iso -acetovanillon
| Structural formula | |||||||||||||||||||
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| General | |||||||||||||||||||
| Surname | iso -acetovanillon | ||||||||||||||||||
| other names |
3-hydroxy-4-methoxyacetophenone |
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| Molecular formula | C 9 H 10 O 3 | ||||||||||||||||||
| Brief description |
colorless crystals |
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| properties | |||||||||||||||||||
| Molar mass | 166.18 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
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| Melting point |
91 ° C |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
iso- acetovanillon ( 3-hydroxy-4-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 methoxy group. Instead of position 3, this is found here in position 4. Hydroxy and methoxy groups swap places compared to acetovanillon. The structural analogy corresponds to that between vanillin and isovanillin .
iso -acetovanillon Acetovanillon
A reaction of guaiacol with a previously prepared mixture of acetic anhydride and conc. Sulfuric acid (with the intermediate sulfo-acetic acid) first leads to acetyl isoacetovanillon, which is then saponified in an alkaline medium to give the desired end product iso- acetovanillon. The product forms colorless crystals that melt at 91 ° C. An aqueous solution of iron (III) chloride forms a blue-violet color with iso- acetovanillon.
Individual evidence
- ^ A b c Wilhelm Schneider, Edgar Kraft: "Sulpho-acetic acid as a condensing agent, IV .: Iso-acetovanillon"; in: Reports of the German Chemical Society ; 1922 ; 55 (6); Pp. 1892-1899; doi : 10.1002 / cber.19220550640 .
- ↑ a b Data sheet 3′-Hydroxy-4′-methoxyacetophenone from Sigma-Aldrich , accessed on November 10, 2012 ( PDF ).