Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 3, Problem 60P

(a)

Interpretation Introduction

Interpretation:

The given compound has to be identified as cis or trans isomer.

Concept introduction:

Conformers: The different spatial arrangements of the atoms the result from rotation about a single bond is called conformational isomers.

Stereoisomerism (or) geometric isomerism: It is known as cis-trans isomerism or E-Z isomerism is a form of stereoisomerism the each of two or more chemical compounds having the same molecular formula but a different geometric arrangement; an unsaturated compound or ring compound in which rotation around a carbon bond is restricted, as in (cis) and (trans) configurations know as geometric isomerism.

Relative stability of cyclohexane: The most stable conformation of cyclohexane is the chair shown to the right, the respective carbon (-C-C-) bonds are it close to (109.50) it is almost free of angle strain, it is also a fully staggered conformation and so is free of torsional strain.   So the chair conformation is the most stable conformation.

(b)

Interpretation Introduction

Interpretation:

The given compound has to be identified as cis or trans isomer.

Concept introduction:

Conformers: The different spatial arrangements of the atoms the result from rotation about a single bond is called conformational isomers.

Stereoisomerism (or) geometric isomerism: It is known as cis-trans isomerism or E-Z isomerism is a form of stereoisomerism the each of two or more chemical compounds having the same molecular formula but a different geometric arrangement; an unsaturated compound or ring compound in which rotation around a carbon bond is restricted, as in (cis) and (trans) configurations know as geometric isomerism.

Relative stability of cyclohexane: The most stable conformation of cyclohexane is the chair shown to the right, the respective carbon (-C-C-) bonds are it close to (109.50) it is almost free of angle strain, it is also a fully staggered conformation and so is free of torsional strain.  So the chair conformation is the most stable conformation.

(c)

Interpretation Introduction

Interpretation:

The given compound has to be identified as cis or trans isomer.

Concept introduction:

Conformers: The different spatial arrangements of the atoms the result from rotation about a single bond is called conformational isomers.

Stereoisomerism (or) geometric isomerism: It is known as cis-trans isomerism or E-Z isomerism is a form of stereoisomerism the each of two or more chemical compounds having the same molecular formula but a different geometric arrangement; an unsaturated compound or ring compound in which rotation around a carbon bond is restricted, as in (cis) and (trans) configurations know as geometric isomerism.

Relative stability of cyclohexane: The most stable conformation of cyclohexane is the chair shown to the right, the respective carbon (-C-C-) bonds are it close to (109.50) it is almost free of angle strain, it is also a fully staggered conformation and so is free of torsional strain.  So the chair conformation is the most stable conformation.

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Isomers are compounds having different structures but same molecular formula O different rings different molecular formula same structures but different molecular formula
Both cis and trans isomers exist for this molecule. Which one is more stable?
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Chapter 3 Solutions

Essential Organic Chemistry, Global Edition

Ch. 3.3 - Draw a condensed and a skeletal structure for the...Ch. 3.3 - What is each compounds systematic name?Ch. 3.4 - Prob. 17PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.5 - Are the following compounds primary, secondary, or...Ch. 3.5 - Name the following amines and tell whether they...Ch. 3.5 - Draw the structures and provide systematic names...Ch. 3.6 - Predict the approximate size of the following bond...Ch. 3.7 - What is the smallest straight-chain alkane that is...Ch. 3.7 - Prob. 24PCh. 3.7 - Prob. 25PCh. 3.7 - Prob. 26PCh. 3.7 - List the compounds in each set from highest...Ch. 3.8 - Rank the following compounds in each set from most...Ch. 3.8 - In which solvent would cyclohexane have the lowest...Ch. 3.8 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - a. Draw the three staggered conformations and the...Ch. 3.9 - a. Draw the most stable conformation of pentane...Ch. 3.11 - Draw 1,2,3,4,5,6-hexachlorocyclohexane with a. all...Ch. 3.12 - At any one time, would you expect there to be more...Ch. 3.13 - Prob. 36PCh. 3 - a. How many hydrogens does an alkane with 17...Ch. 3 - Prob. 2PCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Name the following amines and tell whether they...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - What is each compounds name? a. CH3CH2CH2OCH2CH3Ch. 3 - Draw the structural formula for an alkane that has...Ch. 3 - Which has a. the higher boiling point:...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 51PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - Prob. 53PCh. 3 - For rotation about the C-3 8 C-4 bond of...Ch. 3 - Prob. 55PCh. 3 - What is each compounds systematic name?Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Draw the nine constitutional isomers with...Ch. 3 - Prob. 59PCh. 3 - Prob. 60PCh. 3 - Prob. 61PCh. 3 - Using Newman projections, draw the most stable...Ch. 3 - For each of the following disubstituted...Ch. 3 - Prob. 64PCh. 3 - Prob. 65PCh. 3 - What is each compounds systematic name?Ch. 3 - Prob. 67PCh. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Prob. 69PCh. 3 - Prob. 70PCh. 3 - a. Draw a potential energy diagram for rotation...
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