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γ-Valerolactone

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Identification
Molecular formula
C5H8O2
CAS number
108-29-2
IUPAC name
5-butyltetrahydrofuran-2-one
State
State

At room temperature, γ-valerolactone is a liquid.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
207.00
Boiling point (Kelvin)
480.15
General information
Molecular weight
100.12g/mol
Molar mass
100.1160g/mol
Density
1.0500g/cm3
Appearence

γ-Valerolactone is a colorless liquid with a slightly sweet, floral odor. It is typically clear and transparent.

Comment on solubility

Solubility of 5-butyltetrahydrofuran-2-one

5-butyltetrahydrofuran-2-one is an intriguing compound when it comes to its solubility properties. It is essential to consider several factors that influence its solubility:

  • Polarity: The molecular structure of 5-butyltetrahydrofuran-2-one, featuring both polar and non-polar characteristics, leads to moderate solubility in organic solvents.
  • Hydrogen bonding: The presence of a carbonyl group can establish hydrogen bonds with appropriate solvents, enhancing its solubility in polar environments.
  • Solvent compatibility: It tends to dissolve well in alcohols, ethers, and other non-aromatic organic solvents but exhibits limited solubility in water due to the hydrophobic butyl group.

In general, compounds like 5-butyltetrahydrofuran-2-one demonstrate a trend where increasing the hydrophobic character decreases water solubility. As a result:

  • Highly soluble in: Nonpolar organic solvents (e.g., hexane, toluene)
  • Moderately soluble in: Alcohols (e.g., ethanol, isopropanol)
  • Poorly soluble in: Polar protic solvents like water

Overall, while 5-butyltetrahydrofuran-2-one's solubility varies depending on the solvent, its ability to dissolve in a range of organic solvents makes it a compound of interest in chemical applications.

Interesting facts

Interesting Facts about 5-Butyltetrahydrofuran-2-one

5-Butyltetrahydrofuran-2-one is a fascinating compound that belongs to the family of γ-butyrolactones, which are cyclic esters known for their unique structural and functional properties. This compound is not only intriguing due to its structure but also because of its various applications and potential uses in different fields.

Key Characteristics and Applications

  • Synthesis: 5-Butyltetrahydrofuran-2-one can be synthesized through various chemical transformations, allowing chemists to explore different synthetic routes, which can lead to a better understanding of reactivity and functionality.
  • Flavor and Fragrance: This compound is often utilized in the food industry as a flavoring agent. Its pleasant aroma contributes to food products, enhancing taste and appeal.
  • Pharmaceutical Industry: As a derivative of butyrolactones, 5-butyltetrahydrofuran-2-one is studied for its bioactivity, offering insights into new drug design and therapeutic applications.
  • Polymers: This compound can be integrated into polymer chemistry, potentially serving as a monomer or additive that influences the properties of polymers.

Why Study 5-Butyltetrahydrofuran-2-one?

Exploring compounds like 5-butyltetrahydrofuran-2-one enables scientists and students to:

  • Understand the relationship between structure and reactivity in organic chemistry.
  • Investigate the use of natural and synthetic compounds in creating flavorful and fragrant products.
  • Contribute to advancements in pharmaceuticals by studying the biological activity of lactones.

In summary, 5-butyltetrahydrofuran-2-one is more than just a chemical formula; it represents a gateway to understanding complex chemical interactions and their practical implications in everyday life.

Synonyms
GAMMA-OCTALACTONE
104-50-7
gamma-Octanoic lactone
5-Butyldihydrofuran-2(3H)-one
4-Octanolide
5-butyloxolan-2-one
2(3H)-Furanone, 5-butyldihydro-
4-Hydroxyoctanoic acid lactone
Octan-4-olide
Octanolide-1,4
8-Oxo-5-octanolide
gamma-Octanolactone
5-Butyldihydro-2(3H)-furanone
5-Butyltetrahydro-2-furanone
gamma-Butyl-gamma-butyrolactone
.gamma.-Octalactone
Octano-1,4-lactone
4-Butyl-gamma-butyrolactone
gamma-N-Butyl-gamma-butyrolactone
Octanoic acid, gamma lactone
Gamma Octalactone
2(3H)-Furanone, dihydro-5-butyl-
FEMA No. 2796
gamma-Octalactone (natural)
NSC 24270
4-Butyl-4-hydroxybutyric acid lactone
g-Octalactone
gamma-octanolide
EINECS 203-208-1
Octanoic acid, 4-hydroxy-, lactone
UHD6M52X0K
(r)-4-octanolide
BRN 0111677
.gamma.-Octanolactone
DTXSID1047609
AI3-35896
gamma-Butylbutyrolactone
.gamma.-Butyl-.gamma.-butyrolactone
MFCD00005402
NSC-24270
NSC-26509
.gamma.-Butylbutyrolactone
4-Butyl-.gamma.-butyrolactone
GAMMA-OCTALACTONE [FCC]
Octanoic acid, .gamma. lactone
DTXCID9027609
Octanoic acid, 4-hydroxy-, .gamma.-lactone
IPBFYZQJXZJBFQ-UHFFFAOYSA-
CHEBI:145738
dihydro-5-butyl-2(3H)-furanone
(RS)-.GAMMA.-OCTALACTONE
5-Butyl-dihydrofuran-2(3H)-one
.GAMMA.-OCTALACTONE [FHFI]
5-17-09-00073 (Beilstein Handbook Reference)
.gamma.-N-Butyl-.gamma.-butyrolactone
4-Hydroxyoctanoic acid, .gamma.-lactone
WLN: T5OVTJ E4
Octanoic acid, .gamma.-lactone
UNII-UHD6M52X0K
-Octanolactone
.gamma. -0ctalactone
gamma -Octanoic lactone
Octanoic acid, 4-hydroxy-, lactone (6CI)
gamma-Octanoic lactone, 97%
SCHEMBL111822
(RS)-GAMMA-OCTALACTONE
5-Butylhydro-2(3H)-furanone
5-butyl-tetrahydro-furan-2-one
CHEMBL3559967
FEMA 2796
5-Butyldihydro-2(3H)-furanone #
NSC24270
NSC26509
Tox21_302569
AC2057
LMFA07040016
gamma-Octalactone, analytical standard
AKOS015904720
CS-W018278
FO03392
gamma-Octalactone, >=97%, FCC, FG
NCGC00256744-01
BS-14348
CAS-104-50-7
gamma-Octalactone, natural, >=97%, FG
Octanoic acid, 4-hydroxy-, gamma-lactone
SY015123
H0232
NS00013082
EN300-253946
Q27291078