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• 31490-53-6 2-(1-hydroxy-ethyl)-benzene-1,4-diol 

Relevant academic research and scientific papers

Aerobic oxidation of hydroquinone derivatives catalyzed by polymer-incarcerated platinum catalyst

(Chemical Equation Presented) It's a lock-in! A remarkably wide substrate scope of hydroquinones are oxidized to quinones in high yields in a platinum-catalyzed process with as low as 0.05 mol% catalyst. The aerobic oxidation is catalyzed by platinum nanoclusters trapped in a styrene-based polymer network (see scheme, PI Pt=polymer-incarcerated nanoclusters). The catalyst could be reused at least 13 times without any loss of catalytic activity.

Conformational analysis and interpretation of ν(OH) bands in the IR spectra of 1′-hydroxyethyl derivatives of 1,4-benzo- and 5,8-dihydroxy-1,4-naphthoquinones: A DFT study

Detailed conformational analysis of the molecule of 1′-hydroxyethyl- 1,4-benzoquinone (3) by the B3LYP/cc-pVTZ method revealed predominance of rotamers with the free 1′-OH group in the gas phase. B3LYP/cc-pVTZ calculations with inclusion of solvent (cyclohexane) effect in the framework of the polarizable continuum model predict an increase in the percentage of such rotamers compared to the corresponding gas-phase values. The results obtained are in qualitative agreement with the experimentally observed pattern of ν(OH) bands in the IR spectrum of compound 3 in cyclohexane (hexane) solution. Conformational analysis, in cluding tautomerism and rotamerism, of 2-ethyl-1′,5,8-trihydroxy-1,4-naphthoquinone (2) was performed by the B3LYP method with the 6-31G(d), 6-311G(d), 6-311G(d,p), and cc-pVDZ basis sets. The most abundant tautomeric form of compound 2 is form A in which the substituent bearing 1 '-OH group is in the quinonoid nucleus. In the gas phase, the percentage of all rotamers in form A is about 86% (among them, the proportion of rotamers with the free 1'-OH group is more than 60%). The main reason for splitting of the v(OH) bands in the IR spectra of compounds 2 and 3 in solutions in nonpolar solvents is the equilibrium between rotamers with a relatively weak intramolecular hydrogen bond between the 1′-OH group and the carbonyl group and those having no this bond.

Direct access to 1,4-dihydroxyanthraquinones: The Hauser annulation reexamined with p-quinones

(Chemical Equation Presented) 3-Phenylsulfanylphthalides (e.g. 8a) readily react with p-benzoquinones in the presence of LiOtBu in THF to furnish 1,4-dihydroxyanthraquinones in good yields and one-pot operations.