Nerolic acid

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Structural formula
Nerolic acid
General
Surname Nerolic acid
other names
  • (2 Z ) -3,7-dimethyl-2,6-octadienoic acid
  • Geranic acid
  • Neric acid
  • Decaprenic acid
Molecular formula C 10 H 16 O 2
External identifiers / databases
CAS number 4613-38-1
PubChem 5312583
ChemSpider 4472008
Wikidata Q18391807
properties
Molar mass 168.233 g mol −1
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 nerolic acid is a naturally occurring chemical compound from the group of unsaturated carboxylic acids , the bees and ants as a pheromone is used. Nerolic acid is the name for the (2 Z ) configuration of the geranic .

properties

Nerolic acid is one of seven compounds that have been identified as the Nasonov pheromone in bees. These include geraniol , ( E ) - citral , ( Z ) citral , ( E , E ) - farnesol and nerol . Nerolic acid, geraniol and ( E , E ) -farnesol occur in comparatively higher concentrations. Nerolic acid is used by bees to orient themselves to the beehive.

literature

  • Mark L. Winston: The Biology of the Honey Bee. First Harvard University Press, 1987. ISBN 0-674-07409-2 , p. 37.

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ^ R. Boch, DA Shearer: Identification of Nerolic and Geranic Acids in the Nassanoff Pheromone of the Honey Bee. In: Nature . 202, 1964, pp. 320-321, doi : 10.1038 / 202320a0 .
  3. C. Zube, CJ Kleineidam, S. Kirschner, J. Neef, W. Rössler: Organization of the olfactory pathway and odor processing in the antennal lobe of the ant Camponotus floridanus. In: The Journal of comparative neurology. Volume 506, Number 3, January 2008, pp. 425-441, doi : 10.1002 / cne.21548 . PMID 18041786 .
  4. Entry on geranic acid. In: Römpp Online . Georg Thieme Verlag, accessed on January 13, 2015.
  5. JB Free, AW Ferguson, JA Pickett: Evaluation of the various components of the Nasonov pheromones used by clustering honeybees. In: Physiological Entomology. 6, 1981, pp. 263-268, doi : 10.1111 / j.1365-3032.1981.tb00270.x .
  6. ^ AS Brandstaetter, W. Rössler, CJ Kleineidam: Dummies versus air puffs: efficient stimulus delivery for low-volatile odors. In: Chemical Senses . Volume 35, Number 4, May 2010, pp. 323-333, doi : 10.1093 / chemse / bjq022 . PMID 20212009 .
  7. JO Schmidt: Attraction of reproductive honey bee swarms to artificial nests by Nasonov pheromone. In: Journal of chemical ecology. Volume 20, Number 5, May 1994, pp. 1053-1056, doi : 10.1007 / BF02059741 . PMID 24242302 .