27428-70-2

Upstream product

• 64-17-5 ethanol 
• 85-01-8 phenanthrene 

Downstream Products

• 6223-83-2 9-oxo-9H-fluorene-4-carboxylic acid 
• 2005-10-9 6H-benzo[c]chromen-6-one 

Relevant academic research and scientific papers

Photocatalysis in dimethyl carbonate green solvent: Degradation and partial oxidation of phenanthrene on supported TiO2

Dimethyl carbonate (DMC) is here proposed-for the first time-as a green organic solvent for photocatalytic synthesis. In this work, the photocatalytic partial oxidation of phenanthrene in dimethyl carbonate (DMC) by using anatase TiO2as the photocatalyst is described as paradigmatic example of a green synthetic process starting from polycyclic aromatic hydrocarbons (PAHs). For comparison, the same reaction carried out also in ethanol, 1-propanol or 2-propanol is reported. The use of DMC as the solvent allowed us to achieve 19% and 23% selectivity towards 9-fluorenone and 6H-benzo[c]chromen-6-one, respectively. The proposed approach may represent both a new green synthetic process and an environmentally friendly route to degradation of PAHs. This journal is

Dioxygen Transfer from 4a-Hydroperoxyflavin Anion. 2. Oxygen Transfer to the 10 Position of 9-Hydroxyphenanthrene Anions and to 3,5-Di-tert-butylcatechol Anion

The reaction of the peroxy anion of N5-ethyl-4a-hydroperoxy-3-methyllumiflavin (4a-FlEtO2-) with the anions of 3,5-di-tert-butylcatechol (VIII), 10-ethoxy-9-phenanthrol (Ia), and 10-methyl-9-phenanthrol (Ib) has been investigated.All products may be accountable through the transfer of O2 from the 4a-FlEtO2- reactant to the phenolate anions with the production of reduced flavin anion (FlEt-) and a hydroperoxycyclohexadienone.From VIII- (t-BuOH) there was obtained 3,5-di-tert-butyl-o-quinone (IX) and Ib- yielded (t-BuOH or CH2CN) 10-hydroxy-10-methyl-9,10-dihydro-9-phenanthrone (IIIb), while Ia- provided both 9,10-phenanthrenequinone (V) and monoethyl 1,1'-diphenate (IVa) (the ratio of V:IVa being solvent dependent).The mechanisms for the decomposition of intermediate peroxide anions to products are discussed.The conversion of Ia- to IVa by oxygen transfer from 4a-FlEtO2- amounts to a catalysis by FlEt- of the reaction of 3O2 with Ia and serves as a biomimetic reaction of flavoenzyme dioxygenase.The kinetic for the reaction of VIII- with 4a-FlEtO2- require the formation of an intermediate.Since the rate constants for the reaction of both VIII- and 2,6-di-tert-butyl-4-methylphenolate anion with 4a-FlEtO2- are identical under saturating conditions by these phenolate ions, it is concluded that the intermediate is formed in a unimolecular reaction from 4a-FlEtO2- (k = 0.36 s-) as in eq 19.Dissociation of 4a-FlEtO2- to FlEt-+ O2 and reaction of phenolate ions with O2 may be discounted since the second-order rate constants for the reaction of phenolate ions with O2 are less than required for the kinetic competency of this process.Dissociation of 4a-FlEtO2- to yield neutral flavin radical (FlEt.) + O2-. followed by reduction of FlEt. by fenolate ion to provide FlEt- and phenoxy radical with the coupling of the latter with O2-. is also improbable.Thus, though the second-order rate constants for 1e- reduction of FlEt. by the various phenolate species are sufficiently large to allow the kinetic competency of this step, there exists no evidence that O2-. can couple with any radical species to provide a hydroperoxide.The oxygen-donating intermediate formed from 4a-FlEtO2- is suggested to be the 4a,10-dioxetane (XII) or an oxygen molecule more loosely associated with FlEt-.The equilibrium constant for the formation of such an intermediate may be as small as 10-5 if the rate of reaction of phenolate ion with this species approaches a diffusion-controlled process.