13122-27-5

Upstream product

• 4409-83-0 4-deuteriotoluene 
• 94-09-7 p-aminoethylbenzoate 
• 108-88-3 toluene 
• 873-75-6 4-bromobenzenemethanol 
• 31121-45-6 4-deuterated ethyl benzoate 

Relevant academic research and scientific papers

A preparing method of deuterated aromatic compounds

The invention belongs to the field of chemical synthesis, particularly a preparing method of deuterated aromatic compounds. The method includes subjecting an aryl halide, as an initial raw material, to a palladium catalyzed carbon-halogen bond reduction r

Chemo- and regioselective direct hydroxylation of arenes with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate

Peroxide in, phenol out: The catalyst [-PW10O38V 2(μ-OH)2]3- showed high activity in the hydroxylation of various aromatic compounds with aqueous H2O 2. The system was regioselective, producing para-phenols from monosubstituted benzene derivatives. Furthermore, alkylarenes with reactive side-chain Ca spa 3-H bonds could be chemoselectively hydroxylated without significant formation of side-chain oxygenated products. Copyright

Characteristic Effect of Pyridine on the NIH Shift and Selectivity in the Monooxygenation of Aromatic Compounds Catalyzed by a Nonheme Iron Complex/Hydroquinones/O2 System

The high values of the NIH and Me-NIH shifts were observed in the hydroxylation of aromatic compounds such as toluene and xylenes with O2 by the catalytic system in the title.The pyridine concentration greatly affected not only the NIH shift, but the selectivity to form phenols by hydroxylation of the aromatic ring and to form aldehydes by oxidation of the methyl group.

Mechanism of Aromatic Hydroxylation in the Fenton and Related Reactions. One-Electron Oxidation and the NIH Shift

Hydroxylation of substituted benzenes in the Fenton and peroxydisulfate oxidations has been studied mechanistically in relation to the NIH shift.One-electron oxidants such as Fe3+, Cu2+, and quinones increased the shift value effectively in aqueous or acetonitrile solutions.The shift values obtained were as high as 40 - 50 percent and dependent on both substituents (i. e., MeO Me, Cl, MeCO) and solvents.A high shift value was obtained also for the methoxylation, indicating unimportance of the arene oxide intermediate for the NIH shift.Oxygen reduced the shift effectively and sometimes was incorporated into product phenols with selective meta orientation.The means that oxygen abstracts a hydrogen atom from or adds to the oxycyclohexadienyl radical intermediate.It is concluded that the one-electron oxidation of the dienyl radical is the key step for the shift and its rates are dependent on substituents, oxidants, and solvents.

Skeletal Rearrangements on Chemical Ionization of Dibenzyl Ether and Derivatives

Protonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path.The rearrangements have been elucidated by deuterium labelling and chemical substitution.The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction.It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the other oxygen atom, followed by benzyl migration.The formaldehyde loss contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion.Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.