Piperic acid

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Structural formula
Structure of piperic acid
General
Surname Piperic acid
other names
  • (2 E , 4 E ) -5- (1,3-benzodioxol-5-yl) -2,4-pentadienoic acid
  • 5-Benzo [1,3] dioxol-5-yl-penta-2,4-dienoic acid
Molecular formula C 12 H 10 O 4
Brief description

colorless crystal needles which quickly turn yellow when exposed to light

External identifiers / databases
CAS number
  • 136-72-1
  • 5285-18-7 (mixture of isomers)
PubChem 5370536
ChemSpider 4521337
Wikidata Q1111585
properties
Molar mass 218.21 g mol −1
Physical state

firmly

Melting point

216 ° 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 .

Piperic acid is a chemical compound from the group of aromatic monocarboxylic acids with the empirical formula C 12 H 10 O 4 . It is a (doubly unsaturated ) pentadienoic acid with a terminal benzo dioxole residue. The deduced from the piperic piperine 's main alkaloid of black pepper ( Piper nigrum ).

There are 3 other isomeric forms: Isopiperinsäure , Chavicinsäure , Isochavicinsäure . With piperidine the acids form amides , which belong to the piperidines (rarely also piperidides ); Piperine is the piperic acid-piperidine ( piperic acid-piperidide ).

By oxidative degradation in alkaline solution arises from piperic employed as a perfume component piperonal .

Extraction and presentation

Piperic acid can be produced by an alkaline saponification of piperine.

use

Piperic acid can be used in conjunction with piperidine to make piperine.

Individual evidence

  1. ↑ Rud. Fittig, WH Mielck: Investigations on the constitution of piperine and its cleavage products piperic acid and piperidine . In: Justus Liebig's Annals of Chemistry . tape 152 , no. 1 , 1869, p. 25-58 , doi : 10.1002 / jlac.18691520104 .
  2. ^ John B. Buckingham: Dictionary of Organic Compounds. ISBN 0-412-54090-8 , p. 4351.
  3. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. ↑ a b Waldemar Ternes: Food Lexicon. Behr, 2005, ISBN 3-89947-165-2 , p. 1446 ( limited preview in Google book search).
  5. ^ Wissenschaft-Online-Lexika: Entry on Piperonal in the Lexikon der Chemie, accessed on July 27, 2011.