactone
Z432085120