Oxazole

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Structural formula
Structural formula oxazole
General
Surname Oxazole
other names

1,3-oxazole

Molecular formula C 3 H 3 NO
Brief description

colorless liquid

External identifiers / databases
CAS number 288-42-6
EC number 206-020-8
ECHA InfoCard 100.005.474
PubChem 9255
Wikidata Q413437
properties
Molar mass 69.06 g mol −1
Physical state

liquid

density

1.05 g cm −3

Melting point

−87 to −84 ° C

boiling point

69-70 ° C

solubility

miscible with water

Refractive index

1.4285 (17 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 05 - Corrosive

danger

H and P phrases H: 225-318
P: 210-280-305 + 351 + 338
Thermodynamic properties
ΔH f 0

−48.0 kJ / mol

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

Individual evidence

  1. a b c d data sheet Oxazole at AlfaAesar, accessed on December 15, 2010 ( PDF )(JavaScript required) .
  2. a b c Oxazole data sheet from Sigma-Aldrich , accessed on April 16, 2011 ( PDF ).
  3. 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.
  4. 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.
  5. Louis F. Fieser , Mary Fieser: Textbook of organic chemistry , 3rd edition, Verlag Chemie, Weinheim 1957, p. 923.

Web links

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