ortho- acetovanillon

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Structural formula
Structure of ortho-acetovanillon
General
Surname ortho- acetovanillon
other names

2-hydroxy-3-methoxyacetophenone

Molecular formula C 9 H 10 O 3
Brief description

long pale yellow needles

External identifiers / databases
CAS number 703-98-0
PubChem 95993
ChemSpider 86661
Wikidata Q181545
properties
Molar mass 166.18 g mol −1
Physical state

firmly

Melting point

53-54 ° 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 .

ortho- acetovanillon ( 2-hydroxy-3-methoxyacetophenone ) is an organic chemical compound with the empirical formula C 9 H 10 O 3 , which is structurally derived from both acetophenone and guaiacol ( o-methoxyphenol ). It is a derivative of acetophenone with an additional hydroxyl and methoxy group . It differs from acetovanillon in the position of the hydroxyl group. The prefix ortho indicates the position of the hydroxyl group in relation to the acetyl group ; in acetovanillon these two groups are in the para position. The structural analogy corresponds to that between vanillin and ortho- vanillin .

Structure of ortho-acetovanillon Structure of acetovanillon
ortho- acetovanillon Acetovanillon

ortho- acetovanillon is obtained u. a. by isolation from reaction residues in the preparation of acetovanillon, as well as by ether cleavage of 2,3-dimethoxyacetophenone with aluminum chloride. The product forms long, pale yellow needles that melt at 53–54 ° C.

Individual evidence

  1. a b c Tadeus Reichstein: "Acetovanillon, iso- and ortho-Acetovanillon. (A case of acyl migration to meta position) ”; in: Helvetica Chimica Acta ; 1927 ; 10  (1); Pp. 392-397; doi : 10.1002 / hlca.19270100147 .
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.