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Aryl Boric Acid And Azo Isobutyronitrile Carboxamide And Applied Research

Posted on:2009-10-11Degree:MasterType:Thesis
Country:ChinaCandidate:J LiFull Text:PDF
GTID:2191360242494544Subject:Organic Chemistry
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This dissertation consists of two parts: the synthesization and application studies of aryl boronic acid, and the synthesization study of azoisobutyronitrile formamide.Part One: On the first part, the different synthesis methods of a series of arylboronic acid and it's application have been studied, and then phenolic compounds which have important application value were synthesised.The arylboronic acid is a single-or multi-benzene ring aromatic hydrocarbons of boric acid compounds, each kind of list substitution's arylboronic acid is the important organic synthesis intermediate and the medicine, the agricultural chemicals intermediate, also has the widespread application in the preparation biological activity reagent or the material research.The substitution aromatic ring benzene boric acid is an important organic intermediate, widely applies in the Suzuki overlapping coupling reaction, the amino acid asymmetrical synthesizes, the amino-compound catalyst etal. The arylboronic acid withα-pinanediol response production's chiral boric acid ester, as asymmetrical homologization response reagent, which has the important application in asymmetrical synthesizes.In addition, the coupling reaction of the arylboronic acid and the halohydrocarbon forms the C-C bond as an important way. In recent years, the arylboronic acid in forming C-O, C-N and in the C-S bond's response were widespread used.In this paper, the synthesis methods of arylboronic acid such as Grignard reagent,organic lithium reagent,"one-pot" and ultrasonic have been studied. Arylboronic acid is usually prepared by Grignard reagent or organic lithium reagent. "one-pot" is that aryl-substituted boronic acid was directly synthesized with the equal mole of aryl-halogen, magnesium and tributyl borate. Under ultrasonic radiation, single substituted arylboronic acid were synthesized quickly through the reaction of magnesium,trisubstituted borate and halogenated hydrocarbon. In this paper, we studied the influencing factors of different synthesis method of arylboronic acid and the process conditions were optimized. The structure of a series of arylboronic acid compounds was studied by melting point, IR, ~1H NMR.Phenolic compounds are an important type of fine chemicals, which can be used as chemical raw materials and pharmaceuticals, pesticides, dyes intermediates, a wide range of applied. It will be in the arylboronic acid in aqueous acetic acid with 15% hydrogen peroxide to hydrolysis, phenol can be obtained. In this paper we discussed the various influencing factors of the yield. The structure of phenolic compounds were studied through the melting point, IR, ~1H NMR.Part Two: We studied new preparative technics of the azoisobutyronitrile formamide(CABN). Azoisobutyronitrile formamide is an oil-soluble water-soluble and azo polymer initiator, CABN was prepared by oxidization of methanamide isobutyronitrilediamide which was synthesized through the reaction of semicarbazide and acetone cyanohydrin. This technics is simple, the manipulation is easy, the yield is high.It has an important application value. Its structure was confirmed by melting point, IR and ~1H NMR.
Keywords/Search Tags:Arylboronic acid, Phenolic compound, Azoisobutyronitrile formamide
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