Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 5.2E
Interpretation Introduction
Interpretation: The conformational isomers of methylcyclohexane needs to be drawn.
Concept Introduction: The conformational stereoisomers are those isomers which can be converted from equatorial to axial by rotating about single bond.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw a dash-wedge structure for (1R)-1-bromo-1,3,3-trimethylcyclohexane.
Sight along the C2-C1 bond of 2-methylpropane (isobutane).(a) Draw a Newman projection of the most stable conformation.(b) Draw a Newman projection of the least stable conformation.(c) Make a graph of energy versus angle of rotation around the C2-C1 bond.(d) Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 4.0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.
न
A
8-£
B
Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
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.Similar questions
- 6. Newman projections to Lewis structures From the following Newman projections, draw the corresponding Lewis structure in the same conformation. A) B) H. H CH3 H₂C N H OH CI Br CH3 H OH CH3arrow_forwardLook at Figure 4-12 on page 105, and estimate the percentages of axial and equatorial conformations present at equilibrium in bromocyclohexane.arrow_forwardFrom the data in Figure 4-12 and Table 4-1, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds: (a) Isopropylcyclohexane (b) Fluorocyclohexane (c) Cyclohexanecarbonitrile, C6H11CNarrow_forward
- Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.arrow_forwardUsing solid and dashed wedges, draw the structure of (1S, 2S, 4R, 5R)-1,5-dibromo-2,4- dichlorocyclohexane, then draw the most stable conformer.arrow_forward• -- H (b) H,C 3-methylhexane CH, (c) B கூ CH, CH, HgCG; சீகூ H₂CH H 3-ethyl-1-methyloctane 3,3 diethyl pentane 5Å, Å,CH, W CH3 CH2 CH₂ W21 Su2... CH3 X -CH3 G b F E L carrow_forward
- -1. What is the equivalent bond-line formula for the molecule, HOCH-CH(CH-CH₂)-CH(CH)? HO. (B) HO (C) HO. -2. What is the equivalent structure for this molecule using a hond-line formula? A) C) Br Br (D) (B) HO (CH₂)2CH(CH₂) CHBICHCH, Br CH₂CH3 CH3 yazparrow_forward13a. Draw the correct skeletal structure of 5-methyl-1-hexanol. provided (13b.) draw in skeletal structure its most stable conformer looking along C3-C4 (* hydrogens that are directly connected to the Newman projection ( and uii the Newman Projection ;; Draw the 13a. 13b. draw the correct skeletal structure here draw the correct skeletal structure here 4arrow_forward3. Draw both chair conformations for the cyclohexane molecule shown below, and circle the most stable conformation (the methyl group is larger than the hydroxyl group). OH H3Carrow_forward
- By considering viewed through the C-2-C-3 bond, which below conformations of 2,3- dibromobutane show the most stable and the least stable conformation? Clearly explain the reason, why? S CH3 H H Br. H3C, Br H3C Br Br Br H. Br CH3 ČH3 H I II III Br Br H3C, Br H3C H. H3C" H. Br ČH3 IV Varrow_forwardWhich of the following is the highest energy chair conformer of the most stable isomer of 1-ethyl-2,4-dimethylcyclohexane? A | B II C) III IV = || ||| > INarrow_forward1. Which cycloalkanes show cis,trans isomerism? For each that does, draw the cis and trans isomers.(a) Methylcyclopentane(b) 1,1-Dimethylcyclopentane(c) 1,3-Dimethylcyclobutane 2. Here is one cis,trans isomer of 2,4-dimethylcyclohexanol. Completethe alternative chair conformations on a and b.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning