
Concept explainers
(a)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. Multiple bonds are not shown explicitly in the condensed structure. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis, in the condensed formula, represents that the repetitive unit is attached to the previous carbon atom. The

Answer to Problem 1.64P
For the given line structure, the condensed structure 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 with a hydroxyl group. Each carbon atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. Multiple bonds are not shown explicitly in the condensed formula. Each carbon atom has a maximum of four bonds while each oxygen atom should have a maximum of two bonds. A parenthesis must be used for the carbon atom having three different groups attached. Thus, the hydroxyl group attached to the carbon atom must be shown in the parenthesis.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 2 above.
(b)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each carbon atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. The

Answer to Problem 1.64P
For the given line structure, the condensed structure 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 of the chain. Each carbon atom should have a maximum of four bonds while each oxygen atom should have a maximum of two bonds. A parenthesis must be used for the carbon atom having three different groups attached. Thus, the
The condensed structure for the given line structure is shown in Figure 4 above.
(c)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. Multiple bonds are not shown explicitly in the condensed structure. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. The

Answer to Problem 1.64P
For the given line structure, the condensed structure 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. Each carbon atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. Multiple bonds are not shown explicitly in the condensed structure while an ethyl fragment is present at the right side of the singly bonded oxygen atom. The
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 6 above.
(d)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. Rings are generally now shown in their condensed formulas, but they are commonly shown in their partially condensed form. Multiple bonds in the ring and outside the ring are shows as they are. Parentheses are also used to clarify when two or three groups are attached to the same carbon atom.

Answer to Problem 1.64P
For the given line structure, the condensed structure is:
Explanation of Solution
The given line structure is:
In the given line structure, a five membered ring containing a nitrogen atom is present. While writing a condensed formula, a ring is shown in its partial condensed formula. One of the carbon atoms in the ring forms a double bond with the oxygen atom which is shown as is.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 8 above.
(e)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly, followed immediately by the number of hydrogen atoms that are bonded to it. Multiple bonds are not shown explicitly in the condensed structure. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. Rings are generally shown in their condensed formulas, but they are commonly shown in their partially condensed form. Parentheses are also used to clarify when two or three groups are attached to the same carbon atom.

Answer to Problem 1.64P
For the given line structure, the condensed structure 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,
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 10 above.
(f)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly, followed immediately by the number of hydrogen atoms that are bonded to it. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. Rings are generally now shown in their condensed formulas, but they are commonly shown in their partially condensed form. Parentheses are also used to clarify when two or three groups are attached to the same carbon atom. A formal charge is shown explicitly on the atom.

Answer to Problem 1.64P
For the given line structure, the condensed structure 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 condensed formula. A six membered carbon ring with alternate double and single bonds is present and is shown as a partial condensed structure.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 12 above.
(g)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly, followed immediately by the number of hydrogen atoms that are bonded to it. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. Rings are generally now shown in their condensed formulas, but they are commonly shown in their partially condensed form. Parentheses are also used to clarify when two or three groups are attached to the same carbon atom. A formal charge is shown explicitly on the atom.

Answer to Problem 1.64P
For the given line structure, the condensed structure 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. Each carbon atom is written explicitly followed immediately by the number of hydrogen atoms that are bonded to it. The negative charge on the carbon atom is shown explicitly. The two methyl groups attached to the carbon bearing a negative charge are shown in the parenthesis.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 14 above.
(h)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. Each non-hydrogen atom is written explicitly, followed immediately by the number of hydrogen atoms that are bonded to it. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. Rings are generally now shown in their condensed formulas, but they are commonly shown in their partially condensed form. Parentheses are also used to clarify when two or three groups are attached to the same carbon atom. A formal charge is shown explicitly on the atom.

Answer to Problem 1.64P
For the given line structure, the condensed structure 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 carbon bearing a negative charge is shown as is. The ring is monosubstituted with an isopropyl group. The two methyl groups in the isopropyl fragments is shown with the help of parenthesis.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 16 above.
(i)
Interpretation:
Given line structure is to be drawn using condensed formula.
Concept introduction:
The condensed formula indicates how the atoms should be connected in a given molecule. To arrive at a total charge of zero, each carbon should have a maximum of four bonds while each oxygen should have a maximum of two bonds and two lone pairs. A parenthesis in the condensed formula represents that the repetitive unit is attached to the previous carbon atom. The

Answer to Problem 1.64P
For the given line structure, the condensed structure 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. Formal charges on atoms are shown explicitly.
Thus, the condensed structure for the given line structure is:
The condensed structure for the given line structure is shown in Figure 18 above.
Want to see more full solutions like this?
Chapter 1 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Identify the missing organic reactants in the following reaction: X + Y H+ two steps Note: This chemical equation only focuses on the important organic molecules in the reaction. Additional inorganic or small-molecule reactants or products (like H2O) are not shown. In the drawing area below, draw the skeletal ("line") structures of the missing organic reactants X and Y. You may draw the structures in any arrangement that you like, so long as they aren't touching. Click and drag to start drawing a structure. Х :arrow_forwardDraw the mechanism of friedel-crafts acylation using acetyl chloride of m-Xylenearrow_forwardI need help naming these in IUPACarrow_forward
- H R Part: 1/2 :CI: is a/an electrophile Part 2 of 2 Draw the skeletal structure of the product(s) for the Lewis acid-base reaction. Include lone pairs and formal charges (if applicable) on the structures. 4-7: H ö- H Skip Part Check X :C1: $ % L Fi Click and drag to start drawing a structure. MacBook Pro & ㅁ x G 0: P Add or increase positive formal cha Save For Later Submit ©2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Centearrow_forwardDraw the friedel-crafts acylation mechanism of m-Xylenearrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forward
- 1. Base on this experimental results, how do you know that the product which you are turning in is methyl 3-nitrobenzoate(meta substituted product ) rather than either of the other two products? 2. What observation suggests that at least a small amount of one or both of the other two isomers are in the mother liquor?arrow_forwardExplain Huckel's rule.arrow_forwardhere is my question can u help me please!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





