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Gamma-Butyrolactone

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Identification
Molecular formula
C4H6O2
CAS number
96-48-0
IUPAC name
3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one
State
State

Gamma-Butyrolactone usually exists as a liquid at room temperature. It is used as an intermediate in various chemical syntheses and is soluble in water and common solvents.

Melting point (Celsius)
-43.53
Melting point (Kelvin)
229.62
Boiling point (Celsius)
204.50
Boiling point (Kelvin)
477.70
General information
Molecular weight
86.09g/mol
Molar mass
86.0900g/mol
Density
1.1280g/cm3
Appearence

Gamma-Butyrolactone is a colorless and oily liquid. It is known for having a faint odor that is often described as resembling the smell of butter when impure. In its pure form, it is odorless. It is characterized by its hygroscopic nature, meaning it can absorb moisture from the air.

Comment on solubility

Solubility of 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one (C4H6O2)

The solubility characteristics of 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one can be fascinating due to its unique structural features. Understanding its solubility can provide insights into its potential applications and behavior in various environments.

Key Aspects of Solubility

  • Polarity: This compound contains both hydroxyl (-OH) and carbonyl (C=O) functional groups, which contribute to its overall polarity. As a general rule, polar compounds tend to be soluble in polar solvents.
  • Solvent Compatibility: It is likely to exhibit higher solubility in water and alcohols, which are polar solvents, while showing lower solubility in non-polar solvents such as hydrocarbons.
  • Temperature Dependence: Solubility can vary with temperature; typically, increased temperatures enhance the solubility of solid solutes in liquids, which may apply here as well.
  • Hydrogen Bonding: The -OH group allows for the formation of hydrogen bonds with solvent molecules, thus enhancing its solubility in polar solvents.

In summary, the solubility of 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one is predominantly influenced by its polarity and ability to engage in hydrogen bonding, making it more soluble in polar environments. As always, for precise solubility data, empirical testing under controlled conditions is recommended.

Interesting facts

Exploring 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one

This unique compound, known as 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one, stands out in the realm of organic chemistry due to its intriguing structure and properties. It's classified as a lactone, which is a cyclic ester. Here are some fascinating insights about this compound:

  • Synthetic Versatility: 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one can serve as an important intermediate in the synthesis of various organic molecules. This makes it valuable in the fields of pharmaceutical and material sciences.
  • Naturally Occurring: Notably, compounds similar to it are found in various natural products, indicating potential biological activities.
  • Cyclic Structure: The lactone feature of its structure contributes significantly to its chemical reactivity, as cyclic compounds often exhibit unique reactivity patterns compared to their acyclic counterparts.

One of the most captivating aspects of this compound is its potential applications:

  1. Pharmaceutical Industry: The ability to modify its structure opens numerous possibilities for drug design and development.
  2. Biochemistry Research: Its contribution to biological systems can pave the way for new research in understanding biochemical pathways.
  3. Material Science: Exploring its polymerization can lead to innovative materials with tailored properties.

As a remark on its significance, chemical researchers often quote, “Understanding the unique properties of lactones opens up new avenues for discovery.” This illustrates how a straightforward molecule like 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one can play a pivotal role in advancing various scientific fields.

In summary, the exploration of 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one not only enriches our understanding of organic compounds but also highlights the interconnectedness of chemistry with multiple applications.

Synonyms
DL-Pantolactone
79-50-5
3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one
3-hydroxy-4,4-dimethyloxolan-2-one
DL-Pantoyl Lactone
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-
52126-90-6
IID733HD2M
Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
PANTOLACTONE, (+/-)-
DTXSID40861637
(+/-)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
3-HYDROXYDIHYDRO-4,4-DIMETHYL-2(3H)-FURANONE
Pantolyl lactone
(D)-Pantolactone
NSC 5926
EINECS 201-210-7
NSC 135788
(rs)-pantolactone
BUTYRIC ACID, .ALPHA.,.GAMMA.-DIHYDROXY-.BETA.,.BETA.-DIMETHYL-, .GAMMA.-LACTONE
AI3-23741
D-(-)-Pantolyl lactone
EC 201-210-7
D-(-)-Pantoic acid lactone
MFCD00064333
UNII-IID733HD2M
dlLactone
dlPantoyllactone
MFCD00005392
alpha-hydroxy-beta
D,L-Pantolactone; DL-Pantolactone; (+/-)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone; Calcium Pantothenate Impurity C
(+/-)-pantolactone
D-(-)-Pantanolactone
alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone
D(-)-2-Hydroxy-3,3-dimethyl-.gamma.-butyrolactone
(1)-Dihydro-3-hydroxy-4,4-dimethylfuran-2(3H)-one
DL-2-Hydroxy-3,3-dimethyl-gamma-butyrolactone
Pantolactone DL-Form [MI]
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, D-(-)-
3-Hydroxy-4,4-dimethyldihydro-2(3H)-furanone-, D-(-)- #
SCHEMBL152955
D-(-)-.alpha.Hydroxy-.beta.,.beta.-dimethyl-.gamma.-butyrolactone
PANTOLACTONE, (+-)-
(+-)-dihydro-3-hydroxy-4,4-dimethylfuran-2(3H)-one
CHEMBL4066633
(+/-)-PANTOYL LACTONE
DTXCID90810534
NSC5926
NSC8113
NSC8114
CHEBI:194720
NSC-5926
NSC-8113
NSC-8114
BBL005601
NSC135788
STK801814
AKOS003624024
FP31950
HY-W053519
NSC-135788
SB37868
AS-12830
SY040562
SY110580
RSDihydro3hydroxy4,4dimethyl2(3H)furanone
2-hydroxy-3,3-dimethyl-gamma-butyrolactone
DB-053494
DB-056366
DB-228643
CS-0046126
NS00008853
NS00114080
P0010
dlalphaHydroxybeta,betadimethylgammabutyrolactone
EN300-128349
2(3H)Furanone, dihydro3hydroxy4,4dimethyl (+)
4,4-Dimethyl-3-hydroxy-dihydro-2(3H)-furanone
SR-01000944792
beta,beta-Dimethyl-alpha-hydroxy-gamma-butyrolactone
SR-01000944792-1
Q22829045
Z57111995
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, ( )-
(+/-)-2-HYDROXY-3,3-DIMETHYL-.GAMMA.-BUTYROLACTONE
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (+/-)-
DL-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone, 97%
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (.+/-.)-
3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one (DL-Pantolactone)
DL- alpha -Hydroxy- beta , beta -dimethyl- gamma -butyrolactone
(S)-(+)-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone; L-(+)-Pantolactone
BUTYRIC ACID, ALPHA,GAMMA-DIHYDROXY-BETA,BETA-DIMETHYL-, GAMMA-LACTONE
DL-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone, purum, >=98.0% (T)