Oxazole
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Oxazole | |||||||||||||||
other names |
1,3-oxazole |
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Molecular formula | C 3 H 3 NO | |||||||||||||||
Brief description |
colorless liquid |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 69.06 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
1.05 g cm −3 |
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Melting point |
−87 to −84 ° C |
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boiling point |
69-70 ° C |
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solubility |
miscible with water |
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Refractive index |
1.4285 (17 ° C) |
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safety instructions | ||||||||||||||||
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Thermodynamic properties | ||||||||||||||||
ΔH f 0 |
−48.0 kJ / mol |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Oxazole is a nitrogen-containing heterocycle derived from furan and pyrrole . Its isomer is isoxazole ( 1,2-oxazole ), where the oxygen atom is next to nitrogen.
Extraction and presentation
Similar to the formation of furan from 1,4- diketones , oxazole can be obtained by reacting acylated aminoketones with phosphorus (V) chloride or thionyl chloride .
properties
Physical Properties
Oxazole has a low boiling point and a high vapor pressure even at room temperature . It is flammable and highly flammable due to the high vapor pressure.
Chemical properties
Oxazole is one of the π-electron-rich heteroaromatics . Oxazole and its derivatives such as 2,4-dimethyloxazole or 2,4-diphenyloxazole are weak bases with a pyridine-like smell, which crystallize well and form double salts with platinum chloride .
use
Oxazole and its derivatives are used as building blocks for biochemical and pharmaceutical products, as well as for pesticides , paints, textile additives and plastics.
See also
- Oxazoline (Dihydroxazole)
Individual evidence
- ↑ a b c d data sheet Oxazole at AlfaAesar, accessed on December 15, 2010 ( PDF )(JavaScript required) .
- ↑ a b c Oxazole data sheet from Sigma-Aldrich , accessed on April 16, 2011 ( PDF ).
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-408.
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.
- ↑ Louis F. Fieser , Mary Fieser: Textbook of organic chemistry , 3rd edition, Verlag Chemie, Weinheim 1957, p. 923.