Cis-3,5-Cyclohexadiene-l,2-diol

Borane-methyl sulphide complex 4-Toluenesulfonyl chloride cis-3,5-Cyclohexadiene-l,2-diol l -Dynamax 83,123-6 column Silver oxide Sodium hydride Palladium on charcoal Tetrabenzylpyrophosphate... 

Pseudomonas putida oxidation of benzene affords cis-3,5-cyclohexadiene-l,2-diol which is used as a novel precursor for the synthesis of D- and L-myo-inositol trisphosphates, which was prepared in 11 steps ... 

Freshly prepared sodium methoxide (0.1 ml of a 1 M solution in methanol, 10 mmol) was added dropwise to a solution of cis-3,5-cyclohexadiene-l,2-diol (112 mg, 1 mmol) in dimethyl carbonate (1.7 ml) and methanol (0.2 ml) at RT under argon, and stirred for 20 min. A small aliquot was removed, solvent evaporated in vacuum (bath T 22°C) and the resulting solid was washed with a small volume of chilled (-20°C) ether and chilled (-20°C) petrol (b.p. 30°-40°C) to afford the 3a,7a-dihydrobenzo[l,3]dioxol-2-one (cyclic carbonate) as a beige-coloured solid, mp 90°C (dec.). 

Abstract This chapter describes the production of cis-3,5-cyclohexadiene-l,2-diol (DHCD) from aromatic compounds, their polymerization into poly(p-phenyelene) (or PPP), and the properties and applications of the polymer. Large-scale synthesis of DHCD has been demonstrated, and DHCD is widely used in the pharmaceutical industry, as well as in chemical industries for polymer productions. Recent study including different types of dioxygenases, strain development by recombination, and genetical modification were done to develop the process technology for commercialization of this new polymer and chemical intermediates. 

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