Nitrogen

An unknown organic carboxylic acid, mp 139–141°C, burned with a yellow, sooty flame. The sodium fusion test showed that nitrogen was present. It did not react with p-toluenesulfonyl chloride, but did give a positive test when treated with 5% aqueous ferrous ammonium sulfate solution, acidified with 3 M H2SO4, and then followed by methanolic KOH solution. A 200-mg sample of the acid neutralized 12.4 mL of 0.098 M sodium hydroxide solution. Identify the acid. Does your structure agree with the calculated equivalent weight?

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