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Many drugs are high-molecular-weight amines that are weak bases. Such amines are not soluble in water, which limits the ways they can be administered and means that they are not soluble in body fluids such as blood plasma and cerebrospinal fluid. By reaction with HCl, the amines are converted to soluble hydrochloride salts that can be administered by injection or dissolved in liquid oral medications. The resulting hydrochloride salts have the general formula BH+Cl-, where B represents the basic amine. This formula is like that of ammonium chloride, NH4+Cl-." An example is the amine base, diphenhydramine:
(a) Draw this molecule as its hydrochloride salt. (Show any lone pairs of electrons on the molecule and show exactly where the H+ is on the molecule)
(b) What is the common name of this diphenhydramine hydrochloride salt?
(c) Find the structure for pseudoephedrine basic amine (you may use any internet source - just cite it, thank you) and draw the molecule.
(d) Draw this molecule in (c) as its hydrochloride salt (pseudoephedrine hydrochloride salt).
Show all the steps in the mechanism for the following reaction, When benzene is mixed with deuterated sulfuric acid, deuterium is slowly incorporated onto the ring. Show the mechanism for this reaction and explain how this relates the sulfonation of ..
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