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What is the azo dye formed from combining 2-naphthol and aniline-3-sulfonic acid? Please give structures to show

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter43: Amines

Section: Chapter Questions

Problem 1Q

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What is the azo dye formed from combining 2-naphthol and aniline-3-sulfonic acid? Please give structures to show

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Part One 5 mL of water, 0.060 g of anhydrous sodium carbonate was placed. 0.180 g sulfanilic acid then 0.080 g of sodium nitrite was added and mixed. When the flask had cooled, 0.25 mL of strong hydrochloric acid was added. Part Two 0.14 mL of N, N-dimethylaniline and 0.10 mL of glacial acetic acid, with a suspension of the diazonium salt of sulfanilic acid. The mixture was agitated vigorously. There was a crimson precipitate developed. 1.5 mL of 10% sodium hydroxide was chilled and gently added. 0.5 g of sodium chloride was added, Two five 5 mL portions of the saturated sodium chloride solution was chilled and used to rinse the solution during filtration after the methyl orange was collected. With this, what is the ideal yield? What is the drawing of the full reaction mechanism for the synthesis of Methly Orange? SHOW ALL WORK.
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