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2-Ethyl-3-hydroxy-4-pyrone

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Identification
Molecular formula
C7H8O3
CAS number
118-33-2
IUPAC name
2-ethyl-3-hydroxy-pyran-4-one
State
State

At room temperature, 2-Ethyl-3-hydroxy-4-pyrone is a solid.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
126.13g/mol
Molar mass
126.1310g/mol
Density
1.1420g/cm3
Appearence

2-Ethyl-3-hydroxy-4-pyrone typically appears as a crystalline solid with a pale yellow color. It also has a distinctive sweet odor, reminiscent of caramel or freshly baked bread.

Comment on solubility

Solubility of 2-ethyl-3-hydroxy-pyran-4-one

The solubility of 2-ethyl-3-hydroxy-pyran-4-one is an intriguing aspect of its chemical behavior. This compound, often referred to as a pyranone, presents a unique profile in different solvents:

  • Water: 2-ethyl-3-hydroxy-pyran-4-one is generally considered to have low solubility in water due to its hydrophobic ethyl group, which hinders interaction with polar water molecules.
  • Organic Solvents: Conversely, this compound tends to exhibit good solubility in many organic solvents such as ethanol, methanol, and acetone. This versatility in organic media can be attributed to its planar structure and the presence of polar functional groups.
  • pH Dependence: The solubility may also be influenced by the pH of the solution. Being a hydroxy compound, changes in the acidity can impact its ionization state and subsequent solubility behavior.

Understanding the solubility of 2-ethyl-3-hydroxy-pyran-4-one is crucial for its applications in various fields, particularly in pharmaceutical formulations and synthesis processes. As with many compounds, the interaction of structural features with the solvent environment results in distinct solubility characteristics that warrant further exploration. As always, it is said, "the nature of solubility is a reflection of molecular compatibility."

Interesting facts

Introduction to 2-Ethyl-3-hydroxy-pyran-4-one

2-Ethyl-3-hydroxy-pyran-4-one, often referred to by its systematic name, is a fascinating chemical compound that belongs to a class of heterocyclic organic compounds known as pyranones. This molecule is characterized by its unique structure, which incorporates both a pyran ring and a carbonyl group, making it a subject of interest in various fields of chemistry.

Interesting Properties and Applications

This compound is not just notable for its structural attributes but also for its diverse applications:

  • Natural Product Precursor: 2-ethyl-3-hydroxy-pyran-4-one is often found in nature as a metabolite of certain microorganisms and plants, indicating its role in biosynthetic pathways.
  • Flavoring Agent: Due to its pleasant aroma and flavor, it is also used in food and fragrance industries, enhancing various products.
  • Potential Therapeutic Uses: Research into this compound has shown it may possess biological activities, including potential antioxidant and antimicrobial properties, which could pave the way for new medicinal applications.

Structural Significance

The structural elements of 2-ethyl-3-hydroxy-pyran-4-one contribute significantly to its chemical behavior:

  • Pyran Ring: This six-membered ring containing oxygen is known for its stability and unique electronic properties, which influence reactivity.
  • Hydroxyl Group: The presence of the hydroxyl (-OH) group enhances solubility and reactivity, making it a versatile building block for further chemical synthesis.

Conclusion

In conclusion, 2-ethyl-3-hydroxy-pyran-4-one exemplifies the complexity and utility of organic compounds in both natural and synthetic contexts. As a compound of interest, it serves as a reminder of the intricate relationships between structure and function in chemistry. Whether in the lab or the natural world, its fascinating properties continue to inspire research and innovation.

Synonyms
Ethyl maltol
2-Ethyl-3-hydroxy-4H-pyran-4-one
2-Ethyl-3-hydroxy-4-pyrone
Ethylmaltol
Veltol plus
2-ethyl-3-hydroxypyran-4-one
3-Hydroxy-2-ethyl-4-pyrone
4H-PYRAN-4-ONE, 2-ETHYL-3-HYDROXY-
2-Ethylpyromeconic acid
2-Ethyl pyromeconic acid
Ethyl Hydroxypyrone
3-Hydroxy-2-ethyl-1,4-pyrone
3-Hydroxy-2-ethyl-4H-pyran-4-one
FEMA No. 3487
Ethyl maltol [NF]
3-Hydroxy-2-ethyl-gamma-pyrone
DTXSID5041516
L6Q8K29L05
EINECS 225-582-5
NSC638851
ETHYL MALTOL [II]
ETHYL MALTOL [MI]
NSC-638851
ETHYL MALTOL [FCC]
BRN 1618110
ETHYL MALTOL [FHFI]
ETHYL MALTOL [VANDF]
ETHYL MALTOL [MART.]
UNII-L6Q8K29L05
ETHYL MALTOL [USP-RS]
INS NO.637
DTXCID3021516
INS-637
3-Hydroxy-2-ethyl-.gamma.-pyrone
E-637
ETHYL MALTOL (II)
5-18-01-00135 (Beilstein Handbook Reference)
ETHYL MALTOL (MART.)
ETHYL MALTOL (USP-RS)
indium ethylmaltol
INS No. 637
ETHYL HYDROXYPYRONE [INCI]
1110651
yikynhjukrtcjl-uhfffaoysa-n
4940-11-8
Maltol-ethyl
E637
MFCD00059795
2-Ethyl-3-hydroxy-pyran-4-one
Ethyl maltol (Standard)
SCHEMBL41817
CHEMBL121557
FEMA 3487
Ethyl maltol, analytical standard
CHEBI:169105
HY-W010320R
Tox21_300800
BBL036457
Ethyl maltol, >=99%, FCC, FG
s6335
STL559005
AKOS015915123
CS-W011036
HY-W010320
3-Hydroxy-2-ethyl-4-pyrone11/8/40
MSK001161-1000M
NCGC00248174-01
NCGC00254704-01
AS-13959
BP-12441
FE159267
CAS-4940-11-8
2-Ethyl-3-hydroxy-4H-pyran-4-one, 99%
3-Hydroxy-2-ethyl-laquo gammaRaquo -pyrone
H0550
NS00012427
EN300-99262
C20362
Ethyl maltol Solution in Methanol, 1000ug/mL
H10673
Q930843
2-Ethyl-3-hydroxy-4-pyrone;3-Hydroxy-2-ethyl-4-pyrone
Z1255465165
Ethyl maltol, United States Pharmacopeia (USP) Reference Standard
Ethyl maltol, Pharmaceutical Secondary Standard; Certified Reference Material