Pimaric acid

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Structural formula
Structural formula of pimaric acid
General
Surname Pimaric acid
other names
  • (1 R , 4a R , 4b S , 7 S , 10a R ) -7-ethenyl-1,4a, 7-trimethyl-3,4,4b, 5,6,9,10,10a-octahydro-2 H - phenanthrene carboxylic acid
  • D -pimaric acid
  • (+) - pimaric acid
Molecular formula C 20 H 30 O 2
External identifiers / databases
CAS number 127-27-5
PubChem 220338
ChemSpider 191072
Wikidata Q418035
properties
Molar mass 302.46 g mol −1
Physical state

firmly

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 .

Pimaric acid , more precisely D- pimaric acid , is a resin acid , i.e. a component of tree resin . Pimaric belongs alongside the other members of the group of substances of Pimarsäuren to the tricyclic diterpene - carboxylic acids , that is composed of four isoprene units .

Extraction

If you heat pine resins in closed kettles to over 100 ° C, water and turpentine oil distill over, while the melt remaining in the kettle solidifies into a glassy mass - called rosin - when it cools . Pimaric acid is part of this mass.

Initial description

The first description of pimaric acid (French. Acide pimarique ; naming effected by contraction of the first syllable of Pi nus mar itima) - isolation from the resin of Pinus maritima from the vicinity of Bordeaux and elemental analysis - was made in 1839 by Auguste Laurent (1807-1853) . In 1865, pimaric acid and pimarates were again examined in detail by Julius Duvernoy.

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. ^ Entry on rosin. In: Römpp Online . Georg Thieme Verlag, accessed on May 20, 2016.
  3. ^ Jöns Jacob Berzelius, Plantamour: Report annuel sur les progrès des sciences physiques et chimiques présenté le 31 mars 1840 à l'Académie royale des Sciences de Stockholm . Fortin, 1841, p. 220.
  4. ^ Justus von Liebig: Traité de Chimie Organique . Fortin, 1842, p. 386.
  5. ↑ Auguste Laurent: Sur les acides pimarique, pyromarique, azomarique, etc. , Annal. de Chimie et Physique , Vol. LXXII (1839), pp. 383-427.
  6. ↑ Julius Duvernoy: About pimaric acid and its modifications: Inaugural dissertation . Rümelin (Stuttgart), 1865.