Isovanillic acid

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Structural formula
Structural formula of isovanillic acid
General
Surname Isovanillic acid
other names
  • 3-hydroxy-4-methoxybenzoic acid
  • 3-hydroxyanisic acid
Molecular formula C 8 H 8 O 4
External identifiers / databases
CAS number 645-08-9
EC number 211-430-5
ECHA InfoCard 100.010.392
PubChem 12575
ChemSpider 12055
Wikidata Q1674563
properties
Molar mass 168.15 g mol −1
Physical state

firmly

Melting point

250-253 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Isovanillic acid ( 3-hydroxy-4-methoxybenzoic acid ) is an organic chemical compound and belongs to the group of phenolic acids . The substance is structurally derived from both benzoic acid and guaiacol ( o -methoxyphenol). It is an isomer to vanillic acid , from which it differs only in the position of the methoxy group . Instead of position 3, this is found here in position 4. The hydroxyl and methoxy groups swap places compared to vanillic acid. Isovanillin can be enzymatically oxidized to isovanillic acid.

Structure of isovanillic acid Structure of vanillic acid
Isovanillic acid Vanillic acid

See also

Individual evidence

  1. a b c Isovanillic acid data sheet from Sigma-Aldrich , accessed on January 31, 2013 ( PDF ).
  2. Georgios I. Panoutsopoulos, Christine Beedham: "Enzymatic Oxidation of Vanillin, Isovanillin and Protocatechuic Aldehyde with Freshly Prepared Guinea Pig Liver Slices", in: Cell Physiol Biochem , 2005 , 15  (1-4), pp. 89-98 ( PMID 15665519 ; PDF ).

Web links