Introduction To General, Organic, And Biochemistry
Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 12, Problem 98P

(a)

Interpretation Introduction

Interpretation:Benzene, pyridine and pyrimidine should be represented as hybrids of two contributing structures using curved arrows.

Concept Introduction: The representation of a compound by more than one Lewis structure and the actual structure is said to be the hybrid of all these structures, then the compound is said to possess resonance. The actual structure of the compound is the resonance hybrid.

(b)

Interpretation Introduction

Interpretation: Benzene, pyridine and pyrimidine should be shown to has an aromatic sextet.

Concept Introduction: The compounds that contain alternate single and double bonds in the chemical structure and are planar that is all the sp2 hybridized atoms are in the same plane, are said to be aromatic.

(c)

Interpretation Introduction

Interpretation:The bond angles and shape of pyridine and pyrimidine should be determined.

Concept Introduction: The compounds that contain alternate single and double bonds in the chemical structure and are planar that is all the sp2 hybridized atoms are in the same plane, are said to be aromatic.

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Biphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.
1. Which of the following structures is considered aromatic?
The heat of combustion of decahydronaphthalene(C10H18) is -6286 kJ/mol. The heat of combustion ofnaphthalene (C10H8) is -5157 kJ/mol. (In both casesCO2(g) and H2O(l) are the products.) Calculate the heat of hydrogenationand the resonance energy of naphthalene.

Chapter 12 Solutions

Introduction To General, Organic, And Biochemistry

Ch. 12.8 - Prob. 12.11QCCh. 12 - Prob. 1PCh. 12 - Answer true or false. Both ethylene and acetylene...Ch. 12 - 12-13 What is the difference in structure between...Ch. 12 - There are three compounds with the molecular...Ch. 12 - 12-15 Name and draw structural formulas for all...Ch. 12 - Prob. 6PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 9PCh. 12 - Prob. 10PCh. 12 - Prob. 11PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 14PCh. 12 - 12-25 Write the IUPAC name for each unsaturated...Ch. 12 - Explain why each name is incorrect and then write...Ch. 12 - 12-27 Explain why each name is incorrect and then...Ch. 12 - Prob. 18PCh. 12 - 12-29 Which of these alkenes show cis-trans...Ch. 12 - 12-30 Which of these alkenes shows cis-trans...Ch. 12 - 12-31 Cyclodecene exists as both cis and trans...Ch. 12 - Arachidonic acid is a naturally occurring C„o...Ch. 12 - Prob. 23PCh. 12 - If you examine the structural formulas for the...Ch. 12 - 12*35 For each molecule that shows eis-trans...Ch. 12 - Name and draw structural formulas for all...Ch. 12 - /3-Ocimene, a triene found in the fragrance of...Ch. 12 - Answer true or false. Alkenes and alkynes are...Ch. 12 - Prob. 29PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 31PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 34PCh. 12 - 12-45 Draw a structural formula for the product of...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - 12-47 Draw a structural formula for an alkene with...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - Prob. 39PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Following is the structural formula of...Ch. 12 - Propose an explanation for the following...Ch. 12 - There are nine alkenes with the molecular formula...Ch. 12 - Prob. 46PCh. 12 - 12-57 Hydrocarbon A, Cf,Hs, reacts with 2 moles of...Ch. 12 - 12-58 Show how to convert ethylene to these...Ch. 12 - 12-59 Show how to convert 1-butene to these...Ch. 12 - Prob. 50PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 56PCh. 12 - Prob. 57PCh. 12 - Prob. 58PCh. 12 - Prob. 59PCh. 12 - Prob. 60PCh. 12 - Prob. 61PCh. 12 - Suppose you have unlabeled bottles of benzene and...Ch. 12 - Prob. 63PCh. 12 - Prob. 64PCh. 12 - Answer true or false. (a) Phenols and alcohols...Ch. 12 - Prob. 66PCh. 12 - Prob. 67PCh. 12 - Prob. 68PCh. 12 - Prob. 69PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 71PCh. 12 - Prob. 72PCh. 12 - Prob. 73PCh. 12 - Prob. 74PCh. 12 - Prob. 75PCh. 12 - Prob. 76PCh. 12 - Prob. 77PCh. 12 - Prob. 78PCh. 12 - Prob. 79PCh. 12 - Prob. 80PCh. 12 - Prob. 81PCh. 12 - Prob. 82PCh. 12 - Prob. 83PCh. 12 - Prob. 84PCh. 12 - Prob. 85PCh. 12 - Prob. 86PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 88PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 91PCh. 12 - Prob. 92PCh. 12 - Prob. 93PCh. 12 - Prob. 94PCh. 12 - Prob. 95PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 97PCh. 12 - Prob. 98P
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