Answer the following questions about esmolol, a drug used to treat high blood pressure

Problem 2.69

Answer the following questions about esmolol, a drug used to treat high blood pressure sold

under the trade name Brevibloc.

a. Label the two most acidic hydrogen atoms in esmolol, and explain which H is more acidic

b. What products are formed when esmolol is treated with NaH?

c. What products are formed when esmolol is treated with HCl?

d. Label all  hybridized C atoms.

e. Label the only trigonal pyramidal atom.

f. Label all C's that bear  charge.

                                                               Step by Step Solution

Step 1 of 6

a)

The provided structure of esmolol is shown below:

Acidic protons are determined from the elemental effects. If a proton is attached to the more electronegative, the proton is said to be more acidic in nature. Since, electronegativity increases along a period, therefore, acidity increases along a period.

In the above compound, protons are attached to the three elements, carbon, nitrogen and

oxygen. These three elements lie across the second period of the periodic table. Since, acidity increases along the period of the periodic table. Therefore, the proton attached to the oxygen atom is most acidic than remaining, after that hydrogen attached to nitrogen is second acidic hydrogen in the molecule.

Hence, the most acidic hydrogen atom present in esmolol is shown in red color below:

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