Isocoumarin

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Structural formula
Structural formula of isocoumarin
General
Surname Isocoumarin
other names
  • 1 H -isochromen-1-one
  • 1 H -2-benzopyran-1-one
Molecular formula C 9 H 6 O 2
External identifiers / databases
CAS number 491-31-6
PubChem 68108
Wikidata Q412756
properties
Molar mass 146.14 g mol −1
Physical state

firmly

Melting point

47-48 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The isocoumarin (1 H , -Isochromen 1-on-1 H -2-benzopyran-1-one) is a Stellungisomer of coumarin in which the carbonyl group and the oxygen atom are reversed. The biosynthesis of isocoumarin takes place via the acetate-malonate synthesis route and not, like most phenolic components, via the shikimate synthesis route.

Occurrence

Isocoumarin and iscoumarin derivatives such as 6-methoxymellein are bitter substances that z. B. formed when incorrectly stored carrots .

Individual evidence

  1. a b entry on isocoumarins. In: Römpp Online . Georg Thieme Verlag, accessed on February 4, 2018.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. a b E. Höhn, U. Künsch: Carrot taste - popularity, sweetness and bitterness . In: Agrarforschung , 2003 , 10  (4), pp. 144–149; Abstract .
  4. P. Schieberle, T. Hofmann: Bitter substances in carrots . In: Research Group of the Food Industry eV (FEI) , 2002 ; Abstract ( Memento of the original from February 28, 2017 in the Internet Archive ) Info: The archive link has been inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. . @1@ 2Template: Webachiv / IABot / www.dfal.de