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4-Methyleneoxetan-2-one

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Identification
Molecular formula
C4H4O2
CAS number
2878-98-8
IUPAC name
4-methyleneoxetan-2-one
State
State

At room temperature, 4-Methyleneoxetan-2-one is in the liquid state. It is prone to polymerization due to its reactive nature, especially when exposed to light or heat.

Melting point (Celsius)
-73.00
Melting point (Kelvin)
200.15
Boiling point (Celsius)
58.00
Boiling point (Kelvin)
331.15
General information
Molecular weight
84.07g/mol
Molar mass
84.0730g/mol
Density
1.1928g/cm3
Appearence

4-Methyleneoxetan-2-one typically appears as a colorless liquid. It can be characterized by its relatively reactive methylene group attached to the oxetan-2-one ring, making it susceptible to polymerization reactions.

Comment on solubility

Solubility of 4-Methyleneoxetan-2-one

4-Methyleneoxetan-2-one, also known as a lactone compound, exhibits intriguing solubility properties that are worth noting. Overall, the solubility of such compounds can be influenced by several factors:

  • Polarity: The presence of polar functional groups can enhance solubility in polar solvents like water, while non-polar regions will favor solubility in non-polar solvents.
  • Hydrophobic interactions: If 4-methyleneoxetan-2-one possesses significant hydrophobic characteristics, it may exhibit limited solubility in polar solvents.
  • Temperature: Increasing temperature can often improve solubility, making many compounds more versatile in various applications.

As a result, 4-methyleneoxetan-2-one is likely to demonstrate:

  • Moderate solubility in organic solvents such as ether and chloroform.
  • Limited solubility in water, which is characteristic of many lactones.

Moreover, the specific structure and substituents of the compound play critical roles in dictating its solubility behavior. Thus, understanding these solubility patterns can aid in the compound's application in various chemical processes. Always consult a reliable database or literature for precise solubility details in specific solvents.

Interesting facts

Interesting Facts about 4-Methyleneoxetan-2-one

4-Methyleneoxetan-2-one, a unique cyclic compound, belongs to the family of lactones. Here are some fascinating aspects of this molecule:

  • Structural Uniqueness: The presence of the five-membered ring structure makes this compound notable as it exhibits strain characteristics that can lead to interesting chemical reactivity.
  • Reactivity: This compound can act as an important intermediate in organic synthesis, particularly in the formation of more complex molecules. Its ability to undergo various reactions highlights its utility in creating new chemical entities.
  • Potential Applications: Research indicates that compounds with similar structures may be engaged in the development of pharmaceuticals and agrochemicals. Therefore, understanding 4-methyleneoxetan-2-one could uncover *novel therapeutic agents* or effective pesticides.
  • Isomeric Diversity: The compound can exist in various isomeric forms, which adds a layer of complexity to its characteristics and potential applications. Understanding these isomers paves the way for optimized properties in various chemical processes.
  • Research Interest: Its relatively newfound exploration in the field of synthetic organic chemistry has garnered attention, making it a promising subject for academic research, particularly in *ring-opening polymerization* and its effects on material properties.

The study of 4-methyleneoxetan-2-one not only enhances our understanding of cyclic compounds but also widens the horizon for new synthetic pathways in chemical research. As scholars delve into its properties and potential uses, we may see robust advancements that showcase the importance of such seemingly niche compounds in the broader realm of chemistry.

Synonyms
Diketene
674-82-8
2-Oxetanone, 4-methylene-
4-Methylene-2-oxetanone
Ethenone, dimer
4-methyleneoxetan-2-one
Diketen
But-3-en-3-olide
Ethenone, dimer (VAN)
HSDB 2063
EINECS 211-617-1
UNII-0DZ97C3Z7D
NSC 93783
BRN 0104541
CCRIS 8887
DIKETENE [MI]
NSC-93783
ACETYL KETENE [HSDB]
DTXSID9027289
EC 211-617-1
5-17-09-00115 (Beilstein Handbook Reference)
But3en3olide
3Butenobetalactone
Vinylacetobetalactone
4Methylene2oxetanone
2Oxetanone, 4methylene
DIKETENE, STABILIZED
DTXCID107289
3Butenoic acid, 3hydroxy, betalactone
acetyl ketene
inchi=1/c4h4o2/c1-3-2-4(5)6-3/h1-2h
wasqwsojhczdfk-uhfffaoysa-n
4-methylideneoxetan-2-one
Ketene dimer
Vinylaceto-.beta.-lactone
0DZ97C3Z7D
Ketene, dimer
3-Buteno-beta-lactone
Vinylaceto-beta-lactone
UN2521
4-Methylene-oxetan-2-one
3-Butenoic acid, 3-hydroxy-, beta-lactone
Diketene, inhibited
4-Methylidene-2-oxetanone
WLN: T4VOY DHJ CU1
3-BUTENO-.BETA.-LACTONE
3-Butenoic acid, .beta.-lactone
NSC93783
AKOS000121393
Diketene, inhibited [UN2521] [Poison]
NS00003079
EN300-21170
3-Butenoic acid, 3-hydroxy-, .beta.-lactone
Diketene, contains copper sulfate as stabilizer
Q418541