Structure via PubChem · Public domain (PubChem)
oxazolidine
Sign in to saveOxazolidine is a five-membered heterocycle ring with the formula .The O atom and NH groups are not mutually bonded, in contrast to isoxazolidine. Oxazolidines (emphasis on plural) are derivatives of the parent oxazolidine owing to the presence of substituents on carbon and/or nitrogen. Oxazolines are unsaturated analogues of oxazolidines.
Chemical data
- Formula
- C3H7NO
- Molecular weight
- 73.09 g/mol
- IUPAC name
- 1,3-oxazolidine
- SMILES
- C1COCN1
- InChIKey
- WYNCHZVNFNFDNH-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 21.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 73.052764
Show 3 more facts
- chemical formula
- C₃H₇NO
- canonical SMILES
- C1COCN1
- Commons category
- Oxazolidine
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Synthesis and reactions
- Uses and occurrence
- Bisoxazolidines
- See also
- References
- Further reading
Oxazolidine is a five-membered heterocycle ring with the formula .The O atom and NH groups are not mutually bonded, in contrast to isoxazolidine. Oxazolidines (emphasis on plural) are derivatives of the parent oxazolidine owing to the presence of substituents on carbon and/or nitrogen. Oxazolines are unsaturated analogues of oxazolidines.
==Synthesis and reactions== First synthesized in the 1800s, oxazolidines are traditionally prepared by condensation of 2-aminoalcohols with aldehydes and ketones. The ready availability of chiral amino alcohols by reduction of amino acids enables the synthesis of chiral oxazolidines.
Excerpted from Wikipedia’s “oxazolidine” article, available under the CC BY-SA 4.0 licence.