8) In 2007, reports of kidney failure in pets lead to a massive pet food recall. In 2008 almost 300,000 babies in China became ill after drinking baby formula, and at least six died. A likely cause was adulteration of these food products with cheap melamine and cyanuric acid, in order to fraudulently increase their apparent protein content. While melamine and cyanuric acid (shown below) are not particularly toxic by themselves, they form a stable, multiply-hydrogen-bonded complex (melamine cyanurate) reminiscent of DNA base-pairing. This complex can crystallize in the renal tubules, causing kidney damage. Draw this complex, highlighting the hydrogen-bond network [Hint: you must first tautomerize one of these structures]. NH2 OH 点点 H₂N NH2 Melamine HO OH Cyanuric acid

8) In 2007, reports of kidney failure in pets lead to a massive pet food recall. In 2008 almost 300,000 babies in China became ill after drinking baby formula, and at least six died. A likely cause was adulteration of these food products with cheap melamine and cyanuric acid, in order to fraudulently increase their apparent protein content. While melamine and cyanuric acid (shown below) are not particularly toxic by themselves, they form a stable, multiply-hydrogen-bonded complex (melamine cyanurate) reminiscent of DNA base-pairing. This complex can crystallize in the renal tubules, causing kidney damage. Draw this complex, highlighting the hydrogen-bond network [Hint: you must first tautomerize one of these structures]. NH2 OH 点点 H₂N NH2 Melamine HO OH Cyanuric acid

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.20P

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