EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 5, Problem 44P

(a)

Interpretation Introduction

Interpretation:

Condensed structures and the systematic names for all the alkenes of given compound C6H12 has to be determined.

Concept introduction:

  • Molecular structure is the arrangement of chemical bonds between atoms in a molecule (or in an ion or radical with multiple atoms), specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.  From the IUPAC name of compound its structure can be easily drawn.
  • IUPAC name consists of three parts in major namely Prefix suffix and root word.
  • Prefix represents the substituent present in the molecule and its position in the root name.
  • Suffix denotes the presence of functional group if any in the molecule. It can be an alkene, alkyne, alcohol, carboxylic acid, alcohol etc.
  • For alkenes, suffix will be ‘ene’.
  • Root word represents the longest continuous carbon skeleton of the organic molecule.
  • When a molecule consists of cyclic structure, the root word of the molecule is prefixed with cyclo, if it is two cyclic structure combined then prefixed with bicyclo.
  • E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.
  • In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight.  If the higher priority groups are on the same sides, then the configuration is designated as Z.  If the higher priority groups are on the opposite sides, then the configuration is designated as E.
  • Condensed Formula: Molecular formula where the symbols of atoms are listed in order as they appear in the respective molecular structure with bonded dash omitted or limited it is called the condensed structure.

(b)

Interpretation Introduction

Interpretation:

The E and Z isomers of alkenes should be identified for the given compound with the molecular formula C6H12.

Concept introduction:

  • Molecular structure is the arrangement of chemical bonds between atoms in a molecule (or in an ion or radical with multiple atoms), specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond.  From the IUPAC name of compound its structure can be easily drawn.
  • IUPAC name consists of three parts in major namely Prefix suffix and root word.
  • Prefix represents the substituent present in the molecule and its position in the root name.
  • Suffix denotes the presence of functional group if any in the molecule. It can be an alkene, alkyne, alcohol, carboxylic acid, alcohol etc.
  • For alkenes, suffix will be ‘ene’.
  • Root word represents the longest continuous carbon skeleton of the organic molecule.
  • When a molecule consists of cyclic structure, the root word of the molecule is prefixed with cyclo, if it is two cyclic structure combined then prefixed with bicyclo.
  • E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.
  • In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight.  If the higher priority groups are on the same sides, then the configuration is designated as Z.  If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

Most stable alkenes has to 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.

(d)

Interpretation Introduction

Interpretation:

Least stable alkene has to 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

EBK ORGANIC CHEMISTRY

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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