Summary of production in 2007, there are 17 sulfanilic acid producers in china, including 15 active producers and 2. The effect of acid and diazonium salt concentration and the reaction time was analyzed. Nation ford chemicals south carolina plant is the western worlds largest producer of sulfanilic acid 4aminobenzenesulfonic acid and the only company that offers all four grades. It is a conjugate acid of a 4aminobenzenesulfonate. A simple preparation of sulfanilic acid journal of chemical. For measuring conjugated bilirubin direct bilirubin, serum or plasma is acidified with hydrochloric acid and then mixed with diazotized sulfanilic acid to produce azobilirubin. Kinetics of hydrobenzamide formation from pdimethylaminobenzaldehyde and ammonia. Use of the information, documents and data from the echa website is subject to the terms and conditions of this legal notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the echa website may be reproduced, distributed andor used, totally or in part, for noncommercial purposes provided that echa is. In order to dissolve the sulfanilic acid in the aqueous solution we add sodium carbonate. May 29, 2015 the colored product by the diazo coupling between olivetol and catechin with diazotized sulfanilic acid was employed to develop the method. Sulfanilic acid is not soluble in water or acid, but it is soluble in alkaline solution. Recrystallization of naphthalene from methanol using decolorizing charcoal 30.
As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters 150 feet for liquids and at least 25 meters 75 feet for solids. In this experiment, sulfanilic acid will be diazotized and used the. I production and market of sulfanilic acid in china i1 production situation of sulfanilic acid in 20062008. Organosulfonic acids and derivatives organic sulfonic acids and derivatives fisher scientific. This problem can be circumvented by precipitating sulfanilic acid from a solution in which it is initially soluble. We have forged a strong partnership with chinas most efficient, highest quality producer of asiansourced sulfanilic acid.
Synthesis of acetamides from aniline and substituted anilines many of the acetylated ch 3 co derivatives of aromatic amines aka anilines and phenols are pharmacologically important compounds. Hcl methyl orange the first step is simply an acid base reaction. Nsulphinylaniline4sulphochloride by reaction with thionyl chloride in the presence of a catalytic. Enantioselective syntheses of sketamine and snorketamine. Both of these dyes are products of azo coupling of sulfanilic acid as diazonium salt with n,ndimethylaniline or 2naphthol, respectively. Therefore, the acid does not form salts with mineral acids, but its sulfo group may be neutralized by. Wear appropriate protective eyeglasses or chemical safety goggles as described by oshas eye and face protection regulations in 29 cfr 1910. A separate solution of sodium acetate is prepared by dissolving 6. Combinatorial synthesis of azo dyes linfield college. Typical organic chemistry desk equipment 12 general hints on using glassware and equipment 12 section 1 recrystallization and melting points 22 experiment 1. The sludge was enriched for over three months with. Sulfanilic acid represents an important substance, which is frequently utilized in the industry of azo dyes as well as in drug development of antimicrobials e. Sulfanilic acid lbs lbs lbs sara hazard categories.
The nitrosation of primary aromatic amines with nitrous acid generated in situ from sodium nitrite and a strong acid, such as hydrochloric acid, sulfuric acid, or hbf 4 leads to diazonium salts, which can be isolated if the counterion is nonnucleophilic diazonium salts are important intermediates for the preparation of halides sandmeyer reaction, schiemann reaction, and. Sulfanilic acid 4aminobenzenesulfonic acid is an offwhite crystalline solid which finds application in quantitative analysis of nitrate and nitrite ions. It can be used in the making of auxiliary agent of dyeing and printing, such as dissolving salt b, fluorescent. Mainly exported to europ and the united states,japan,korea,india. When reduction is complete a complex amine chlorostannate may separate from which the amine is liberated by basification, using enough alkali to dissolve the tin hydroxide formed during reduction. Find all the synonyms and alternative words for sulfanilic acid at, the largest free online thesaurus, antonyms, definitions and translations resource on the web. Preparation of sulfanilic acid amine chemical reactions scribd. Sulfanilic acid is an important intermediate of acid orange ii, acid bright yellow 2g, acid mordant yellow brown 4g, acid mordant dark yellow gg, direct yellow gr, reactive brilliant red k2g and reactive purplek3r. Aerobic degradation of sulfanilic acid using activated. It has a role as a xenobiotic metabolite, a xenobiotic and an environmental contaminant. A simple, sensitive, and rapid spectrophotometric method for the trace determination of aniline in aqueous solution is described. The method is based on coupling aniline with diazotizedpnitroaniline in the presence of ethanol and sodium hydroxide to form an intense red watersoluble azodye which shows maximum absorption at 505 nm and greater stability and sensitivity in the presence of.
