2134-79-4

Basic information

• Product Name: Plastoquinone 1
• CAS NO: 2134-79-4
• Molecular Weight: 204.269
• Mol File: 2134-79-4.mol

Chemical Properties

• CAS DataBase Reference: Plastoquinone 1(CAS DataBase Reference)
• NIST Chemistry Reference: Plastoquinone 1(2134-79-4)
• EPA Substance Registry System: Plastoquinone 1(2134-79-4)

Safety Data

• Hazardous Substances Data: 2134-79-4(Hazardous Substances Data)

Upstream product

• 526-86-3 2,3-dimethyl-1,4-benzoquinone 
• 114067-34-4 (3-methyl-2-butenyl)trifluorosilane 
• 58700-70-2 5-(3-methyl-2-butenyl)-2,3-dimethylhydroquinone 
• 1191-16-8 3-methylbut-2-enyl acetate 
• 608-43-5 2,3-dimethyl-1,4-dihydroxybenzene 

Relevant articles and documents

Orientation-Selected 95 GHz High-Field ENDOR Spectroscopy of Randomly Oriented Plastoquinone Anion Radicals

Recent improvements of a 3 mm high-field/high-frequency CW EPR/ENDOR spectrometer are presented, making it possible for ENDOR measurements to be performed with N

Catalytic Electrophilic Alkylation of p-Quinones through a Redox Chain Reaction

Allylation and benzylation of p-quinones was achieved through an unusual redox chain reaction. Mechanistic studies suggest that the existence of trace hydroquinone initiates a redox chain reaction that consists of a Lewis acid catalyzed Friedel–Crafts alkylation and a subsequent redox equilibrium that regenerates hydroquinone. The electrophiles could be various allylic and benzylic esters. The addition of Hantzsch ester as an initiator improves the efficiency of the reaction.

Allylation of quinones with allyl (trifluoro)silanes: Direct synthesis of isoprenoid quinones

Allylation of a variety of quinones with allyl(trifluoro)silanes takes place with high regioselectivity in the presence of FeCl3·6H2O, giving allylquinones in good yields. This method was used to synthesize biologically active isoprenoid quinones such as plastoquinone-1 and vitamin K1.

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.