Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
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Chapter 5, Problem 49P

(a)

Interpretation Introduction

Interpretation:

Possible geometric isomers for the given compound should be drawn and these isomers have to be named.

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.

(b)

Interpretation Introduction

Interpretation:

Possible geometric isomers for the given compound should be drawn and these isomers have to be named.

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:

Possible geometric isomers for the given compound should be drawn and these isomers have to be named.

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.

(d)

Interpretation Introduction

Interpretation:

Possible geometric isomers for the given compound should be drawn and these isomers have to be named.

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.

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Chapter 5 Solutions

Organic Chemistry

Ch. 5.4 - Prob. 14PCh. 5.4 - Prob. 15PCh. 5.6 - Prob. 16PCh. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.6 - Prob. 20PCh. 5.7 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.7 - a. for which reaction in each set will S be more...Ch. 5.7 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.7 - Prob. 25PCh. 5.7 - Prob. 26PCh. 5.7 - Prob. 27PCh. 5.9 - The rate constant for a reaction can be increased...Ch. 5.9 - Prob. 30PCh. 5.9 - a. Which reaction has a greater equilibrium...Ch. 5.10 - Draw a reaction coordinate diagram for a two-step...Ch. 5.10 - a. Which step in the reaction coordinate diagram...Ch. 5.10 - Draw a reaction coordinate diagram for the...Ch. 5.11 - Prob. 35PCh. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Name the following:Ch. 5 - Prob. 42PCh. 5 - 43. Draw the skeletal structure of...Ch. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Assign relative priorities to each set of...Ch. 5 - Prob. 49PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 51PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 53PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 59PCh. 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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