ORG.CHEM W/TEXT+SOLU.MANUAL
ORG.CHEM W/TEXT+SOLU.MANUAL
15th Edition
ISBN: 9780393252125
Author: KARTY
Publisher: W.W.NORTON+CO.
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Chapter 1, Problem 1.64P
Interpretation Introduction

(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 CO2 notation denotes a carbon atom that is doubly bonded to one oxygen atom and singly bonded to another. 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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  1

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  2

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  3

Conclusion

The condensed structure for the given line structure is shown in Figure 2 above.

Interpretation Introduction

(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 CO2 notation denotes a carbon atom that is doubly bonded to one oxygen atom and singly bonded to another. 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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  4

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  5

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 -CH2 groups are shown as (-CH2)n with n being the number of units. The two chlorine atoms are also shown in the parenthesis. Thus, the condensed structure for the given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  6

Conclusion

The condensed structure for the given line structure is shown in Figure 4 above.

Interpretation Introduction

(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 CO2 notation denotes a carbon atom that is doubly bonded to one oxygen atom and singly bonded to another. 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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  7

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 CO2 notation denotes a carbon atom that is doubly bonded to one oxygen atom and singly bonded to another. There are two methyl groups present at one end of the chain, thus, a parenthesis must be used to denote this group.

Thus, the condensed structure for the given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  8

Conclusion

The condensed structure for the given line structure is shown in Figure 6 above.

Interpretation Introduction

(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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  9

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  10

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  11

Conclusion

The condensed structure for the given line structure is shown in Figure 8 above.

Interpretation Introduction

(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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  12

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  13

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, -OCH3, group. Each carbon atom in the ring as well as in the substituent is shown explicitly followed by the number of hydrogen atoms directly attached to it. Multiple bonds, if present outside the ring, are not shown explicitly.

Thus, the condensed structure for the given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  14

Conclusion

The condensed structure for the given line structure is shown in Figure 10 above.

Interpretation Introduction

(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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  15

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  16

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  17

Conclusion

The condensed structure for the given line structure is shown in Figure 12 above.

Interpretation Introduction

(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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  18

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  19

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  20

Conclusion

The condensed structure for the given line structure is shown in Figure 14 above.

Interpretation Introduction

(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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  21

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  22

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  23

Conclusion

The condensed structure for the given line structure is shown in Figure 16 above.

Interpretation Introduction

(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 CO2 notation denotes a carbon atom that is doubly bonded to one oxygen atom and singly bonded to another. 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.

Expert Solution
Check Mark

Answer to Problem 1.64P

For the given line structure, the condensed structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  24

Explanation of Solution

The given line structure is:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  25

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:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 1, Problem 1.64P , additional homework tip  26

Conclusion

The condensed structure for the given line structure is shown in Figure 18 above.

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Chapter 1 Solutions

ORG.CHEM W/TEXT+SOLU.MANUAL

Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Prob. 1.14PCh. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Prob. 1.19PCh. 1 - Prob. 1.20PCh. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Prob. 1.23PCh. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Prob. 1.27PCh. 1 - Prob. 1.28PCh. 1 - Prob. 1.29PCh. 1 - Prob. 1.30PCh. 1 - Prob. 1.31PCh. 1 - Prob. 1.32PCh. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Prob. 1.35PCh. 1 - Prob. 1.36PCh. 1 - Prob. 1.37PCh. 1 - Prob. 1.38PCh. 1 - Prob. 1.39PCh. 1 - Prob. 1.40PCh. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Prob. 1.44PCh. 1 - Prob. 1.45PCh. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Prob. 1.55PCh. 1 - Prob. 1.56PCh. 1 - Prob. 1.57PCh. 1 - Prob. 1.58PCh. 1 - Prob. 1.59PCh. 1 - Prob. 1.60PCh. 1 - Prob. 1.61PCh. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Prob. 1.64PCh. 1 - Prob. 1.65PCh. 1 - Prob. 1.66PCh. 1 - Prob. 1.67PCh. 1 - Prob. 1.68PCh. 1 - Prob. 1.69PCh. 1 - Prob. 1.70PCh. 1 - Prob. 1.71PCh. 1 - Prob. 1.72PCh. 1 - Prob. 1.73PCh. 1 - Prob. 1.74PCh. 1 - Prob. 1.75PCh. 1 - Prob. 1.76PCh. 1 - Prob. 1.77PCh. 1 - Prob. 1.78PCh. 1 - Prob. 1.79PCh. 1 - Prob. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.1YTCh. 1 - Prob. 1.2YTCh. 1 - Prob. 1.3YTCh. 1 - Prob. 1.4YTCh. 1 - Prob. 1.5YTCh. 1 - Prob. 1.6YTCh. 1 - Prob. 1.7YTCh. 1 - Prob. 1.8YTCh. 1 - Prob. 1.9YTCh. 1 - Prob. 1.10YTCh. 1 - Prob. 1.11YTCh. 1 - Prob. 1.12YTCh. 1 - Prob. 1.13YTCh. 1 - Prob. 1.14YTCh. 1 - Prob. 1.15YTCh. 1 - Prob. 1.16YTCh. 1 - Prob. 1.17YT
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