61977-06-8

Usage

InChI:InChI=1/C16H20O2/c1-12(2)5-4-6-13(3)7-8-14-11-15(17)9-10-16(14)18/h5,7,9-11H,4,6,8H2,1-3H3/b13-7+

Upstream product

• 10457-66-6 (E)-2-(3,7-dimethylocta-2,6-dienyl)benzene-1,4-diol 
• 123-31-9 hydroquinone 
• 106-24-1 Geraniol 
• 150-76-5 4-methoxy-phenol 
• 58981-41-2 4-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-phenol 
• 106-51-4 p-benzoquinone 
• 6138-90-5 trans-geranyl bromide 
• 79233-10-6 (E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-4-methoxyphenol 
• 72132-87-7 geranyl trimethylstannane 
• 15416-76-9 2-((E)-3,7-Dimethyl-octa-2,6-dienyl)-benzene-1,4-diol 

Downstream Products

• 10457-66-6 (E)-2-(3,7-dimethylocta-2,6-dienyl)benzene-1,4-diol 

Relevant academic research and scientific papers

Biomimetic synthesis of thiaplidiaquinones A and B

A biomimetic synthesis of the biologically active ascidian metabolites thiaplidiaquinones A and B is described. Reaction of geranylbenzoquinone with Et3N in CH2Cl2 yielded two isomeric quinones, comprising the benzo[c]chro

Avarol derivatives as competitive AChE inhibitors, non hepatotoxic and neuroprotective agents for Alzheimer's disease

Avarol is a marine sesquiterpenoid hydroquinone, previously isolated from the marine sponge Dysidea avara Schmidt (Dictyoceratida), with antiinflammatory, antitumor, antioxidant, antiplatelet, anti-HIV, and antipsoriatic effects. Recent findings indicate

Total synthesis of polyprenylhydroquinols and benzoquinones

The total synthesis of polyprenylhydroquinols and benzoquinones is described.First, two appropriate aromatic allyl carbonates (moieties with one and two prenyls) and two activated bifunctional terpenyl derivatives (moieties with two and three prenyls) were synthesized.These molecules were then reacted together using a highly regio- and stereoselective coupling with Pd(PPh3)4 as a catalyst.The synthesis was achieved by functional group elimination and formation of quinonic and hydroquinonic moieties. - Keywords: polyprenylbenzoquinol; polyprenylhydroquinone; allylcarbonate; ?-allyl palladium complex

Allylation of quinones bu allylic indium reagents

Allylation of a variety of quinones by allylic indium sesquihalides was studied.Reactions of unsubstituted p-benzoquinone with allylindium, prenylindium, and geranylindium reagents gave, after oxidation with silver oxide, the corresponding allylated quinones in good yields.These reactions appear to proceed via 1,2-addition of the allylic indium reagents at the γ-carbon followed by sigmatropic rearrangement.Substituted quinones reacted with allylindium reagent giving excellent yields of allylquinols, whereas with prenylindium and geranylindium reagents, trisubstituted quinones gave diprenylcyclohexene-1,4-diones and 2,3-disubstituted quinones gave mixtures of prnylhydroquinones and diprenylcyclohexene-1,4-diones.In the prenylation of haloquinones, 1,2-addition, sigmatropic rearrangement, and elimination of indium(III) halide occurred in sequence yielding prenylquinones. 2-Hydroxy- and 2-methoxy-1,4-naphthoquinones gave α-addition products with prenylindium and cinnamylindium reagents.