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In: Chemistry

Hi! I'm doing a lab report on the synthesis of divanillin from vanillin and h202 using...

Hi! I'm doing a lab report on the synthesis of divanillin from vanillin and h202 using horseradish peroxidase type 1 enzyme. I'm wondering what the steps are in the reaction (drawing), and what the roles of h202, acetic acid, and ph changes are? :) Thank you!

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Expert Solution

The reaction involves splitting the H2O2 peroxide bond to form two hydroxyl free radicals. This is the initiation step. The free radical is propagated in various ways to form other reactive oxygen species. A hydroxyl free radical or any other propagated free radical can then easily extract a hydrogen (including its electron) from vanillin - the phenolic hydrogen of vanillin is most easily abstracted. This is another free radical propagation step as the free radical is essentially transferred to vanillin. The most stable location in the vanillin structure for the resonating electron to populate will be the 5-position ortho to the original phenol. Two vanillin free radicals will combine in a termination step (both free radicals are consumed) whereby a covalent bond is formed via both 5 positions of the vanillin molecules. Thus 5,5'-divanillin is formed. Divanillin is a flavoring agent. Similar free radical chemistry exists with capsaicin.


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