
Concept explainers
(a)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are shown. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
In the given line structure, there is a five carbon chain, with a carbon-carbon double bond and a hydroxyl group. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. The hydroxyl group is attached to one of the carbon atoms of the chain. There should be two lone pairs of electrons on the oxygen atom so as to complete its octet. Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 2 above.
(b)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
In the given line structure, there is a five carbon chain with two chlorine atoms attached to one of the carbon atoms in the chain. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. Two chlorine atoms are attached to one of the carbon atoms of the chain. There must be three lone pairs of electrons on each chlorine atom so that its octet is complete. Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 4 above.
(c)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
In the given line structure, there is a chain of four carbon atoms on the left side of a singly bonded oxygen. An ethyl fragment is present at the right side of the singly bonded oxygen atom. The structure has two oxygen atoms, a doubly bonded and a singly bonded, so, each of the oxygen must carry two lone pairs so that their octet is complete. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 6 above.
(d)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
In the given line structure, a five membered ring containing a nitrogen atom is present. One of the carbon atoms in the ring forms a double bond with the oxygen atom. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. Nitrogen atom should have a lone pair of electrons so as to complete its octet while oxygen atom needs two lone pairs of electrons on it.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 8 above.
(e)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
In the above line structure, the disubstituted benzene ring is present. One substituent of the benzene ring is a three carbon chain with an internal triple bond. The other substituent is a methoxy group,
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 10 above.
(f)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
The above line structure is a structure for a cation. A carbocation is a carbon bearing a positive formal charge which is explicitly shown in the Lewis structure. A six membered carbon ring with alternate double and single bonds is present. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. The carbon bearing a positive charge must possess three bonds.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 12 above.
(g)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
The above line structure is a structure for an anion. A six membered carbon ring with single bonds is present. The negatively charged carbon atom must possess three bonds and one lone pair of electrons. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 14 above.
(h)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
The above line structure is a six membered ring with a negative charge on one of the carbon atoms of the ring. The ring is monosubstituted with an isopropyl group. The negatively charged carbon atom must possess three bonds and one lone pair of electrons. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 16 above.
(i)
Interpretation:
For the given line structure, a Lewis structure is to be drawn including all the lone pairs.
Concept introduction:
Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Answer to Problem 1.63P
For the given line structure, the structure with all lone pairs and hydrogen atoms is:
Explanation of Solution
The given line structure is:
The above line structure is a chain of five carbon atoms. One end of the chain has carboxylate ion, in which the oxygen carries a negative charge. The other end of the chain has a nitrogen atom with three hydrogen atoms directly attached to it and carrying a positive charge. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. A singly bonded oxygen with a negative charge must have three lone pairs on it while the doubly bonded oxygen atom should possess two lone pairs.
Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:
The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 18 above.
Want to see more full solutions like this?
Chapter 1 Solutions
Get Ready for Organic Chemistry
- 10. The most important reason why Br- is a better nucleophile than Cl-is ___. A. polarizability; B. size; C. solvation; D. basicity; E. polarity. Please include all steps. Thanks!arrow_forwardPredicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid Ка K₁₁ name formula name formula nitrous acid HNO2 4.5×10 4 pyridine CHEN 1.7 × 10 9 4 hydrofluoric acid HF 6.8 × 10 methylamine CH3NH2 | 4.4 × 10¯ Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. solution 0.1 M NaNO2 0.1 M KF pH choose one v choose one v 0.1 M C5H5NHBr 0.1 M CH3NH3CI choose one v ✓ choose one 1 (lowest) 2 ☑ 3 4 (highest) 000 18 Ararrow_forward4. The major product from treatment of 2-propanol with the Jonesreagent is ___.A. acetone; B. none of the other answers is correct C. propene; D.propanoic acid; E carbon dioxide. Please include all steps! Thank you!arrow_forward
- 7. All of the following compounds that are at the same oxidation levelare ___.u. methyl epoxide, v. propyne, w. propanal, x. propene,y. 2,2-dihydroxypropane, z. isopropanol?A. u,v,w,y; B. u,v,w; C. v,w,y,z; D. v, z; E. x,y,z Please include all steps. Thank you!arrow_forward9. Which one of the following substituents is the worst leaving group inan SN2 reaction? A. -NH2; B. -OH; C. –F; D. NH3; E. H2O Please include all steps. Thanks!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 2.5 × 105: CO(g) + H2O(g) CO2(g) + H2(g) Use this information to complete the following table. Suppose a 7.0 L reaction vessel is filled with 1.7 mol of CO and 1.7 mol of H2O. What can you say about the composition of the mixture in the vessel at equilibrium? What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. CO2(9)+H2(g) CO(g)+H₂O(g) What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 3 CO(g)+3H2O(g) = 3 CO2(g)+3H2(g) There will be very little CO and H2O. x10 There will be very little CO2 and H2. 000 Neither of the above is true. K = ☐ K = ☐ 18 Ararrow_forward
- 8. When ethane thiol is treated with hydrogen peroxide the product is___.A. ethane disulfide; B. diethyl sulfide; C. ethane sulfoxide; D. ethanesulfate; E. ethyl mercaptan. Please include all steps. Thanks!arrow_forward5. The major product of the three step reaction that takes place when 1-propanol is treated with strong acid is?A. dipropyl ether; B. propene; C. propanal; D. isopropyl propyl ether;E. 1-hexanol Please include all steps. Thank you!arrow_forward6. The formula of the product of the addition of HCN to benzaldehydeis ___.A. C8H7NO; B. C8H6NO; C. C14H11NO; D. C9H9NO; E. C9H8NO Please include all steps. Thank you!arrow_forward
- Predicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid K K a name formula name formula nitrous acid HNO2 4.5×10 hydroxylamine HONH2 1.1 × 10 8 hypochlorous acid HCIO 8 3.0 × 10 methylamine CH3NH2 | 4.4 × 10¯ 4 Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. 0.1 M KCIO solution PH choose one 0.1 M NaNO2 0.1 M CH3NH3Br 0.1 M NaBr choose one ✓ choose one v ✓ choose one 1 (lowest) ☑ 2 3 4 (highest)arrow_forwardFor this Orgo problem, don't worry about question 3 below it. Please explain your thought process, all your steps, and also include how you would tackle a similar problem. Thank you!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 0.84: H2(g) + 2(g) 2 HI(g) = Use this information to complete the following table. Suppose a 34. L reaction vessel is filled with 0.79 mol of HI. What can you say about the composition of the mixture in the vessel at equilibrium? There will be very little H2 and 12. ☐ x10 There will be very little HI. Neither of the above is true. What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 HI(g) H₂(9)+12(9) K = What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 H2(g)+212(9) 4 HI(g) K = ☐ ☑arrow_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





