Syringic acid

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Structural formula
Structural formula of syringic acid
General
Surname Syringic acid
other names
  • 4-hydroxy-3,5-dimethoxybenzoic acid
  • Gallic acid 3,5-dimethyl ether
  • SYRINGIC ACID ( INCI )
Molecular formula C 9 H 10 O 5
Brief description

odorless, beige-colored powder

External identifiers / databases
CAS number 530-57-4
EC number 208-486-8
ECHA InfoCard 100.007.716
PubChem 10742
ChemSpider 10289
Wikidata Q408428
properties
Molar mass 198.18 g mol −1
Physical state

firmly

Melting point

204-207 ° C

solubility

poor in water (5.8 g l −1 at 25 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 280-305 + 351 + 338-312
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Syringic acid is an organic chemical compound from the group of hydroxybenzoic acids , which occurs in various plants, but above all in blue berries such as blueberries or blue grapes . It is also formed as a decomposition product of the anthocyanin dye oenine . It is a dimethyl ether of gallic acid .

The name of the acid comes - analogously to syringol , syringa alcohol , syringaldehyde or acetosyringone - from the Latin name of lilac ( syringa ), as it can be derived from the glucoside syringin , which was first discovered in the bark of lilacs.

properties

By decarboxylation of syringic arises syringol .

Decarboxylation of syringic acid to syringol

use

In archeology , syringic acid is used to determine whether, for example, amphorae found were filled with white or red wine, as it is only contained in the latter.

Individual evidence

  1. entry to SYRINGIC ACID in CosIng database of the European Commission, accessed on May 13, 2020th
  2. a b c d e f data sheet syringic acid (PDF) from Carl Roth , accessed on March 14, 2017.
  3. MR Guasch-Jane, M. Ibern-Gomez, C. Andres-Lacueva, O. Jauregui, RM Lamuela-Raventos: "Liquid chromatography with mass spectrometry in tandem mode applied for the identification of wine markers in residues from ancient Egyptian vessels" , in: Analytical Chemistry , 2004 , 76 , pp. 1672-1677; doi: 10.1021 / ac035082z ; PMID 15018566 .

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