ortho- acetovanillon
Structural formula | |||||||||||||
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General | |||||||||||||
Surname | ortho- acetovanillon | ||||||||||||
other names |
2-hydroxy-3-methoxyacetophenone |
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Molecular formula | C 9 H 10 O 3 | ||||||||||||
Brief description |
long pale yellow needles |
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External identifiers / databases | |||||||||||||
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properties | |||||||||||||
Molar mass | 166.18 g mol −1 | ||||||||||||
Physical state |
firmly |
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Melting point |
53-54 ° C |
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safety instructions | |||||||||||||
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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 .
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
- ↑ 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 .
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.