Concept explainers
Answer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.
a. Label the most acidic hydrogen atom in esmolol.
b. What products are formed when esmolol is treated with
c. What products are formed when esmolol is treated with
d. Label all
e. Label the only triagonal pyramidal atom.
f. Label all C’s that bear
(a)
Interpretation: The most acidic hydrogen in the compound esmolol is to be labeled.
Concept introduction: The most acidic hydrogen
Answer to Problem 2.71P
The labeling of the most acidic hydrogen present in the compound esmolol is shown below.
Explanation of Solution
The most acidic hydrogen in the compound esmolol is shown as,
Figure 1
According to the structure of esmolol, there are three elements present in the compound to which protons are bonded. The acidity increases while moving left to right in the period due to an increase in the electronegativity of the elements. Thus, oxygen atom is located at the extreme right position in the periodic table and is highly electronegative than carbon and nitrogen. Thus, the proton that is attached to oxygen atom is the most acidic one as shown above.
The labeling of the most acidic hydrogen present in the compound esmolol is shown in Figure 1.
(b)
Interpretation: The products formed by the reaction of esmolol with
Concept introduction: An atom or a group of atoms that shows characteristic physical and chemical properties are collectively known as functional groups. The functional group is the most reactive part present in the molecule. The main functional groups are
According to Bronsted-Lowry theory, the species that easily accept the proton is known as base and the species that easily donate the proton is known as acid. The reaction of an acid with a base always leads to the formation of conjugate acid and base.
Answer to Problem 2.71P
The products formed by the reaction of esmolol with
Explanation of Solution
The reaction of esmolol with
Figure 2
In the above reaction, first of all,
The products formed by the reaction of esmolol with
(c)
Interpretation: The products formed by the reaction of esmolol with
Concept introduction: An atom or a group of atoms that shows characteristic physical and chemical properties are collectively known as functional groups. The functional group is the most reactive part present in the molecule. The main functional groups are
According to Bronsted-Lowry theory, the species that easily tends to accept the proton is known as base and the species that easily donate the proton is known as acid. The reaction of an acid with a base always leads to the formation of conjugate acid and base.
Answer to Problem 2.71P
The products formed by the reaction of esmolol with
Explanation of Solution
The reaction of esmolol with
Figure 3
In the above reaction, a proton of
The products formed by the reaction of esmolol with
(d)
Interpretation: The
Concept introduction: The intermixing of
Answer to Problem 2.71P
The labeling of
Explanation of Solution
The labeling of
Figure 4
According to the structure of esmolol, there are total seven
The labeling of
(e)
Interpretation: The triagonal pyramidal atom present in the compound, esmolol is to be labeled.
Concept introduction: The atoms that possess
Answer to Problem 2.71P
The labeling of triagonal pyramidal atom present in the compound, esmolol is shown below.
Explanation of Solution
The labeling of triagonal pyramidal atom present in the compound, esmolol is shown as,
Figure 5
According to the structure of esmolol, nitrogen atom is present which is bonded to two carbon atoms and one hydrogen atom along with lone pair of electrons. This bonding of atoms with nitrogen results in the formation of
The labeling of triagonal pyramidal atom present in the compound, esmolol is shown in Figure 5.
(f)
Interpretation: All
Concept introduction: The
Answer to Problem 2.71P
The labeling of all
Explanation of Solution
The labeling of all
Figure 6
According to the structure of esmolol, the carbon atoms that are attached to nitrogen and oxygen possess
The labeling of all
Want to see more full solutions like this?
Chapter 2 Solutions
Organic Chemistry
- Draw the products of each acid-base reaction. H CH3 H CH,CH,NHCH3 COOH + а. NAOH b. CF3 + HCI CH,O naproxen anti-inflammatory agent fluoxetine antidepressant 1 1arrow_forwardWhich is the stronger acid? a. CH3CH3 or HC CH b. H2C CH2 or HC CH c. H2C CH2 or CH3CH3arrow_forwardDraw the structure of a constitutional isomer of compound B that fits each description. a. an isomer that is at least 105 times more acidic than B b. an isomer that is at least 10 times less acidic than B c. an isomer that is comparable in acidity to B HO. Barrow_forward
- The boiling points of a range of organic compounds (A-D) of similar Mol. Wt.s are given below. OH OMe A в D b.p. 46-50°C Explain why the boiling point of C is higher than that of D. Explain why the boiling point of B is higher than that of A. Explain why the boiling point of C is higher than that of A. Which of these four compounds is most acidic? What makes it so acidic? b.p. 78'C b.p. 141'C b.p. 79'C (i) (ii) (iii) (iv)arrow_forwardAnswer each question about oxycodone, a narcotic analgesic used for severe paina.Identify the functional groups in oxycodone. b.Classify any alcohol, amide, or amine as 1°, 2°, or 3°. c.Which proton is most acidic? d. Which site is most basic? e.What is the hybridization of the N atom? f. How many sp2 hybridized C atoms does oxycodone contain?arrow_forwardWhich is a stronger acid? a. HCl or HBr b. CH3CH2CH2NH3 or CH3CH2CH2OH2 c. CH3CH2CH2OH or CH3CH2CH2SHarrow_forward
- Which of the following indicated a-hydrogens is most acidic? ဝ CH3CH₂CH CH3CH₂CCH₂CH₂CH3 CH3CH₂CCH₂COCH₂CH3 ပင်,H CCH₂ COCHICH A. CH3CH₂COCH₂CH3 D. B. C. ₂CCH₂C CH3CH₂CCH₂CH3 E.arrow_forwardWhich is a stronger base? a. CH3O− or CH3S− b. H2O or HO− c. H2O or NH3 d. CH3CO− or CH3O−arrow_forwardWhich is the more stable base? a. Br− or I− b. CH3O− or CH3S− c. CH3CH2O− or CH3COO− d. H2C CH or HC C− e. FCH2CH2COO− or CH2CH2COO- f. CLCH2CH2O- or CL2CHCH2O-arrow_forward
- 4. Which of the following is the strongest base? A. (CH3)3COH B. CH3CH₂NH™ C. H₂O D. CH3NH2arrow_forwardWhich is the stronger base? a. Br− or I− b. CH3O− or CH3S− c. CH3CH2O− or CH3COO− d. H2C CH or HC C− e. FCH2CH2COO− or BrCH2CH2COO− f. ClCH2CH2O− or Cl2CHCH2O−arrow_forwardWhich C-H bonds in the following molecules are acidic because the resulting conjugate base is resonance stabilized? а. b. CH3CH2CH2-CN c. d. CH CH,CH,CHs CH,CH,CH OCH,CH3 CH3arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY