Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 6, Problem 6.38P
Interpretation Introduction

(a)

Interpretation:

Appropriate products are to be drawn for the given proton transfer reaction with curved arrow notation.

Concept introduction:

In a proton transfer reaction, a proton is transferred from a Bronsted-Lowry acid to a Bronsted-Lowry base in a single elementary step in which one bond is broken and another is formed simultaneously. The curved arrow notation shows the movement of valence electrons, not atoms. The movement of two valence electrons is shown by curved arrow. To represent bond breaking, the tail of the arrow originates from the center of a bond whereas to represent bond formation, the head of arrow points to an atom which forms the new bond, that is, Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  1bond or the region where the bond is formed if the new bond is a Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  2bond. The conjugate acid is the species that the base becomes after gaining a proton, and the conjugate base is the species that the acid becomes after losing a proton.

Expert Solution
Check Mark

Answer to Problem 6.38P

For the given proton transfer reaction, the products are as shown below.

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  3

Explanation of Solution

The curved arrow notation for the given proton transfer reaction is shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  4

In a proton transfer reaction, a proton is transferred from the Bronsted-Lowry acid to the Bronsted-Lowry base. The movement of two valence electrons is shown by curved arrow. The head of the arrow pointing to the atom shows the transfer of valence electrons to form a new single bond. In the above reaction, one curved arrow is drawn from the lone pair on O to the H on the other reactant, so it illustrates the formation of a new O-H bond in the first reactant. The tail of the second arrow originates from the center of O-H bond, so it illustrate the breaking of that bond, and it points to the O atom, showing that those electrons end up as a lone pair on O of the second reactant. Therefore, for the given proton transfer reaction, the products are as drawn below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  5

Conclusion

The products of the given proton transfer reaction are drawn on the basis of the curved arrow notation that shows breaking and formation of bonds.

Interpretation Introduction

(b)

Interpretation:

Appropriate products are to be drawn for the given proton transfer reaction with curved arrow notation.

Concept introduction:

In a proton transfer reaction, a proton is transferred from a Bronsted-Lowry acid to a Bronsted-Lowry base in a single elementary step in which one bond is broken and another is formed simultaneously. The curved arrow notation shows the movement of valence electrons, not atoms. The movement of two valence electrons is shown by curved arrow. To represent bond breaking, the tail of the arrow originates from the center of a bond whereas to represent bond formation, the head of arrow points to an atom which forms the new bond, that is, Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  6bond or the region where the bond is formed if the new bond is a Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  7bond. The conjugate acid is the species that the base becomes after gaining a proton, and the conjugate base is the species that the acid becomes after losing a proton.

Expert Solution
Check Mark

Answer to Problem 6.38P

For the given proton transfer reaction the products are drawn as below.

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  8

Explanation of Solution

The curved arrow notation for the given proton transfer reaction is shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  9

In a proton transfer reaction, a proton is transferred from the Bronsted-Lowry acid to the Bronsted-Lowry base. The movement of two valence electrons is shown by curved arrow. The head of the arrow pointing to atom shows the transfer of valence electrons to form a new single bond. In the above reaction, one curved arrow is drawn from the lone pair on H to the H of the first reactant, so it illustrates the formation of a new H-H bond in the second reactant. The tail of the second arrow originates from the center of the S-H bond, so it illustrates the breaking of that bond, and it points to the S atom, showing that those electrons end up as a lone pair on S of the first reactant. Therefore, for the given proton transfer reaction, the products are as drawn below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  10

Conclusion

The products of the given proton transfer reaction are drawn on the basis of the curved arrow notation that shows breaking and formation of bonds.

Interpretation Introduction

(c)

Interpretation:

Appropriate products are to be drawn for the given proton transfer reaction with curved arrow notation.

Concept introduction:

In a proton transfer reaction, a proton is transferred from a Bronsted-Lowry acid to a Bronsted-Lowry base in a single elementary step in which one bond is broken and another is formed simultaneously. The curved arrow notation shows the movement of valence electrons, not atoms. The movement of two valence electrons is shown by curved arrow. To represent bond breaking, the tail of the arrow originates from the center of a bond whereas to represent bond formation, the head of arrow points to an atom which forms the new bond, that is, Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  11bond or the region where the bond is formed if the new bond is a Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  12bond. The conjugate acid is the species that the base becomes after gaining a proton, and the conjugate base is the species that the acid becomes after losing a proton.

Expert Solution
Check Mark

Answer to Problem 6.38P

For the given proton transfer reaction, the products are drawn as below.

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  13

Explanation of Solution

The curved arrow notation for the given proton transfer reaction is shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  14

In a proton transfer reaction, a proton is transferred from the Bronsted-Lowry acid to the Bronsted-Lowry base. The movement of two valence electrons is shown by curved arrow. The head of the arrow pointing to an atom shows the transfer of valence electrons to form a new single bond. In the above reaction, one curved arrow is drawn from the lone pair on N to the H of the second reactant, so it illustrates the formation of a new N-H bond in the first reactant. The tail of the second arrow originates from the center of the O-H bond, so it illustrates the breaking of that bond, and it points to the O atom, showing that those electrons end up as a lone pair on the O of the second reactant. Therefore, for the given proton transfer reaction, the products are as drawn below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  15

Conclusion

The products of the given proton transfer reaction are drawn on the basis of the curved arrow notation that shows breaking and formation of bonds.

