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 7.3A, Problem 7.1P

(a)

Interpretation Introduction

To determine: The number of hydrogen atoms in the hydrocarbon that has nine carbon atoms, three double bonds and one ring.

Interpretation: The number of hydrogen atoms in the hydrocarbon that has nine carbon atoms, three double bonds and one ring is to be calculated.

Concept introduction: The compounds that have double bonds or triple bonds are called unsaturated compounds. Alkenes are the unsaturated compounds that have double the number of hydrogen atoms than the number of carbon atoms.

(b)

Interpretation Introduction

To determine: The number of elements of unsaturation implied by the molecular formula C6H12.

Interpretation: The number of elements of unsaturation implied by the molecular formula C6H12 is to be calculated.

Concept introduction: The compounds that have double bond or triple bond are called unsaturated compounds. Alkenes are the unsaturated compounds that have double number of hydrogen atoms than the number of carbon atoms.

(c)

Interpretation Introduction

To determine: The five structures of the compound that have the molecular formula C6H12, atleast one of them containing a ring and another one containing a double bond.

Interpretation: The five structures of the compound that have the molecular formula C6H12, atleast one of them containing a ring and another one containing a double bond are to be drawn.

Concept introduction: The structure of the compound is the graphic representation of the molecular formula that shows that the arrangement of the atoms in the compound.

The compounds having same molecular formula and different structural arrangement of the atoms are called isomers of that compound. Isomers are of two types; structural isomers and stereoisomer. The Structural isomers can be chain isomer, position isomer and functional group isomers.

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1. a. Draw and name the five cycloalkane structures of formula C5H10. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers. b. Draw and name the eight cycloalkane structures of formula C6H12 that do not show geometric isomerism. c. Draw and name the four cycloalkanes of formula C6H12 that do have cis-trans isomers. 2. Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description. (a) an isopropylheptane (b) a diethyldecane (c) a cis-diethylcyclohexane (d) a trans-dihalocyclopentane (e) a (2,3-dimethylpentyl)cycloalkane (f) a bicyclononane   3. 2. refer to the photo attached and answer the ff.3-33, 3-34
State why the C-CH3 bond length of 1.50 Å of propene is smaller than the C-CH3 bond length of 1.54 Å in propane.
1. Considering compounds that have the same number of carbon atoms, explain why alkanes and cycloalkanes have different molecular formulas but alkenes and cycloalkanes have the same molecular formulas.   2. Draw the condensed or line-angle structure for an alkene with the formula C5H10. 3. Draw the condensed or line-angle structure for 4 more C5H10 isomers (2 additional alkenes and 2 cyclic isomers).

Chapter 7 Solutions

Organic Chemistry (9th Edition)

Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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