Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 2, Problem 1PP

Practice Problem 2.1

Propose structures for two constitutional isomers of cyclopentene that do not contain a ring.

Chapter 2, Problem 1PP, Practice Problem 2.1 
Propose structures for two constitutional isomers of cyclopentene that do not

Expert Solution & Answer
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Interpretation Introduction

Interpretation:

The structuresfor two constitutional isomers of cyclopentene, which do not contain a ring, are to be proposed.

Concept introduction:

When two molecules have the same molecular formula, they are called isomers. If the connectivity of atoms is different, they are called constitutional isomers.

Constitutional isomers are the isomers in which the molecular formula remains the same but the arrangement of groups or atoms are different in structure.

In order to estimate the number of constitutional isomers of a particular compound, count the number of each atom and arranged all the atoms in different ways.

Answer to Problem 1PP

Solution:

Organic Chemistry, Chapter 2, Problem 1PP , additional homework tip  1

Organic Chemistry, Chapter 2, Problem 1PP , additional homework tip  2

Given: The structure of cyclopentene is as follows:

Organic Chemistry, Chapter 2, Problem 1PP , additional homework tip  3

Explanation of Solution

The structure of cyclopentane contains 5 carbon atoms and 8 hydrogen atoms. Thus, the molecular formula of cyclopenteneis C5H8. Now, arrange the carbon and hydrogen atoms such that the molecular formula remains the same and the structure does not contain rings as follows:

Organic Chemistry, Chapter 2, Problem 1PP , additional homework tip  4

The molecular formula is C5H8 but the connectivity of atoms is different.

Hence, the two constitutional isomers of C5H8 are as follows:

Organic Chemistry, Chapter 2, Problem 1PP , additional homework tip  5

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Chapter 2 Solutions

Organic Chemistry

Ch. 2 - Practice Problem 2.11 Although we shall discuss...Ch. 2 - Practice Problem 2.12 Write bond-line structural...Ch. 2 - Prob. 13PPCh. 2 - Practice Problem 2.14 One way of naming ethers is...Ch. 2 - Practice Problem 2.15 Eugenol is the main...Ch. 2 - Practice Problem 2.16 One way of naming amines is...Ch. 2 - Practice Problem 2.17 Which amines in Practice...Ch. 2 - Prob. 18PPCh. 2 - Prob. 19PPCh. 2 - Practice Problem 2.20 Write bond-line formulas for...Ch. 2 - Practice Problem 2.21 Write bond-line formulas for...Ch. 2 - Practice Problem 2.22 Write bond-line formulas for...Ch. 2 - Prob. 23PPCh. 2 - Practice Problem 2.24 Write another resonance...Ch. 2 - Prob. 25PPCh. 2 - Practice Problem 2.26 Which compound would you...Ch. 2 - Practice Problem 2.27 Arrange the following...Ch. 2 - Prob. 28PPCh. 2 - Prob. 29PCh. 2 - Identify all of the functional groups in each of...Ch. 2 - 2.31 There are four alkyl bromides with the...Ch. 2 - Prob. 32PCh. 2 - Classify the following alcohols as primary,...Ch. 2 - 2.34 Classify the following amines as primary,...Ch. 2 - Prob. 35PCh. 2 - Identify all of the functional groups in Crixivan,...Ch. 2 - 2.37 Identify all of the functional groups in...Ch. 2 - 2.38 (a) Indicate the hydrophobic and hydrophilic...Ch. 2 - Hydrogen fluoride has a dipole moment of 1.83 D;...Ch. 2 - 2.40 Why does one expect the cis isomer of an...Ch. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - 2.44 Consider each of the following molecules in...Ch. 2 - True or false: For a molecule to be polar, the...Ch. 2 - 2.46 Which compound in each of the following...Ch. 2 - Prob. 47PCh. 2 - The IR spectrum of propanoic acid (Fig. 2.16)...Ch. 2 - Prob. 49PCh. 2 - Write structural formulas for four compounds with...Ch. 2 - There are four amides with the formula C3H7NO. (a)...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - 2.56 Compound C is asymmetric, has molecular...Ch. 2 - 2.57 Examine the diagram showing an -helical...Ch. 2 - Prob. 1LGPCh. 2 - Prob. 2LGPCh. 2 - Prob. 3LGPCh. 2 - Consider the molecular formula C4H8O2. Predict...Ch. 2 - Consider the molecular formula C4H8O2. If any of...Ch. 2 - Prob. 6LGPCh. 2 - Consider the molecular formula. 7. Pick five...Ch. 2 - Prob. 8LGP
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