Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 2.1A, Problem 2.1P

(a)

Interpretation Introduction

To determine: The amount of charge separation in the given C=O double bond.

Interpretation: The amount of charge separation in the given C=O double bond is to be calculated.

Concept introduction: The polarity of an individual bond is measured as its bond dipole moment. A quantity that describes two opposite charges separated by a distance is the dipole moment. The dipole moment is calculated by the formula,

μ=δ×d

(b)

Interpretation Introduction

To determine: The relative importance of the given two resonance contributors.

Interpretation: The relative importance of the given two resonance contributors is to be evaluated.

Concept introduction: The delocalization of electrons due to the presence of lone pair of electrons and double bond is called resonance. The resonance structure is more stable if there are more resonating structures. In resonance forms of any compound, the connectivity of atoms is same but the distribution of electrons is different. Resonance helps to explain the structure and reactivity of organic molecules.

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The bond dissociation energy to break 3 C-H bond(s) in 1 mole of glycerol (HOCH2CH(OH)CH2OH, see image below) molecules is H Н—с Н—с. H. H -C- H Single Bond H N H 432 411 346 N 386 305 167 459 358 201 142 C=C 602 C=0 799 C=C 835 C=0 1072 Multiple Bonds C=N 615 O=O 494 C=N 887 N=N 942 "All values in kJ/mol"
On 6b, why are the two Br on the 2nd carbon and not the 3rd??
Compare these two structures. [0=C=N] [0=C—N: Determine whether the two represent resonance contributors of a single species or depict different substances. If two structures are not resonance contributors, explain why. Select the single best answer. O The two structures are resonance contributors of the same species. The two structures are not resonance contributors because they contain different numbers of electrons. The two structures are not resonance contributors because they contain different bond orders. O The two structures are not resonance contributors because they contain bond orders having integer values. The two structures are not resonance contributors because each structure is present in its most stable (lowest energy) configuration. The two structures are not resonance contributors because they have different arrangements of atoms. X Ś

Chapter 2 Solutions

Organic Chemistry (9th Edition)

Ch. 2.7 - Ethanol, methylamine. and acetic acid are all...Ch. 2.8 - Prob. 2.12PCh. 2.10 - Write equations for the following acid-base...Ch. 2.10 - Rank the following acids in decreasing order of...Ch. 2.11 - Prob. 2.15PCh. 2.11 - Prob. 2.16PCh. 2.11 - Consider each pair of bases and explain which one...Ch. 2.12 - Which is a stronger base ethoxide ion or acetate...Ch. 2.12 - Prob. 2.19PCh. 2.12 - Prob. 2.20PCh. 2.12 - Prob. 2.21PCh. 2.12 - Choose the more basic member of each pair of...Ch. 2.14 - Prob. 2.23PCh. 2.15D - Classify the following hydrocarbons and draw a...Ch. 2.16D - Prob. 2.25PCh. 2.17C - Draw a Lewis structure and classify each of the...Ch. 2.17C - Circle the functional groups in the following...Ch. 2 - The CN triple bond in acetonitrile has a dipole...Ch. 2 - Prob. 2.29SPCh. 2 - Sulfur dioxide has a dipole moment of 1.60 D....Ch. 2 - Which of the following pure compounds can form...Ch. 2 - Predict which member of each pair is more soluble...Ch. 2 - Prob. 2.33SPCh. 2 - Prob. 2.34SPCh. 2 - Predict which compound in each pair has the higher...Ch. 2 - All of the following compounds can react as acids...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - The Ka of phenylacetic acid is 5 2 105, and the...Ch. 2 - The following compound can become protonated on...Ch. 2 - The following compounds are listed in increasing...Ch. 2 - Prob. 2.42SPCh. 2 - Prob. 2.43SPCh. 2 - Compare the relative acidity of 1-molar aqueous...Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - The following compounds can all react as bases. a....Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - Prob. 2.48SPCh. 2 - Methyllithium (CH3Li) is often used as a base in...Ch. 2 - Label the reactants in these acid-base reactions...Ch. 2 - In each reaction, label the reactants as Lewis...Ch. 2 - Prob. 2.52SPCh. 2 - Each of these compounds can react as a nucleophile...Ch. 2 - Prob. 2.54SPCh. 2 - Give a definition and an example for each class of...Ch. 2 - Circle the functional groups in the following...Ch. 2 - Prob. 2.57SP
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