Suzuki, Hitomi; Takeuchi, Toyomi; Mori, Tadashi published the artcile< Ozone-Mediated Nitration of Phenylalkyl Ethers, Phenylacetic Esters, and Related Compounds with Nitrogen Dioxide. The Highest Ortho Substitution Observed in the Electrophilic Nitration of Arenes>, Quality Control of 30095-98-8, the main research area is ozone nitration phenylalkyl ether phenylacetate; aryl ether nitration Kyodai regiochem; regioselective substitution Kyodi nitration phenyl ether; Kyodai nitration phenylalkyl ether benzeneacetate; electrophilic nitration nitrogen dioxide.
By the combined action of ozonized oxygen and nitrogen dioxide (the Kyodai nitration), the title compounds were smoothly nitrated in dichloromethane at subzero degrees with high ortho positional selectivity. Although the conventional nitration of phenylacetic acid and esters mainly produces m- and p-nitro derivatives, the present nitration offers a simple high-yield synthesis of o-nitro derivatives which are important as precursor in organic synthesis. The proportions of the ortho isomer in the nitration products from Me 2-phenylethyl ether and Me phenylacetate were 71 and 88%, resp., the latter value being the highest ortho isomer proportion so far observed in the electrophilic aromatic nitration. The observed high ortho selectivity has been rationalized in terms of radical cation intermediate and six-membered cyclic transition state.
Journal of Organic Chemistry published new progress about Alkyl aryl ethers Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Quality Control of 30095-98-8.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics