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Isoxazole

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Identification
Molecular formula
C3H3NO
CAS number
288-14-2
IUPAC name
isoxazole
State
State
Liquid
Melting point (Celsius)
-5.00
Melting point (Kelvin)
268.15
Boiling point (Celsius)
95.00
Boiling point (Kelvin)
368.15
General information
Molecular weight
69.06g/mol
Molar mass
69.0620g/mol
Density
1.1980g/cm3
Appearence
Isoxazole is a colorless liquid with a characteristic sharp smell. It is hygroscopic and sensitive to air, often resulting in a yellowish tint upon exposure to impurities or prolonged air exposure.
Comment on solubility

Solubility of Isoxazole

Isoxazole, with the chemical formula C3H3N1O1, presents an intriguing profile when it comes to solubility. This heterocyclic compound is known for its polar nature due to the presence of nitrogen and oxygen atoms in the ring structure. Here are some key points regarding its solubility:

  • Solvent Interactions: Isoxazole is more soluble in polar solvents such as water, methanol, and ethanol. The polar functional groups facilitate hydrogen bonding, enhancing its solubility.
  • Miscibility: Its solubility in non-polar solvents, like hexane or benzene, is relatively low due to the lack of strong interactions.
  • Temperature Influence: Like many organic compounds, the solubility of isoxazole increases with temperature, making it easier to dissolve in hot solvents.
  • Application in Chemistry: The solubility characteristics of isoxazole make it beneficial in various chemical reactions and processes, particularly in pharmaceutical applications.

As one could infer, understanding the solubility of isoxazole is crucial for its applications in synthesis and formulation. In conclusion, the polar nature of isoxazole significantly enhances its solubility in polar solvents, while limiting its interaction with non-polar solvents.

Interesting facts

Interesting Facts about Isoxazole

Isoxazole is a fascinating heterocyclic compound that plays an essential role in the realm of organic chemistry and medicinal science. It features a five-membered ring comprised of three carbon atoms and two heteroatoms, specifically one nitrogen and one oxygen. Here are some notable aspects of isoxazole that highlight its importance:

  • Versatility in Synthesis: Isoxazole can be synthesized through various methods, including the condensation of hydroxylamine with α,β-unsaturated carbonyl compounds. This versatility makes it an intriguing target for organic synthesis.
  • Pharmaceutical Relevance: Isoxazole derivatives are frequently found in drugs and bioactive compounds. For example, compounds like oxazolidinones are derived from isoxazole and have shown potent antibacterial activity.
  • Biological Activity: Research indicates that isoxazole and its derivatives exhibit a range of biological activities, including anti-inflammatory, analgesic, and anticancer properties. This makes them exciting subjects of study in medicinal chemistry.
  • Role in Agrochemicals: Besides medicinal applications, isoxazole compounds are also investigated as potential agrochemicals, contributing to the development of safer and more effective pesticides and herbicides.
  • Distinctive Chemical Properties: The presence of the nitrogen and oxygen atoms within the ring contributes unique electronic properties to isoxazole, enabling it to participate in various chemical reactions, making it an excellent candidate for further functionalization.

In summary, isoxazole is a compound that showcases a blend of synthetic versatility and significant biological potential. Its ongoing exploration in drug development and various applications in agriculture highlights its relevance in modern chemistry. As a scientist or chemistry student, delving into the study of isoxazole opens up a world of chemical intrigue and innovation!

Synonyms
ISOXAZOLE
288-14-2
1,2-oxazole
Isooxazole
1-Oxa-2-azacyclopentadiene
Isoxazoles
2-azafuran
UNII-00SRW0M6PW
00SRW0M6PW
MFCD00003149
CHEBI:35595
EINECS 206-018-7
NSC 137774
NSC-137774
DTXSID7059775
1,2-oxazoles
Isoxazole, 99%
1Oxa2azacyclopentadiene
CHEMBL13257
DTXCID9037874
CHEBI:55373
STR08895
NSC137774
STL168868
AKOS005254996
CS-W011365
FI02593
HY-W010649
AC-16452
BP-21289
DB-016151
I0372
NS00021989
EN300-31051
F14866
I13100
Q899683
F0001-0901
206-018-7