ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING.
ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING.
8th Edition
ISBN: 9780134466712
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 5, Problem 39P

What is each compound’s systematic name?

Chapter 5, Problem 39P, What is each compounds systematic name? , example  1

Chapter 5, Problem 39P, What is each compounds systematic name? , example  2

Chapter 5, Problem 39P, What is each compounds systematic name? , example  3

Chapter 5, Problem 39P, What is each compounds systematic name? , example  4

Chapter 5, Problem 39P, What is each compounds systematic name? , example  5

Chapter 5, Problem 39P, What is each compounds systematic name? , example  6

(a)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name for given molecule is 3,8-dibromo-4-nonene.

Explanation of Solution

The structure of given compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  1

This reveals that the molecule contains a nine carbon chain with a double bond on the fourth carbon atom and two bromo groups on the third and eighth carbon atom respectively.

Therefore,

According with the IUPAC conventions the systematic name of the compound is,

3,8dibromo4nonene

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name of the given compound is (Z)-4-ethyl-3,7-dimethyl-3-octene.

Explanation of Solution

Given,

Compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  2

This reveals that the longest chain in the molecule contains eight carbon atoms with a double bond on third carbon atom and an ethyl group attached on the fourth carbon atom.

Two methyl groups were attached on the third and seventh carbon atom.

Therefore,

The systematic name of the compound is (Z)-4-ethyl-3,7-dimethyl-3-octene.

(c)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name of the compound is 1,5-dimethylcyclopentene.

Explanation of Solution

Given,

The structure of the compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  3

Structure of the compound reveals that that the given compound contains five membered carbon chain with double bond and on the first and fifth carbon atom methyl groups were attached.

Therefore,

The systematic name of the compound in accordance with IUPAC is, 1,5-dimethylcyclopentene

(d)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name of the given compound is 3-ethyl-2-methyl-2-heptene.

Explanation of Solution

Given,

Structure of the compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  4

The structure of the compound reveals the molecule contains seven membered carbon chain with a double bond on the second carbon.  On the third and second carbon atoms one ethyl and methyl group were attached.

Therefore the systematic name of the compound is 3-ethyl-2-methyl-2-heptene.

(e)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name of the compound is 4-methylcyclohexene.

Explanation of Solution

Given,

The struicture of the compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  5

Structure of the compound reveals that that the given compound contains six membered carbon chain with double bond and on the fourth carbon atom one methyl group was attached.

Therefore,

The systematic name of the compound in accordance with IUPAC is,

4-methylcyclohexene.

(f)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Systematic name of the given compound should be determined.

Concept introduction:

  • 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.

Answer to Problem 39P

Systematic name of the given compound 4-ethyl-5-methylcyclohexene.

Explanation of Solution

Given,

The structure of the compound is,

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING., Chapter 5, Problem 39P , additional homework tip  6

Structure of the compound reveals that that the given compound contains six membered carbon chain with double bond and on the fourth and fifth carbon atoms one ethyl and  methyl group was attached respectively.

Therefore,

The systematic name of the compound in accordance with IUPAC’s rules and regulations is, 4-ethyl-5-methylcyclohexene.

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Chapter 5 Solutions

ORGANIC CHEMISTRY (LL)-W/MOD.MASTERING.

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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