Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 2, Problem 2.34AP
Interpretation Introduction
(a)
Interpretation:
The skeletal structure of the given compound is to drawn and the name of the compound is to be stated.
Concept introduction:
The skeletal structure of a compound is represented by the line having several vertices. These vertices in the skeletal structure represent the carbon atoms presents in the structure. In the skeletal structure, the valence of the carbon is satisfied by the hydrogen’s which are not shown. If any atom other than carbon and hydrogen is present in the molecule then it is denoted by its symbol in the skeletal structure.
Interpretation Introduction
(b)
Interpretation:
The Newman projection of the given compound viewed from the direction of
Concept introduction:
Newmann projection is a way of representing the groups attached to carbon atoms in the
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw Newman projections for the anti, eclipsed, gauche and fully eclipsed conformations of Butane. Indicate their relative stabilities and the reasons for your ranking-need to discuss the stresses involved in each case.
Using suitable specific conformers of specific structures as examples, explain the difference between (a) angle strain (b) torsional strain and (c) steric strain. Need to draw the confomers and structures
4) Draw the most stable conformers using chair structures of the following:
(c) cis-1,2-Dibromocyclohexane (d) trans-1,2-Dibromocyclohexane
(e) cis-Decalin (f) trans-Decalin
.
Draw the most stable conformers of trans-1-Bromo-4-methylcyclohexane and
cis-1-Bromo-4-methylcyclohexane. Which is more stable? Explain the reason for your answer. Need to include a discussion of 1,3-Diaxial interaction
4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane.
(b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the
carbon-3 to carbon-4 bond.
(c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation
that you drew as a sawhorse representation.
Consider 1-bromopropane, CH3CH2CH2Br.
(a) Draw a Newman projection for the conformation in which CH3 and -Br are anti (dihedral angle 180°).
(b) Draw Newman projections for the conformations in which - CH3 and -Br are gauche (dihedral angles 60° and 300°).
(c) Which of these is the lowest energy conformation?
(d) Which of these conformations, if any, are related by reflection?
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Prob. 2.1PCh. 2 - Prob. 2.2PCh. 2 - Prob. 2.3PCh. 2 - Prob. 2.4PCh. 2 - Prob. 2.5PCh. 2 - Prob. 2.6PCh. 2 - Prob. 2.7PCh. 2 - Prob. 2.8PCh. 2 - Prob. 2.9PCh. 2 - Prob. 2.10P
Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25APCh. 2 - Prob. 2.26APCh. 2 - Prob. 2.27APCh. 2 - Prob. 2.28APCh. 2 - Prob. 2.29APCh. 2 - Prob. 2.30APCh. 2 - Prob. 2.31APCh. 2 - Prob. 2.32APCh. 2 - Prob. 2.33APCh. 2 - Prob. 2.34APCh. 2 - Prob. 2.35APCh. 2 - Prob. 2.36APCh. 2 - Prob. 2.37APCh. 2 - Prob. 2.38APCh. 2 - Prob. 2.39APCh. 2 - Prob. 2.40APCh. 2 - Prob. 2.41APCh. 2 - Prob. 2.42APCh. 2 - Prob. 2.43APCh. 2 - Prob. 2.44APCh. 2 - Prob. 2.45APCh. 2 - Prob. 2.46APCh. 2 - Prob. 2.47APCh. 2 - Prob. 2.48APCh. 2 - Prob. 2.49APCh. 2 - Prob. 2.50AP
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
- 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-c341-11e9-8385-02ee952b546earrow_forward4 Draw the Newman projection of each of the following conformationa along the C-C bond and the corresponding energy diagram for these conformations.arrow_forwardBelow is the energy diagram of different conformations of cyclohexane. Assign a structure to each point indicated by the arrow heads (put A, B, C, or D on the horizontal lines).arrow_forward
- 2.Using Newman projections, draw the most stable conformation for each of the following compounds. (a) 3-methyl pentane, viewed along the C2-C3 bond (b) 3,3-dimethyl hexane, viewed along the C3-C4 bondarrow_forwardUse a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2¬C3 bondarrow_forward(a) Using Newman projections, draw all staggered and eclipsed conformations that result from rotation around the indicated bond in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond. [1] CH3CH₂ CH₂CH₂CH3 [2] CH3CH₂ CHCH₂CH3 TCH₂arrow_forward
- Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3- dimethylcyclohexane, and 1,4-dimethylcyclohexane. (a ) Indicate by a label whether each methyl group is axial or equatorial. (b) For which isomer(s) are the alternative chair conformations of equal stability? (c) For which isomer(s) is one chair conformation more stable than the other?arrow_forwardDraw the two chair conformations of the following substituted cyclohexanes. In each case, label the more stable conformation.(a) trans-1-ethyl-4-methylcyclohexanearrow_forwardDraw a perspective representation of the most stable conformation of 3-methylhexane.arrow_forward
- (a) which if the structure of trans-1,2-dimethylcyclopentane? (b) which is the most stable conformation of 1-bromo-2-ethylcyclohexane? (c) which is the least stable conformation of 1-bromo-2-ethylcyclohexane? (d) which is the more stable configuration of 1,3-dimethylcyclopentane? *Et = ethylarrow_forwardConsider the following compound represented in Newman projection:a) Draw this compound as shown in abbreviated structure (zig-zag with solid and hatched bevels):b) Using Newman's projections, draw the most stable AND least stable conformation while indicating whether it is an anti or left or eclipse conformation.arrow_forwardFor each of the following molecular formulas, determine the number of elements of unsaturation,and draw three examples.(a) C4H4Cl2arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License