November 24, 2024, 11:38:56 AM
Forum Rules: Read This Before Posting


Topic: Hydrolysis under acidic conditions  (Read 3086 times)

0 Members and 1 Guest are viewing this topic.

Offline brasarehot

  • Regular Member
  • ***
  • Posts: 31
  • Mole Snacks: +0/-1
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

  • Chemist
  • Sr. Member
  • *
  • Posts: 1675
  • Mole Snacks: +203/-28
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.

Sponsored Links