June 18, 2021, 11:07:03 PM
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Topic: Where is the Hydrochloric Acid in an Organic Hydrochloric salt?  (Read 174 times)

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Offline sotirone

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Hello, pharmaceutics student here, I have a professor that asks weird questions like this and I cannot find any answers to them in my textbooks.

We are meant to explain what e.g. the HCl molecule binds to and how, for example in Chlorodiazepoxide Hydrochloride or Cocaine Hydrochloride. I suppose she means in solid form, since in solution the salt will dissociate.

Any ideas what would be an acceptable answer to this question?

Offline Orcio_Dojek

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Re: Where is the Hydrochloric Acid in an Organic Hydrochloric salt?
« Reply #1 on: June 02, 2021, 01:13:12 PM »
As of chlorodiazepoxide H+ will probably bind to oxygen atom, as it is negative charged.

As of cocaine H+ will bind to nitrogen atom.

As of solid form - they should form crystals like [chlorodiazepoxide-H+][Cl-] (http://scripts.iucr.org/cgi-bin/paper?a03912)

Offline Babcock_Hall

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Re: Where is the Hydrochloric Acid in an Organic Hydrochloric salt?
« Reply #2 on: June 02, 2021, 02:46:08 PM »
@OP,

You should look for the most basic site in the molecule.  You can judge this in general on the basis of pKa values of functional groups.  If particular pKa values for a compound are known, then this would be even better.

Offline sotirone

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Re: Where is the Hydrochloric Acid in an Organic Hydrochloric salt?
« Reply #3 on: June 05, 2021, 06:23:22 AM »
Great! Thank you both!

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