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5,5-dimethylfuran-2-one

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Identification
Molecular formula
C6H8O2
CAS number
591-02-0
IUPAC name
5,5-dimethylfuran-2-one
State
State

At room temperature, 5,5-dimethylfuran-2-one is a liquid. It is important to store it in a cool, dry place and handle it using standard liquid handling precautions in organic chemistry laboratories.

Melting point (Celsius)
-22.00
Melting point (Kelvin)
251.15
Boiling point (Celsius)
191.00
Boiling point (Kelvin)
464.15
General information
Molecular weight
112.13g/mol
Molar mass
112.1270g/mol
Density
0.9650g/cm3
Appearence

5,5-Dimethylfuran-2-one typically appears as a colorless liquid. Its appearance is similar to many organic solvents, and it may have a distinct odor characteristic of many furan derivatives. Ensure handling in a well-ventilated environment to avoid inhalation of fumes.

Comment on solubility

Solubility of 5,5-dimethylfuran-2-one

5,5-dimethylfuran-2-one, with the chemical formula C7H8O, exhibits intriguing solubility characteristics that influence its applications in various chemical processes.

This compound is primarily known to be:

  • Slightly soluble in water, which means that it does not readily dissolve
  • Readily soluble in organic solvents such as ethanol and ether

The solubility of 5,5-dimethylfuran-2-one can be influenced by several factors:

  • Temperature: Increased temperatures often enhance solubility in organic solvents.
  • Polarity: Its relatively nonpolar nature allows it to dissolve effectively in nonpolar or weakly polar solvents.
  • Hydrogen bonding: The presence of a carbonyl group (C=O) can interact favorably with certain solvents.

In summary, while 5,5-dimethylfuran-2-one shows limited solubility in water, it excels in organic environments, making it a useful compound in synthetic organic chemistry.

Interesting facts

Interesting Facts about 5,5-Dimethylfuran-2-one

5,5-Dimethylfuran-2-one, also known as DMF, is an intriguing compound with unique properties and applications in various fields. Here are some engaging insights:

  • Structure and Stability: The molecule features a furan ring, which is a five-membered aromatic compound. The two methyl groups at the 5-position enhance the compound's stability and reactivity, making it a valuable building block in organic synthesis.
  • Natural Occurrence: DMF can be found in certain natural sources, including some fruits and plants, contributing to their flavor profiles. Its presence can be attributed to its role as a volatile organic compound.
  • Industrial Relevance: This compound serves as an important intermediate in the production of various chemicals and materials. Its derivatives are utilized in the manufacture of fragrances, solvents, and plastics.
  • Synthesis Techniques: DMF can be synthesized through several methods, including the dehydration of fructose or glucose or through the cyclization of diketones. These routes highlight the versatility of the compound in synthetic organic chemistry.
  • Chemical Reactions: The reactivity of DMF allows it to participate in various chemical reactions, including nucleophilic substitutions and cycloadditions, making it a useful reagent in laboratory practices.
  • Research Interest: Scientists are exploring the potential of DMF in energy production and renewable resources due to its favorable properties as a biofuel precursor. Its effective energy yield presents an opportunity for sustainable energy applications.

In conclusion, 5,5-dimethylfuran-2-one is more than just a simple compound; it represents a fascinating intersection of chemistry, industry, and nature. As research continues, its potential applications may expand, highlighting the importance of understanding such compounds in contemporary science.

Synonyms
5,5-Dimethyl-2(5H)-furanone
2(5H)-Furanone, 5,5-dimethyl-
20019-64-1
5,5-dimethylfuran-2-one
4,4-Dimethyl-2-butenolide
5,5-Dimethylfuran-2(5H)-one
4,4-Dimethyl-2-buten-4-olide
4,4-Dimethylbut-2-enolide
5,5-Dimethylbut-3-enolide
UNII-0HJB56V40L
0HJB56V40L
5,5-DIMETHYL-2-FURANONE
4,4-Dimethylcrotonolactone
DTXSID90173833
5,5-dimethyl-2,5-dihydrofuran-2-one
4,4-DIMETHYLBUT-2-EN-4-OLIDE
2,2-DIMETHYL-5-OXO-2,5-DIHYDROFURAN
4-HYDROXY-4-METHYL-2-PENTENOIC ACID LACTONE
2-PENTENOIC ACID, 4-HYDROXY-4-METHYL-, .GAMMA.-LACTONE
DTXCID8096324
2-PENTENOIC ACID, 4-HYDROXY-4-METHYL-, GAMMA-LACTONE
RefChem:101037
YNKQMZRTPPVLLL-UHFFFAOYSA-N
dimethyl-2(5h)-furanone
5,5-dimethyluran-2-one
SCHEMBL3834814
CHEBI:173379
Q27236787