The Preparation of 2,5-Dihydroxyquinone

Jones, Reuben G.; Shonle, H. A.

doi:10.1021/ja01222a504

Cited by 57 publications

(20 citation statements)

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“…Commercial hydroquinone was oxidized with hydrogen peroxide in the presence of a concentrated NaOH solution to give the desired dihydroxybenzoquinone 4 in 70 % yield. [9] Scheme 4. First synthesis of mono-and dibrominated intermediates 6 and 7.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of a Focused Chemical Library Based on Derivatives of Embelin, a Natural Product with Proapoptotic and Anticancer Properties

et al. 2011

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The synthesis of new derivatives of embelin, a natural inhibitor of X‐linked inhibitor of apoptosis protein (XIAP) is described. The design of these new molecules involved introduction of aromatic groups directly linked to the benzoquinone core. To allow a large flexibility in the nature and the length of the added chain, the strategy involves first aSuzuki–Miyaura reaction with functionalized aromatics, yielding a first generation of molecules. Then, by appropriate use of the functional groups, a second generation of representative embelin derivatives was prepared.

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Section: Resultsmentioning

confidence: 99%

Synthesis of a Focused Chemical Library Based on Derivatives of Embelin, a Natural Product with Proapoptotic and Anticancer Properties

et al. 2011

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“…Wide angle X-ray diffraction (WAXD) spectra were recorded on a Rigaku 3B/max powder diffractometer with Nickel-filtered Cu-K a radiation and a scanning angle range 3±35°. (1) 2,5-Dihydroxy benzoquinone was synthesized by a method reported in the literature [10] and the crude product (1) was dissolved in boiling dioxane (Scheme 1). After hot filtration, the product crystallized upon cooling as its complex with dioxane (yellow plates), which was collected and dried for 3 days at 50°C in vacuo to remove the physisorbed dioxane.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of liquid crystalline copolyesters containing horizontal and lateral rods in main chain

Xie

Cao

2002

Polymers for Advanced Techs

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A series of liquid crystalline copolyesters containing both horizontal and lateral rods in main chain were synthesized through solution polymerization of 2,5‐bis(4‐alkoxy benzoyloxy)hydroquinone, 4,4′‐dihydroxy‐α,ω‐diphenoxydecane and 4,4′‐dichloroformyl‐α,ω‐diphenoxydecane. These copolyesters were soluble in common organic solvents, showed thermotropic nematic liquid crystallinity that can be easily obtained at room temperature, thereby making them processable at relatively low temperatures in their high‐ordered liquid crystalline states where they are thermally stable. Their thermal transitions can be well adjusted by judiciously controlling the attachment content of lateral rods, and their thermal behaviors were well examined. All synthesized polymers were characterized by gel permeation chromatography (GPC), differential scanning calorimetry (DSC), polarized optical microscopy (POM) and wide angle X‐ray diffraction (WAXD). Copyright © 2002 John Wiley & Sons, Ltd.

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“…Analogously, 2,5-dihydroxy-1,4-benzoquinone, 59, an interesting commercially available building block, was most easily prepared [41] from the oxidation of hydroquinone by hydrogen peroxide in alkaline solution. (Scheme 28)…”

Section: Scheme 26mentioning

confidence: 99%