Santonic acid

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Santonic acid
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Template:Longitem C15H20O4
Molar mass 264.32 g mol−1
Density 1.184 g cm−3[1]
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Santonic acid is an organic compound containing both carboxylic acid and ketone functionality.

It was synthesized from santonin by base-mediated hydrolysis of a lactone followed by a multistep rearrangement process by R. B. Woodward.[2]

Unusually for a carboxylic acid, santonic acid does not form hydrogen-bonded dimers in the crystalline phase. Rather, it adopts a polymeric structure, with individual santonic acid molecules linked by intermolecular carboxyl-to-ketone hydrogen bonds.[1]

References

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  1. a b Script error: No such module "Citation/CS1".
  2. Reusch, William (1999). "Base-catalyzed rearrangements Template:Webarchive". In: Virtual Textbook of Organic Chemistry. Michigan State University. Retrieved September 10, 2008.

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