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Oxazolidine
From Wikipedia, the free encyclopedia
| Oxazolidine | |
|---|---|
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| General | |
| Systematic name | oxazolidine |
| Other names | 1,3-oxazolidine |
| Molecular formula | C3H7NO |
| SMILES | C1COCN1 |
| Molar mass | 73.0938 g/mol |
| Appearance | ? |
| CAS number | [504-76-7] |
Oxazolidine is a five-membered ring compound consisting of three carbons, a nitrogen, a hydrogen, and an oxygen. The oxygen and NH are the 1 and 3 positions, respectively. In oxazolidine derivatives, there is always a carbon between the oxygen and the nitrogen (or it would be an isoxazolidine).[1][2] All of the carbons in oxazolidines are reduced (compare to oxazole and oxazoline). Some of their derivatives, the oxazolidinediones, are used as anticonvulsants.
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Bisoxazolidines have two oxazolidine rings, and they are used as reactive diluents in polyurethane paints. The rings hydrolyze in the presence of moisture into amine and hydroxyl groups, which can then bind with diisocyanates to form the coating.[3]
In an isoxazolidine nitrogen and oxygen occupy positions 1 and 2 in the ring:
It is the saturated relative of Isoxazole.
- Imidazole, an analog with the oxygen replaced by a nitrogen.
- Thiazole, an analog with the oxygen replaced by a sulfur.
- Benzoxazole, where the oxazole is fused to another aromatic ring.
- Pyrrole, an analog without the oxygen atom.
- Furan, an analog without the nitrogen atom.
- Oxazoline, which has only one double bond reduced.
- Oxazolidinedione, which has two in-cycle keto groups (a carbamate and a lactam).
- Oxazolidinone, which has an in-cycle carbamate.
- ^ SID 3881507 -- PubChem Substance Summary. The PubChem Project. United States National Center for Biotechnology Information. Retrieved on 13 December, 2005.
- ^ Dr Neil G Carter OXAZOLIDINE DILUENTS: REACTING FOR THE ENVIRONMENT Industrial Copolymers Limited
- ^ Emission control chembytes e-zine 2001.