Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 1, Problem 21PP
Interpretation Introduction

Interpretation: Curved arrows showing electron movement are to be drawn and the formula for the structure that would contribute most to the hybrid is to be designated.

Concept introduction:

Resonating structures are structures that have more than one equivalent Lewis structure for the same molecule or ion.

According to the convention, these structures are connected by double-headed arrows ().

Movement of electrons (whether bonding or lone pair) is indicated by curved arrows.

The rules for writing the resonance structures are:

Resonance structures have existence in paper only, they are not real structures.

While writing the resonance structures, movement of either double bonded electrons or lone pair of electrons are shown.

All structures should be correct Lewis structures.

The energy of any contributing structure is higher than the energy of the resonance hybrid.

For equivalent resonating structures, the resonance stabilization is large.

The rules for deciding which resonance structure contributes more to the hybrid than other are:

The more stable structure is that which has more covalent bonds.

Stability of resonating structures is decreased by charge separation.

The structures that contain complete valence shell are more stable.

Stability of resonating structures is increased as the electrons in valence shell completed.

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The curved arrow notation introduced in Section 1.6 is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.
The curved arrow notation introduced in Section 1.6 is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.
Draw each of the species in Problem as a condensed formula.

Chapter 1 Solutions

Organic Chemistry

Ch. 1 - Prob. 11PPCh. 1 - Prob. 12PPCh. 1 - Prob. 13PPCh. 1 - Prob. 14PPCh. 1 - Prob. 15PPCh. 1 - Prob. 16PPCh. 1 - Prob. 17PPCh. 1 - Prob. 18PPCh. 1 - Prob. 19PPCh. 1 - Prob. 20PPCh. 1 - Prob. 21PPCh. 1 - Practice Problem 1.22 Which of the following...Ch. 1 - Prob. 23PPCh. 1 - Prob. 24PPCh. 1 - Practice Problem 1.25 What do the bond angles of...Ch. 1 - Prob. 26PPCh. 1 - Practice Problem 1.27 Use VSEPR theory to predict...Ch. 1 - Practice Problem 1.28 Predict the bond angles of...Ch. 1 - 1.29 Which of the following ions possess the...Ch. 1 - 1.30 Write a Lewis structure for each of the...Ch. 1 - Prob. 31PCh. 1 - Add any unshared electrons to give each element an...Ch. 1 - Prob. 33PCh. 1 - What is the molecular formula for each of the...Ch. 1 - Prob. 35PCh. 1 - Prob. 36PCh. 1 - 1.37 Write bond-line formulas for all of the...Ch. 1 - Prob. 38PCh. 1 - Prob. 39PCh. 1 - Prob. 40PCh. 1 - Prob. 41PCh. 1 - (a) Cyanic acid (HOCN) and isocyanic acid (HN=C=O)...Ch. 1 - Consider a chemical species (either a molecule or...Ch. 1 - 1.44 Consider a chemical species like the one in...Ch. 1 - 1.45 Consider another chemical species like the...Ch. 1 - Draw a three-dimensional orbital representation...Ch. 1 - Ozone (O3) is found in the upper atmosphere where...Ch. 1 - Write resonance structures for the azide ion, N3....Ch. 1 - Write structural formulas of the type indicated:...Ch. 1 - Prob. 50PCh. 1 - 1.51 In Chapter 15 we shall learn how the...Ch. 1 - Prob. 52PCh. 1 - (a) Consider a carbon atom in its ground state....Ch. 1 - Open computer molecular models for dimethyl ether,...Ch. 1 - Boron is a group IIIA element. Open the molecular...Ch. 1 - 1.56 There are two contributing resonance...Ch. 1 - Prob. 1LGPCh. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Prob. 7LGPCh. 1 - Prob. 8LGP
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