tags
anthranilic acidacetylanhydrideaceticanthranilicmethanol

video tutorial Acetylanthranilic acid and a (failed) test for triboluminescence

  • Investigated triboluminescence and synthesized acetyl anthranilic acid from anthranilic acid using acetic anhydride with reflux heating.
  • Dry 10 g anthranilic acid; dissolve in 25 mL acetic anhydride in a suitably sized flask; apply internal reflux and heat to a low boil for 10 minutes, then swirl as it dissolves and re-forms before final dissolution.
  • Reflux until stable, then add 8 mL water, resume heating to boiling, and allow crystallization over a few hours.
  • Filter and wash crystals with ice-cold methanol, then dry to yield 11.7 g of crystalline acetyl anthranilic acid (90% yield from starting anthranilic acid).
  • Attempted to observe triboluminescence by crushing crystals and drying at 100°C, but no flashes were observed; considering recrystallization to obtain a large single crystal and asking for tips.

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