Tropone

  • Tropyliumoxid
  • Cycloheptatrienon
  • 2,4,6- cycloheptatriene -1-one

1.094 g · cm -3 ( 25 ° C)

113 ° C (20 hPa)

1.6172 (22 ° C)

Template: Infobox chemical / molecular formula search available

Tropon is a carbocyclic compound. It has a high dipole moment ( 14.3 · 10-30 C · m) and exceptional chemical and spectroscopic properties. It does not react like a ketone. It follows that we may look upon it as Tropyliumoxid (right formula ):

The resonance-stabilized Tropyliumoxid forms a just -built seven-membered ring with six π - electrons, which satisfies the Hückel rule, that is an aromatic.

Synthesis

The reaction of bromobenzene with diazomethane in UV light provides Bromtropiliden that delivers by bromination and subsequent elimination of hydrogen bromide Bromtropyliumbromid. Its hydrolysis leads to tropone.

CAS registry number PubChem Electric dipole moment CRC Handbook of Chemistry and Physics Integrated Authority File
210545
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