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β-Methyl-β-propiolactone

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Identification
Molecular formula
C4H6O2
CAS number
547-65-9
IUPAC name
4-methyloxetan-2-one
State
State

At room temperature, β-Methyl-β-propiolactone is in a liquid state.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
151.00
Boiling point (Kelvin)
424.15
General information
Molecular weight
86.09g/mol
Molar mass
86.0900g/mol
Density
1.0375g/cm3
Appearence

β-Methyl-β-propiolactone appears as a colorless to pale yellow liquid. It is a highly reactive compound and is sensitive to polymerization.

Comment on solubility

Solubility of 4-methyloxetan-2-one

4-methyloxetan-2-one, a cyclic ketone, exhibits intriguing solubility properties that are worth noting. In general, the solubility of organic compounds can be influenced by several factors including polarity, molecular size, and the presence of functional groups. Here are some key points regarding the solubility of 4-methyloxetan-2-one:

  • Polarity: Due to the presence of a carbonyl group in its structure, 4-methyloxetan-2-one may possess some polar characteristics, allowing it to interact favorably with polar solvents.
  • Solvent Compatibility: This compound is likely to be soluble in organic solvents such as ethanol, acetone, and possibly ether, while having lower solubility in non-polar solvents.
  • Temperature Effects: As with many organic compounds, increasing the temperature may enhance its solubility due to increased molecular motion.
  • Hydrogen Bonding: If the solvent can form hydrogen bonds, solubility might increase, thereby suggesting the importance of solvent choice.

In summary, while exact quantitative solubility data may vary, the overall solubility of 4-methyloxetan-2-one can be expected to be favorable in polar organic solvents, which is characteristic of many ketones with similar structure.

Interesting facts

Interesting Facts about 4-methyloxetan-2-one

4-methyloxetan-2-one is an intriguing compound that belongs to the family of cyclic esters, commonly known as lactones. Its unique structure and properties make it a subject of interest in various fields of chemistry and industry.

Chemical Structure and Characteristics

This compound features a four-membered ring structure that includes a carbonyl group, which contributes to its reactivity and functional versatility. The presence of the methyl group at the 4-position enhances its stability and can also influence its chemical behavior in reactions.

Applications and Uses

  • Synthetic Intermediates: 4-methyloxetan-2-one serves as an essential building block in the synthesis of more complex organic molecules.
  • Flavor and Fragrance Industry: This compound has potential application in the formulation of flavors and fragrances, adding to its commercial value.
  • Pharmaceutical Development: Researchers have found that compounds with similar lactone structures may exhibit biological activity, positioning this compound as a candidate for further investigation in drug discovery.

Reaction Pathways

When considering its reactivity, 4-methyloxetan-2-one can undergo several interesting reactions:

  • Nucleophilic Attack: The carbonyl carbon is susceptible to nucleophilic attack, opening the ring to form new compounds.
  • Ring-Opening Polymerization: This compound can participate in ring-opening polymerization to create polyesters, showcasing its utility in material science.

Unique Perspectives

Investigating compounds like 4-methyloxetan-2-one highlights the intersection of basic research and practical applications. As noted by scientists, “Understanding the nuances of cyclic compounds can lead to innovative solutions across multiple disciplines.” This compound exemplifies how seemingly simple structures can hold vast potential.

In summary, 4-methyloxetan-2-one is not just a compound with a basic structure but rather an exciting subject for continued research and exploration in chemistry.

Synonyms
beta-Butyrolactone
3068-88-0
2-Oxetanone, 4-methyl-
4-METHYL-2-OXETANONE
.beta.-Butyrolactone
3-Hydroxybutyric acid lactone
CCRIS 111
EINECS 221-330-3
EINECS 253-093-7
UNII-8BB68V31MT
(1)-4-Methyloxetan-2-one
8BB68V31MT
DTXSID1020223
beta-Methylpropiolactone
beta-Methyl-beta-propiolactone
DTXCID50223
RAC-.BETA.-BUTYROLACTONE
BETA-BUTYROLACTONE [IARC]
3-Hydroxybutyric acid, .beta.-lactone
BETA-BUTYROLACTONE (IARC)
betaButyrolakton
4Methyl2oxetanone
4Methyloxetan2one
2Oxetanone, 4methyl
betaMethylpropiolactone
rac-beta-butyrolactone
betaMethylbetapropiolactone
DL-3-BUTYROLACTONE
3Hydroxybutyric acid lactone
2Oxetanone, 4methyl, (+/)
(RS)-BETA-BUTYROLACTONE
(+-)-BETA-BUTYROLACTONE
DL-4-METHYL-2-OXETANONE
DL-BETA-METHYLPROPIOLACTONE
3Hydroxybutanoic acid, betalactone
(+-)-.BETA.-BUTYROLACTONE
(.+-.)-BETA-BUTYROLACTONE
3-Hydroxybutyric acid, beta-lactone
Butyric acid, 3hydroxy, betalactone
Butanoic acid, 3hydroxy, betalactone
DL-HYDROXYBUTYRIC ACID LACTONE
(+-)-4-METHYL-2-OXETANONE
(+-)-BETA-METHYLPROPIOLACTONE
DL-3-HYDROXYBUTYRIC ACID LACTONE
(+-)-.BETA.-METHYLPROPIOLACTONE
(.+-.)-BETA-METHYLPROPIOLACTONE
DL-BETA-METHYL-BETA-PROPIOLACTONE
2-OXETANONE, 4-METHYL-, (+-)
DL-3-HYDROXYBUTYRIC ACID BETA-LACTONE
DL-3-HYDROXYBUTANOIC ACID BETA-LACTONE
BUTYRIC ACID, 3-HYDROXY-, BETA-LACTONE
221-330-3
gsclmsfrwbpusk-uhfffaoysa-n
un1993
4-Methyloxetan-2-one
(+/-)-b-Butyrolactone
b-Butyrolactone
36536-46-6
Hydroxybutyric acid lactone
DL-.beta.-Butyrolactone
(R)-4-Methyloxetan-2-one
CHEBI:82296
MFCD00005170
beta-Butyrolakton
beta-Butyrolakton [Czech]
|A-Butyrolactone
CAS-3068-88-0
(4R)-4-methyloxetan-2-one
3-Hydroxybutanoic acid, beta-lactone
beta -butyrolactone
.beta.-Butyrolakton
BETABUTYROLACTONE
racemic beta-butyrolactone
beta-Butyrolactone, 98%
CHEMBL1361205
3-Hydroxybutyric acid beta-lactone
Tox21_201253
Tox21_302988
MFCD12827426
(+/-)-.BETA.-BUTYROLACTONE
AKOS015955924
AT19323
beta-Butyrolactone, analytical standard
3-Hydroxybutanoic acid, .beta.-lactone
Butanoic acid, 3-hydroxy-, beta-lactone
NCGC00091733-01
NCGC00091733-02
NCGC00256595-01
NCGC00258805-01
SY051647
SY310635
(+/-)-.BETA.-METHYLPROPIOLACTONE
DB-243105
B0901
CS-0377913
NS00022032
NS00089056
C19201
EN300-6940117
Q27155863