Oxazolidine
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| Oxazolidine | |
|---|---|
| Image:Oxazolidine.jpg | |
| 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] |
| Properties | |
| Density and phase | ? g/cm3, ? |
| Solubility in water | ? g/100 ml (? °C) |
| Melting point | ? °C (? K) |
| Boiling point | ? °C (? K) |
| Acidity (pKa) | ? |
| Basicity (pKb) | ? |
| Chiral rotation [α]D | ?° |
| Viscosity | ? cP at ? °C |
| Structure | |
| Molecular shape | ? |
| Coordination geometry | ? |
| Crystal structure | ? |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | ? |
| NFPA 704 | |
| Flash point | ? °C |
| R/S statement | R: ? S: ? |
| RTECS number | ? |
| Supplementary data page | |
| Structure and properties | n, εr, etc. |
| Thermodynamic data | Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Other anions | ? |
| Other cations | ? |
| Related ? | ? |
| Related compounds | ? |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Oxazolidine is a five-membered 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). 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
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.
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See also
- Azole
- Isoxazole, an analog with the nitrogen atom in position 2.
- 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.
- Simple aromatic rings
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References and End Notes
- ^ Dr Neil G Carter OXAZOLIDINE DILUENTS : REACTING FOR THE ENVIRONMENT Industrial Copolymers Limited
- ^ Emission control chembytes e-zine 2001.
