Chemical Properties

Complexation occurs with many acid radicals, notably chlorogenate, salicylate, citrate, benzoate, and cinnamate. Chlorogenic acid forms a tightly bound 1:1 complex. It is soluble in chloroform and can be recrystallized from aqueous alcohol, attesting to its stability. In plant matter much of the caffeine exists in this form (4). Complexes with phenolic molecules are only stable below pH 6. Caffeine is a weak base; its acid salts hydrolyze readily. It is converted

h3c

CH, h3c

CH, h3c

Caffeine 1,3,7-Trimethylxanthine

Theophylline 1,3-Dimethylxanthine

Theobromine 3,7-Dimethylxanthine

Paraxanthine 1,7-Dimethylxanthine

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