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Benzoic acid synthesis of fine chemical intermediates

Author: SunJinQiu
Tutor: ChaiDuoLi
School: Hefei University of Technology
Course: Applied Chemistry
Keywords: Synthesis Dichlorocarbene Nitrification Microwave radiation 1,1 - dichloro-2 - phenyl cyclopropane 2 - amino -5 - nitrobenzoic acid 5 - nitrosalicylate
CLC: TQ245.12
Type: Master's thesis
Year: 2009
Downloads: 353
Quote: 0
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Abstract


Fine chemical intermediates in the chemical industry in today's industry is the most dynamic areas of interest , but also the new medicine, new materials, an important part. A wide range of fine chemical intermediates and high added value , versatile, industry related degree , directly serve the national economy in many industries and high-tech industries in various fields. Therefore, some of the common methods of synthesis of fine chemical intermediates research has a very important social and practical significance. The main topic describes two benzoic acid intermediate 2 - amino - 5 - nitrobenzoic acid and 5 - nitro salicylic acid and one kind of dichloro- cyclopropane intermediate 1,1 - dichloro-2 - benzene cyclopropane synthesis of research work on some single factors are discussed , and the final products were analyzed and characterized. The main research work and the results are as follows : ( a ) respectively nitroaniline , isatin as raw as a route and route two synthetic 2 - amino - 5 - nitro- benzoic acid. Focusing on the route a synthesis reaction mechanism was speculated that some single factor route two conditions were studied. The final product was purified by recrystallization measured after obtaining the melting point : 267 ~ 268 ℃, the best pure product yield: 61.1% . Products were characterized by IR, ~ 1H NMR characterization confirmed . ( 2 ) in a mixture of acetic acid and acetic anhydride as a solvent , concentrated nitric acid as nitrating agent , in an ice bath under Microwave Irradiation of Direct Synthesis of 5 - nitro acid . The effects of reaction time, temperature, microwave irradiation time on the yield of the reaction . The crude product was purified by recrystallization measured after obtaining the melting point : 230 ~ 232 ℃, the best pure product yield: 82.6% . Products were characterized by IR, ~ 1H NMR characterization confirmed . ( 3 ) with styrene and chloroform as raw materials in concentrated alkali and a phase transfer catalyst generated under the action of chloroform and double bond addition Dichlorocarbene obtain 1,1 - dichloro-2 - phenyl cyclopropane . Of the reaction temperature, time, the amount of chloroform and the catalyst type and amount of the yield of the reaction . Separation and purification products were measured after boiling point : 124 ~ 126 ℃ /-0.095MPa; density : 1.219g/ml, 10 ℃; Refractive index : n20 / D: 1.559; pure optimal yield: 65.7% . Products were characterized by IR, ~ 1H NMR characterization confirmed .

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CLC: > Industrial Technology > Chemical Industry > Basic Organic Chemistry Industry > The production of aromatic compounds > Aromatic carboxylic acids and their derivatives > Aromatic acid > Benzene series acid
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