Pyrans

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Pyrans
Surname 2 H -pyran 4 H -pyran
other names α-pyran
oxa-2,4-cyclohexadiene
γ-pyran
oxa-2,5-cyclohexadiene
Structural formula 2H-pyran 4H-pyran
CAS number 289-66-7 289-65-6
31441-32-4 (unspecified)
Molecular formula C 5 H 6 O
Molar mass 82.1 g mol −1

Pyrans are two chemical compounds with the empirical formula C 5 H 6 O that belong to the oxygen-containing heterocycles . Its ring structure is made up of five carbon atoms and one oxygen atom and contains two double bonds . This results in two isomers, the 2 H -pyran or α-pyran and the 4 H -pyran or γ-pyran . Pyrans are not aromatic because not all carbon atoms are sp 2 - hybridized .

γ-Pyran is a colorless oil with a boiling point of 80 ° C, which is soluble in ethanol , benzene and diethyl ether and quickly turns brown in air. The synthesis starts from glutaraldehyde .

Similar structures are formed by some carbohydrates ( sugars ), these are called pyranoses , but do not contain any double bonds in the ring.

Both 2 H -pyran and 4 H -pyran do not occur freely in nature, but many natural substances such as pyrones , such as coumarin or colored flavones , e.g. B. Luteolin . Some synthetic dyes and drugs are also pyran derivatives.

Related links

Individual evidence

  1. Entry on Pyrans. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.