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Topic: Hydrolysis under acidic conditions  (Read 3077 times)

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Offline brasarehot

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Hydrolysis under acidic conditions
« on: January 19, 2012, 07:34:32 AM »
For example, hydrolysis of Amikacin. Here's a picture of it "http://mtnviewfarm.net/drugs-poisons-0080.html".
I know usual hydrolysis results in O=C-OH + NH2-R, but what does full protonation look like in acidic conditions?
Does NH2-R becomes R-NH3+? Do all the NH2's in the molecule become NH3+? Does anything else get extra hydrogens?

Offline fledarmus

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Re: Hydrolysis under acidic conditions
« Reply #1 on: January 19, 2012, 07:43:35 AM »
Putting this in an acid will protonate all the basic amine groups - the NH2s.

Hydrolyzing amides requires more forcing conditions which will probably also break all the acetals that are present.

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