Interpretation Introduction

(d)

Interpretation:

Appropriate products are to be drawn for the given proton transfer reaction with curved arrow notation.

Concept introduction:

In a proton transfer reaction, a proton is transferred from a Bronsted-Lowry acid to a Bronsted-Lowry base in a single elementary step in which one bond is broken and another is formed simultaneously. The curved arrow notation shows the movement of valence electrons, not atoms. The movement of two valence electrons is shown by curved arrow. To represent bond breaking, the tail of the arrow originates from the center of a bond whereas to represent bond formation, the head of arrow points to an atom which forms the new bond, that is, Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  16bond or the region where the bond is formed if the new bond is a Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  17bond. The conjugate acid is the species that the base becomes after gaining a proton, and the conjugate base is the species that the acid becomes after losing a proton.

Expert Solution
Check Mark

Answer to Problem 6.38P

For the given proton transfer reaction, the products are drawn as below.

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  18

Explanation of Solution

The curved arrow notation for the given proton transfer reaction are shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  19

In a proton transfer reaction, a proton is transferred from the Bronsted-Lowry acid to the Bronsted-Lowry base. The movement of two valence electrons is shown by curved arrow. The head of the arrow pointing to an atom shows the transfer of valence electrons to form a new single bond. In the above reaction, one curved arrow is drawn from the lone pair on O to the H of the first reactant, so it illustrates the formation of a new O-H bond in the second reactant. The tail of the second arrow originates from the center of the O-H bond, so it illustratea the breaking of that bond, and it points to the O atom, showing that those electrons end up as a lone pair on the O of the first reactant. Therefore, For the given proton transfer reaction, the products are drawn as below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 6, Problem 6.38P , additional homework tip  20

Conclusion

The products of the given proton transfer reaction are drawn on the basis of the curved arrow notation that shows breaking and formation of bonds.

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Chapter 6 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26PCh. 6 - Prob. 6.27PCh. 6 - Prob. 6.28PCh. 6 - Prob. 6.29PCh. 6 - Prob. 6.30PCh. 6 - Prob. 6.31PCh. 6 - Prob. 6.32PCh. 6 - Prob. 6.33PCh. 6 - Prob. 6.34PCh. 6 - Prob. 6.35PCh. 6 - Prob. 6.36PCh. 6 - Prob. 6.37PCh. 6 - Prob. 6.38PCh. 6 - Prob. 6.39PCh. 6 - Prob. 6.40PCh. 6 - Prob. 6.41PCh. 6 - Prob. 6.42PCh. 6 - Prob. 6.43PCh. 6 - Prob. 6.44PCh. 6 - Prob. 6.45PCh. 6 - Prob. 6.46PCh. 6 - Prob. 6.47PCh. 6 - Prob. 6.48PCh. 6 - Prob. 6.49PCh. 6 - Prob. 6.50PCh. 6 - Prob. 6.51PCh. 6 - Prob. 6.52PCh. 6 - Prob. 6.53PCh. 6 - Prob. 6.54PCh. 6 - Prob. 6.55PCh. 6 - Prob. 6.56PCh. 6 - Prob. 6.57PCh. 6 - Prob. 6.58PCh. 6 - Prob. 6.59PCh. 6 - Prob. 6.60PCh. 6 - Prob. 6.61PCh. 6 - Prob. 6.62PCh. 6 - Prob. 6.63PCh. 6 - Prob. 6.64PCh. 6 - Prob. 6.65PCh. 6 - Prob. 6.66PCh. 6 - Prob. 6.67PCh. 6 - Prob. 6.68PCh. 6 - Prob. 6.69PCh. 6 - Prob. 6.70PCh. 6 - Prob. 6.71PCh. 6 - Prob. 6.72PCh. 6 - Prob. 6.73PCh. 6 - Prob. 6.74PCh. 6 - Prob. 6.75PCh. 6 - Prob. 6.76PCh. 6 - Prob. 6.77PCh. 6 - Prob. 6.78PCh. 6 - Prob. 6.79PCh. 6 - Prob. 6.80PCh. 6 - Prob. 6.81PCh. 6 - Prob. 6.82PCh. 6 - Prob. 6.83PCh. 6 - Prob. 6.84PCh. 6 - Prob. 6.85PCh. 6 - Prob. 6.86PCh. 6 - Prob. 6.87PCh. 6 - Prob. 6.88PCh. 6 - Prob. 6.1YTCh. 6 - Prob. 6.2YTCh. 6 - Prob. 6.3YTCh. 6 - Prob. 6.4YTCh. 6 - Prob. 6.5YTCh. 6 - Prob. 6.6YTCh. 6 - Prob. 6.7YTCh. 6 - Prob. 6.8YTCh. 6 - Prob. 6.9YTCh. 6 - Prob. 6.10YTCh. 6 - Prob. 6.11YTCh. 6 - Prob. 6.12YTCh. 6 - Prob. 6.13YTCh. 6 - Prob. 6.14YTCh. 6 - Prob. 6.15YTCh. 6 - Prob. 6.16YTCh. 6 - Prob. 6.17YTCh. 6 - Prob. 6.18YTCh. 6 - Prob. 6.19YTCh. 6 - Prob. 6.20YT
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