Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 9, Problem 32PP

(a)

Interpretation Introduction

Interpretation:

The systematic name and IUPAC name of each group substituent in the given molecules should be identified.

Concept introduction:

Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). 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 alkynes molecules, suffix will be ‘yne’.

Root word represents the longest continuous carbon skeleton of the organic molecule.

Two stereoisomers are there for an alkyne molecule. It depends upon the location of bulky group (or high molecular weight) on the triple bonded carbon atoms. If the bulky groups are in same side then it is cis-isomer. If the bulky groups are in opposite side then it is trans-isomer.

(a)

Expert Solution
Check Mark

Answer to Problem 32PP

Answer

The systematic names for the given molecules (a-c) are shown below.

(a). 2,2,5-Trimethyl-3-hexene

Explanation of Solution

The systematic name for the given molecule (a).

Draw the given molecule (a) and find the longest parent carbon chain or carbon skeleton and the substituents for naming the compound.

Organic Chemistry, Chapter 9, Problem 32PP , additional homework tip  1

(a). 2,2,5-Trimethyl-3-hexene

The given molecule is drawn. The parent carbon skeleton is the longest continuous carbon chain that should contain more number of carbons. In the given molecule the parent carbon skeleton is the chain which contains 6 carbons. Hence the root name of the molecule is hexa. Since it is an alkyne with 6 carbons then hexane will be the parent carbon chain name.

The substituents present in the molecule are methyl, bromo (Br) groups on 2 and 5. Therefore on numbering the three methyl groups are present at 2 and 5. Positions is 2,2,5-Trimethyl.

Hence the systematic name for the molecule (a) is 2,2,5-Trimethyl-3-hexene

(b)

Interpretation Introduction

Interpretation:

The systematic name and IUPAC name of each group substituent in the given molecules should be identified.

Concept introduction:

Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). 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 alkynes molecules, suffix will be ‘yne’.

Root word represents the longest continuous carbon skeleton of the organic molecule.

Two stereoisomers are there for an alkyne molecule. It depends upon the location of bulky group (or high molecular weight) on the triple bonded carbon atoms. If the bulky groups are in same side then it is cis-isomer. If the bulky groups are in opposite side then it is trans-isomer.

(b)

Expert Solution
Check Mark

Answer to Problem 32PP

Answer

The systematic names for the given molecules (a-c) are shown below.

(b). 4,4-Dichloro-2-hexene

Explanation of Solution

The systematic name for the given structure (b).

Draw the given molecule (b) and find the longest parent carbon chain or carbon skeleton and the substituents.

Organic Chemistry, Chapter 9, Problem 32PP , additional homework tip  2

4,4-Dichloro-2-hexyne

The given molecule is drawn. The parent carbon skeleton is the longest continuous carbon chain that should contain six carbon atoms.

In the given molecule the parent carbon skeleton is linear in nature which consistes of 6 carbons so the root word for the molecule is 4,4- Dichloro-2-hexyne. The suffix ‘yne’ is used since it is an alkyne.

The substituent present in the molecule are 2-chloro atoms in C4 carbon.

Hence the systematic name for the molecule (b) is 4,4-Dichloro-2-hexyne.

(c)

Interpretation Introduction

Interpretation:

The systematic name and IUPAC name of each group substituent in the given molecules should be identified.

Concept introduction:

Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). 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 alkynes molecules, suffix will be ‘yne’.

Root word represents the longest continuous carbon skeleton of the organic molecule.

Two stereoisomers are there for an alkyne molecule. It depends upon the location of bulky group (or high molecular weight) on the triple bonded carbon atoms. If the bulky groups are in same side then it is cis-isomer. If the bulky groups are in opposite side then it is trans-isomer.

(c)

Expert Solution
Check Mark

Answer to Problem 32PP

Answer

The systematic names for the given molecules (a-c) are shown below.

(c). 1-Hexyne

Explanation of Solution

The systematic name for the given structure (c).

Draw the given molecule (d) and find the longest parent carbon chain or carbon skeleton and the substituents.

Organic Chemistry, Chapter 9, Problem 32PP , additional homework tip  3

1-Hexyne

The given molecule is drawn. The parent carbon skeleton is the longest continuous carbon chain that should contain more number of carbons. In the given molecule the parent carbon skeleton is linear in nature which consists of 6 carbons so that root word for the molecule is 1-Hexyne. The suffix ‘yne’ is used since it is an alkyne.

The parent chain is numbered so that the triple bond is assigned the lowest possible locate (1 indicates that the the triple bond is located between C1 and C2).

Hence the systematic name for the molecule (c) is 1-Hexyne.

(d)

Interpretation Introduction

Interpretation:

The systematic name and IUPAC name of each group substituent in the given molecules should be identified.

Concept introduction:

Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). 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 alkynes molecules, suffix will be ‘yne’.

Root word represents the longest continuous carbon skeleton of the organic molecule.

Two stereoisomers are there for an alkyne molecule. It depends upon the location of bulky group (or high molecular weight) on the triple bonded carbon atoms. If the bulky groups are in same side then it is cis-isomer. If the bulky groups are in opposite side then it is trans-isomer.

(d)

Expert Solution
Check Mark

Answer to Problem 32PP

Answer

The systematic names for the given molecules (a-c) are shown below.

(d). 3-Bromo-3-methyl-1-butyne

Explanation of Solution

The systematic name for the given structure (d).

Draw the given molecule (d) and find the longest parent carbon chain or carbon skeleton and the substituents for naming the compound.

Organic Chemistry, Chapter 9, Problem 32PP , additional homework tip  4

3-Bromo-3-methyl-1-butyne

The given molecule is drawn. The parent carbon skeleton is the continuous carbon chain that should contain more number of carbons. In the given molecule the parent carbon skeleton is the chain which contains 4 carbons. Hence the root name of the molecule is butane. Since it is an alkene with 4 carbons then butyne will be the parent carbon chain name.

In the given molecule parent chain is numbered so that the triple bond assigned the lowest possible locate (1 indicates that the triple bond is located between C1 and C2). The one methyl group, one bromo groups are present at C3 positions is 3-Bromo-3-methyl (The alphabetized in the name, Br and CH3).

Hence the systematic name for the molecule (a) is 3-Bromo-3-methyl-1-butyne.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Chapter 9 Solutions

Organic Chemistry

Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY