Mold metabolites. IV. The ultraviolet absorption spectra of certain aromatic hydroxy ketones was written by Cram, Donald J.;Cranz, F. W.. And the article was included in Journal of the American Chemical Society in 1950.Safety of 2′,6′-Dihydroxy-4′-methylacetophenone This article mentions the following:
The ultraviolet absorption spectra of all possible mono- and di-nuclear methylated derivatives of 2,4-dihydroxyacetophenone (I) and 2,6-dihydroxyacetophenone (II) are tabulated. An empirical correlation of the positions of the spectral bands of these compounds was made. The following derivatives of PhCOMe were prepared by methods in the literature (m.ps. given): II 155-6°, 2,4-dihydroxy-3-methyl 155-6°, 2,6-dihydroxy-3-methyl (III) 138-9°, 2,6-dihydroxy-4-methyl 146-7°, 2,6-dimethoxy 72-3°, 2-hydroxy-6-methoxy 58-9°. Me2SO4 (1 cc.) and 2 cc. 20% KOH were added dropwise and alternately to 50 mg. III in 3 cc. MeOH, yielding 40 mg. 2,6-dimethoxy-3-methylacetophenone, m. 40-1° (wedge-shaped white crystals). 4,5-Dimethylresorcinol (400 mg.), 226 mg. AcCl, 1.15 g. AlCl3, and 2 cc. PhNO2 were allowed to stand at room temperature 1 hr., heated to 60°, cooled and poured into ice and H2O, extracted with ether, yielding 45 mg. 2,6-dihydroxy-3,4-dimethylacetophenone, m. 82-3°, faintly yellow needles. Formylation of 4-methylresorcinol yielded 85% 2,4-dihydroxy-5-methylbenzaldehyde (IV), m. 146-7°. IV was converted to the di-Me ether (V), m. 117-18° (yield 87%). V was reduced (78% yield) to 1,3-dimethoxy-4,6-dimethylbenzene (VI), m. 75-6°. Demethylation of VI with 48% HBr yielded 92% 4,6-dimethylresorcinol (VII), m. 127-8°; diacetate (VIII) m. 48°. VII (1 g.), 0.75 g. Ac2O, and 1 cc. BF3-etherate (45%) allowed to stand overnight at room temperature yielded 400 mg. 2,6-dihydroxy-3,5-dimethylacetophenone, m. 139-40° (yellow needles from 1:1 MeOH-water). VIII (1.2 g.) and 2.4 g. AlCl3 were heated to 120° and the temperature was raised to 180° during 1 hr., the mixture cooled, decomposed in boiling water, and extracted with ether, yielding 210 mg. 2,4-diacetyl-6-methylresorcinol, m. 83-4° (faintly yellow needles from aqueous MeOH). In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Safety of 2′,6′-Dihydroxy-4′-methylacetophenone).
2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Safety of 2′,6′-Dihydroxy-4′-methylacetophenone
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