Isomeric diene intermediates and an acetate rearrangement in aromatic acetoxylation

Glucose-Reduced Graphene Oxide with Excellent Biocompatibility and Photothermal Efficiency as well as Drug Loading

“…Oxidation solution was prepared by mixing 0.7 mL H 2 O, 4.2 mL concentrated H 2 SO 4 , and 0.1 mL concentrated HNO 3 orderly. Nitronium oxidation was selected to reoxidate graphite oxide in consideration of its simple process, easy elimination of nitro, and much gentle oxidation level on graphite oxide surface over the Hummer method [ 19 , 20 ] as well as the global oxidation involved the carbon atom within both conjugated structure and oxygen-containing moieties [ 21 – 25 ]. Figure 1a showed the relative NO 2 + concentration, being indicated by the Raman characteristic peak counts at 1394 cm −1 from υ(NO) stretching [ 26 ], in NO 2 + oxidation solution and water, respectively.…”

Concurrent nitration and oxygenation of o-xylene and hemimellitene with aroyl nitrates

“…Analogous cyclohexadiene intermediates and the subsequent aryl acetates have been observed in the reactions of acetyl nitrate with hemimellitene,5 p-xylene,5 pseudocumene,2® toluene,6 and others.7 The demonstration of the occurrence of ipso attack has led to critical reinvestigations of XC6H4C0C1 + AgNOs -^7* XC6H4C02N02 + AgCl (5) The organic products from the reaction of benzoyl nitrate with o-xylene at room temperature are listed in " Yields are based on moles of product per mole of benzoyl nitrate; other products formed in varying but small amounts (>) included benzyl alcohol, o-tolualdehyde, -nitroxylene, and dinitroxylene. b Some fluctuation in duplicate runs, ±3%, due to small overall yield.…”

“…3 No 3 isomer was detected, although owing to the low benzoate yield, a small amount could have gone undetected, f Benzoic acid, 70% isolated yield. 5 Average of seven runs with variable (1-16%) ratios of 3 isomer. h p-Nitrobenzoic acid, 93% isolated yield.…”

An Addition Reaction of Indane with Nitric Acid in Acetic Anhydride

“…The similar formation of 3,4-xylyl acetate (4-acetoxy-o-xylene) and of 3,4,5-trimethylphenyl acetate (5-acetoxyhemimellitene) when o-oxylene and 1,2,3-trimethylbenzene (hemimellitene) are treated with nitric acid and acetic anhydride (2) has recently been shown to occur via the 1,4-diene adducts, 1 and 2, each of which occurs in cis and trans diastereoisomeric forms (3,4). It is these dienes, together with the nitroarenes, that are the primary products of the reactions of the arenes.…”

“…that which crystallized preferentially from the reaction product, and of structure 4 isolated diene is based on the magnitudes and signs of the three-and four-bond vinyl-allylic proton coupling constants of each diene. ~~r e ement between measured and calculated dipole moments provides independent support for these assignments.…”