Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
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Chapter 5, Problem 43P

(a)

Interpretation Introduction

Interpretation:

Skeletal structure of the given compound (Z)-1,3,5-tribromo-2-pentene should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.

(b)

Interpretation Introduction

Interpretation:

Skeletal structure of the given compound (Z)-1,3,5-tribromo-2-pentene should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.

(c)

Interpretation Introduction

Interpretation:

Skeletal structure of the given compound (E)-1,2-dibromo-3-isopropyl-2-hexene should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.

(d)

Interpretation Introduction

Interpretation:

Structure of the given compound Vinyl bromide should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.
    • Vinylic compound contains CH2=CH part.

(e)

Interpretation Introduction

Interpretation:

Skeletal structure of the given compound 1,2-dimethylcyclopentene should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.

(f)

Interpretation Introduction

Interpretation:

Skeletal structure of the given compound diallylamine should be drawn.

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.
    • Skeletal formula: It’s indicated as the line-angle formula or shorted formula of an organic compound is a type of molecular structural formula the indicated of molecular bonding and information its molecular geometry.
    • Hydrogen bonded to a vinylic carbon is called vinylic hydrogen, and hydrogen bonded to an allylic carbon is called allylic hydrogen.

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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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