6950-43-2Relevant articles and documents
Total synthesis method of DTNB (5,5'-Dithiobis-(2-nitrobenzoic acid))
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, (2019/03/29)
The invention discloses a total synthesis method of DTNB (5,5'-Dithiobis-(2-nitrobenzoic acid)), which comprises the steps of: nitrification: dropwise adding mixed acid into m-bromotoluene to form 2-nitryl-5-bromotoluene, oxidation: adding 2-8wt% of potassium permanganate solution into 2-nitryl-5-bromotoluene to form 2-nitryl-5-bromine-benzoate, and vulcanization: dissolving 2-nitryl-5-bromine-benzoate prepared in the oxidation step in water, regulating a pH (potential of hydrogen) to be greater than 3.5, stirring and heating to 45-55 DEG C, adding a sodium sulfide aqueous solution in batches,holding the temperature for reaction for 2h, regulating the pH to be less than 1 with hydrochloric acid, and collecting a precipitate to form DTNB. The total synthesis method of DTNB is short in synthesis route, strong in production controllability, lower in cost and easy in industrial production, and a total yield in a synthesis process is above 35%.
An "ortho effect" in electrophilic aromatic nitrations: Theoretical analysis and experimental validation
Li, Hui-Jing,Wu, Yan-Chao,Dai, Jian-Hong,Song, Yan,Cheng, Runjiao,Qiao, Yuanyuan
, p. 1307 - 1312 (2015/02/05)
Usually, a π-donor substituent acts as an ortho/para directing group in an electrophilic aromatic substitution reaction, and a π-acceptor substituent acts as a meta directing group. Interestingly, when a π-acceptor substituent is meta to a π-donor substituent, certain electrophilic aromatic nitration occurs ortho to the π-acceptor substituent rather than para . The "ortho effect", highlighted in various textbooks, has been tentatively analyzed here based on ab initio calculations. The reliability of the calculations was verified by the corresponding experimental data, including a newly-designed electrophilic aromatic nitration that also gave reasonable product distributions.
Process for the production of nitro derivatives of aromatic compounds
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, (2008/06/13)
Nitroderivates of aromatic compounds which are difficult to nitrate, can readily be obtained by nitration providing that the aromatic compound is treated with nitric acid or another nitrating agent in the presence of aliphatic or cycloaliphatic hydrocarbons monosubstituted or polysubstituted by halogen, the nitro group or an alkyl sulphonyl group, and the nitro derivative formed subsequently isolated.