Oxazoline

Oxazoline
Names
Preferred IUPAC name
4,5-Dihydro-1,3-oxazole
Other names
Δ2-oxazoline
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.274 Edit this at Wikidata
UNII
  • InChI=1S/C3H5NO/c1-2-5-3-4-1/h3H,1-2H2 checkY
    Key: IMSODMZESSGVBE-UHFFFAOYSA-N checkY
  • N\1=C\OCC/1
Properties
C3H5NO
Molar mass 71.079 g·mol−1
Density 1.075unit?[1]
Boiling point 98 °C (208 °F; 371 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Oxazoline is a five-membered heterocyclic organic compound with the formula C3H5NO. It is the parent of a family of compounds called oxazolines (emphasis on plural), which contain non-hydrogenic substituents on carbon and/or nitrogen. Oxazolines are the unsaturated analogues of oxazolidines, and they are isomeric with isoxazolines, where the N and O are directly bonded. Two isomers of oxazoline are known, depending on the location of the double bond.

Oxazoline itself has no applications however oxazolines have been widely investigated for potential applications. These applications include use as ligands in asymmetric catalysis, as protecting groups for carboxylic acids and increasingly as monomers for the production of polymers.

  1. ^ a b Wenker, H. (1938). "Syntheses from Ethanolamine. V. Synthesis of Δ2-Oxazoline and of 2,2'-Δ2-Dioxazoline". Journal of the American Chemical Society. 60 (9): 2152–2153. doi:10.1021/ja01276a036.