Girish Mahajan (Editor)

N Acetylanthranilic acid

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Molar mass
  
179.17 g/mol

N-Acetylanthranilic acid httpsuploadwikimediaorgwikipediacommonsthu

N-Acetylanthranilic acid is an organic compound with the molecular formula C9H9NO3. It is an intermediate product in catabolism of quinaldine in Arthrobacter sp., and is further metabolized to anthranilic acid.

N-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium-catalyzed carbonylation in tri-n-butylamine-water at 110-130 °C, under 3 atm of carbon monoxide.

N-Acetylanthranilic acid exhibits triboluminescence when crushed. The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created.

In the United States, it is a Drug Enforcement Administration-controlled Table I illicit drug precursor, because it has been used in the synthesis of methaqualone.

References

N-Acetylanthranilic acid Wikipedia