Essential Organic Chemistry (3rd Edition)

3rd Edition

ISBN: 9780321937711

Author: Paula Yurkanis Bruice

Publisher: PEARSON

See similar textbooks

Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atom…

Videos

Textbook Question

Chapter 3.12, Problem 35P

At any one time, would you expect there to be more conformers with the substituent in the equatorial position in a sample of ethylcyclohexane or in a sample of isopropylcyclohexane?

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Chapter 3.11, Problem 34P

Chapter 3.13, Problem 36P

Students have asked these similar questions

It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D configuration and what conformation (axial,equatorial) would each of the three ethyl groups be in for the most stable configuration.

Why is a substituted cyclohexane ring more stable with a larger group in the equatorial position?

Hello, I was reading an answer from the book Organic Chemistry by Brown et al. The question is 2.51 "Draw alternative chair conformations for each substituted cyclohexane and state which chair is more stable." There are then 4 cyclohexanes (labeled a-d). For the "a" cyclohexane, the substituents are arranged as a combination of axial and equatorial in both chair conformations. However, for the "b," "c," and "d," cyclohexanes one chair has only equatorial substituents, and the other chair has only axial substituents. Why is the "a" chair conformation different? https://www.bartleby.com/solution-answer/chapter-2-problem-251p-organic-chemistry-8th-edition/9781305580350/draw-alternative-chair-conformations-for-each-substituted-cyclohexane-and-state-which-chair-is-more/4532cd91-c341-11e9-8385-02ee952b546e

Chapter 3 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Draw the structure for each of the following...Ch. 3.1 - Name the following compounds:Ch. 3.1 - Prob. 7P Ch. 3.2 - What is each compounds systematic name?Ch. 3.2 - Prob. 11P Ch. 3.3 - Prob. 12P Ch. 3.3 - Convert the following condensed structures into...Ch. 3.3 - The molecular formula for ethyl alcohol (CH3CH2OH)...

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. 17P Ch. 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. 24P Ch. 3.7 - Prob. 25P Ch. 3.7 - Prob. 26P Ch. 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. 30P Ch. 3.9 - Prob. 31P Ch. 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. 36P Ch. 3 - a. How many hydrogens does an alkane with 17...Ch. 3 - Prob. 2P Ch. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 39P Ch. 3 - Prob. 40P Ch. 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. CH3CH2CH2OCH2CH3 Ch. 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. 51P Ch. 3 - Draw skeletal structures for the following: a....Ch. 3 - Prob. 53P Ch. 3 - For rotation about the C-3 8 C-4 bond of...Ch. 3 - Prob. 55P Ch. 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. 59P Ch. 3 - Prob. 60P Ch. 3 - Prob. 61P Ch. 3 - Using Newman projections, draw the most stable...Ch. 3 - For each of the following disubstituted...Ch. 3 - Prob. 64P Ch. 3 - Prob. 65P Ch. 3 - What is each compounds systematic name?Ch. 3 - Prob. 67P Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Prob. 69P Ch. 3 - Prob. 70P Ch. 3 - a. Draw a potential energy diagram for rotation...

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

At any one time, would you expect there to be more conformers with the substituent in the equatorial position in a sample of ethylcyclohexane or in a sample of isopropylcyclohexane?

Solution Summary: The author explains that the most stable conformation of cyclohexane is the chair, which is free of angle strain and torsional strain. The substituent can be in axial or equatorial positions

Concept explainers

Videos

Want to see the full answer?

Chapter 3 Solutions