Aromatic aminosulphonic acids which have a reduced content of discoloring. Structure, properties, spectra, suppliers and links for. Sulfanilic acid, like all aromatic sulfonic acids, is a strong acid similar in acid strength to sulfuric acid. Students can also meet with such type of compounds in chemistry labs, for example, when they estimate ph by methyl orange indicator. Has a stable domestic and foreign markets, while constantly developing new products. In preliminary studies, we were able to establish that the direct synthesis of picric. Keep this hcl solution at 0 c 5 c using an icewater bath. A simple preparation of sulfanilic acid journal of. Primary arylamines are generally prepared by reduction of nitro compounds. Safety data sheet according to 29cfr19101200 and ghs rev. The merchandise covered by the cvd order are all grades of sulfanilic acid, which include technical or crude sulfanilic acid, refined or purified sulfanilic acid and sodium salt of sulfanilic acid sodium sulfanilate. Nsulphinylaniline 4sulphochloride by reaction with thionyl chloride in the presence of a catalytic.
Sulfanilic acid c6h7no3s cid 8479 structure, chemical names, physical and. Sulfanilic acid is used as a raw material in the production of. Preparation of sulfanilic acid free download as word doc. Synthesis of orthanilic acid by the reaction of aniline with. The azo derivatives of salicylic acid researchgate. Add the sodium nitrite solution to the first test tube containing the aniline solution. Diazo coupling reaction of catechins and alkylresorcinols. Acute chronic flammability pressure reactivity sulfanilic acid clean air act categories. Download as docx, pdf, txt or read online from scribd. Sulfanilic acid and sodium sulfanilate nation ford chemical. Us4447368a process for the preparation of aminoarylsulphonic.
When a mixture of 1 mole of sulfamic acid and 4 moles of aniline was stirred at 160c for 12 hr, orthanilic acid 0. Pdf microwave synthesis of sulfanilic acid researchgate. Shop online for a wide selection of sulfanilic acid, 99%, acros organics sulfanilic acid, 99%, acros organics. Aerobic degradation of sulfanilic acid using activated sludge. This msds, and the associated product, is intended for use only by. Federal register sulfanilic acid from china and india. The top countries of supplier is china, from which the percentage of sulfonation of aniline supply is 100% respectively. Although sulfanilic acid is insoluble in acid solutions, it is nevertheless necessary to carry out the diazotization reaction in an acid hno2, nitrous acid solution. Organosulfonic acids and derivatives organic sulfonic acids and derivatives. Preparation of the dye from sulfanilic acid and 0naphthol. Sulfa antibiotics synthesis of sulfanilamide intoroduction.
Solid sulfanilic acid should be considered to be corrosive and hazardous. Sulfanilic acid is a synthetic organic chemical produced from the direct sulfonation of aniline with sulfuric acid. Sulfanilic acid is produced by heating aniline sulfate, c 6 h 5 nh 2. Maintain the temperature of the hcl aniline sulfonic acid suspension mixture below 10 c throughout the addition. In another test tube, mix 1 ml of concentrated hcl and 6 ml of ice. Preparation of the dye from sulfanilic acid and 0 naphthol. Preparation of sulphanilic acid nitric acid sodium hydroxide.
Synthesis and use of fabric dyes by professor david cash. Once all of the suspension has been added, keep stirring the mixture occasionally for about 2 minutes. This paper evaluates the aerobic degradation of sulfanilic acid sa by an acclimatized activated sludge. Recrystallization of benzoic acid from water 29 experiment 1. The sludge was enriched for over three months with sa 500 mgl as the sole carbon and. Preparation of the diazonium salt of sulfanilic acid. Sigmaaldrich offers a number of sulfanilic acid products. A wide variety of sulfonation of aniline options are available to you, there are 88 suppliers who sells sulfonation of aniline on, mainly located in asia. Then we form the diazonium salt by the same mechanism that was presented in figure 16. A number of reagents and building blocks can be used for click chemistry.
The company copperplate additives and a variety of organic synthesis intermediates and fine chemicals. Preparation of sulphanilic acid free download as word doc. Then the reaction is stopped with ascorbic acid and the solution is made alkaline. Socmi hap volatile hap organic hap ozone depleting sulfanilic acid the information presented above is offered for informational purposes only. A short note concerning the preparation of sulfanilic acid. Search results for sulfanilic acid at sigmaaldrich. Naphthylamine and sulfanilic acid are used for detection of nitrate reduction by bacteria. Excerpt from erg guide 153 substances toxic andor corrosive combustible.
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