Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 5, Problem 56P

(a)

Interpretation Introduction

Interpretation:

It should be determined that the number of alkenes used to prepare methylcyclopentane by hydrogenation process.

Concept introduction:

  • The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).
  • The most stable alkene has the smallest heat of hydrogenation.
  • The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.
  • The stability of an alkene increases as the number of hydrogen bonded to its sp2 carbon decreases.
    • Catalytic hydrogenation is the process of addition of hydrogen to a compound in the presence of a catalyst.  The most common metal catalyst is palladium, which is used as a powder absorbed on charcoal to maximize its surface area.  The metal catalyst is required to weaken the very strong HH bond.
    • A meso compound is a molecule with multiple stereocentres that is super imposable on its mirror image.

(b)

Interpretation Introduction

Interpretation:

Most stable alkene should be identified that which was used to prepare methylcyclopentane.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene increases as the number of hydrogen bonded to its sp2 carbon decreases.

(c)

Interpretation Introduction

Interpretation:

The alkene which has the smallest heat of hydrogenation should be identified.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene increases as the number of hydrogen bonded to its sp2 carbon decreases.

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Chapter 5 Solutions

Organic Chemistry (8th Edition)

Ch. 5.5 - Prob. 14PCh. 5.5 - Prob. 16PCh. 5.5 - Prob. 17PCh. 5.6 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.6 - a. Calculate the percentage of isopropylcylohexane...Ch. 5.6 - a. for which reaction in each set will S be more...Ch. 5.6 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.8 - Prob. 23PCh. 5.9 - Prob. 24PCh. 5.9 - How many different alkenes can be hydrogenated to...Ch. 5.9 - The same alkane is obtained from the catalytic...Ch. 5.9 - Prob. 27PCh. 5.9 - Rank the following compounds from most stable to...Ch. 5.10 - Prob. 29PCh. 5.10 - Prob. 30PCh. 5.11 - The rate constant for a reaction can be increased...Ch. 5.11 - Prob. 33PCh. 5.11 - a. Which reaction has a greater equilibrium...Ch. 5.12 - Draw a reaction coordinate diagram for a two-step...Ch. 5.12 - a. Which step in the reaction coordinate diagram...Ch. 5.12 - Draw a reaction coordinate diagram for the...Ch. 5.13 - Prob. 38PCh. 5 - What is each compounds systematic name?Ch. 5 - Prob. 40PCh. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Name the following:Ch. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 58PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - Prob. 60PCh. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 65PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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