Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 4, Problem 21P
Interpretation Introduction

Interpretation: Different structures for formula C5H10with one ring should be determined.

Concept introduction: C5H10have two hydrogen atoms less than the molecular formula of C5H12, i.e. it contains either a double bond or a cyclic group. So in functional groups, alkenes and cycloalkanes are considered.

Expert Solution & Answer
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Answer to Problem 21P

  1. Cyclopentane
  2. Methylcyclobutane
  3. 1,1-dimethyl cyclopropane
  4. 1,2- dimethyl cyclopropane
  5. Ethylcyclopropane

Explanation of Solution

Considering the structural formula C5H10 with a ring, the maximum number of carbon in that ring can be equal to or less than 5.

So the structures will be:

  Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  1

Cyclopentane

Other structures are:

Cyclobutane with one methyl substituent which is named as Methylcyclobutane

(According to IUPAC)

  Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  2

Cyclopropane with 2 methyl functional group (1, 1-dimethyl cyclopropane )

  Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  3

Cyclopropane with 2 methyl functional group, where functional group is attached to the adjacent C atoms of the cyclic groups (1,2- dimethylcyclopropane)

  Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  4Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  5

cis-1,2-dimethyl cyclopropane trans-1,2-dimethyl cyclopropane

Cyclopropane is another structure with 1 ethyl (CH2CH3) functional group is named as Ethylcyclopropane

  Organic Chemistry: Structure and Function, Chapter 4, Problem 21P , additional homework tip  6

Conclusion

The five different structures can be written for the structural equation C5H10 and they are Cyclopentane, Methylcyclobutane, 1,1-dimethylcyclopropane, 1,2-dimethyl cyclopropane, ethylcyclopropane.

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