ORGANIC CHEMISTRY 1 TERM ACCESS
3rd Edition
ISBN: 9781119661511
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Question
Chapter 4, Problem 50PP
Interpretation Introduction
Interpretation:
Chair conformations of menthol should be drawn and least energetic conformer is needed to be predicted between them.
Concept introduction:
Chair conformer: chair conformer is a stable conformer for cyclohexane compound. in this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.
Example:
After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial.
Stereochemistry conversions in chair conformation are shown below.
Substituent position | cis | trans |
1,2 position | (a,e) or (e,a) | (a,a) or (e,e) |
1,3 position | (a,a) or (e,e) | (a,e) or (e,a) |
1,4 position | (a,e) or (e,a) | (a,a) or (e,e) |
To find: chair conformer of the menthol molecule.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Where are the chiral centers in this molecule? Also is this compound meso yes or no?
PLEASE HELP! URGENT!
Where are the chiral centers in this molecule? Also is this compound meso yes or no?
Chapter 4 Solutions
ORGANIC CHEMISTRY 1 TERM ACCESS
Ch. 4.2 - Prob. 1LTSCh. 4.2 - Prob. 1PTSCh. 4.2 - Prob. 2PTSCh. 4.2 - Prob. 3ATSCh. 4.2 - Prob. 2LTSCh. 4.2 - Prob. 4PTSCh. 4.2 - Prob. 5ATSCh. 4.2 - Prob. 3LTSCh. 4.2 - Prob. 6PTSCh. 4.2 - Prob. 7ATS
Ch. 4.2 - Prob. 4LTSCh. 4.2 - Prob. 8PTSCh. 4.2 - Prob. 9PTSCh. 4.2 - Prob. 10ATSCh. 4.2 - Prob. 5LTSCh. 4.2 - Prob. 11PTSCh. 4.2 - Prob. 12PTSCh. 4.2 - Prob. 13ATSCh. 4.3 - Prob. 6LTSCh. 4.3 - Prob. 14PTSCh. 4.3 - Prob. 15ATSCh. 4.6 - Prob. 7LTSCh. 4.6 - Prob. 16PTSCh. 4.6 - Prob. 17ATSCh. 4.7 - Prob. 18CCCh. 4.8 - Prob. 8LTSCh. 4.8 - Prob. 19PTSCh. 4.8 - Prob. 20ATSCh. 4.11 - Prob. 9LTSCh. 4.11 - Prob. 21PTSCh. 4.11 - Prob. 22ATSCh. 4.11 - Prob. 10LTSCh. 4.11 - Prob. 23PTSCh. 4.11 - Prob. 24ATSCh. 4.12 - Prob. 11LTSCh. 4.12 - Prob. 25PTSCh. 4.12 - Prob. 26ATSCh. 4.12 - Prob. 27CCCh. 4.13 - Prob. 12LTSCh. 4.13 - Prob. 28PTSCh. 4.13 - Prob. 29ATSCh. 4.13 - Prob. 13LTSCh. 4.13 - Prob. 30PTSCh. 4.13 - Prob. 31ATSCh. 4.13 - Prob. 32ATSCh. 4.14 - Prob. 33CCCh. 4.14 - Prob. 34CCCh. 4.14 - Prob. 35CCCh. 4 - Prob. 36PPCh. 4 - Prob. 37PPCh. 4 - Prob. 38PPCh. 4 - Prob. 39PPCh. 4 - Prob. 40PPCh. 4 - Prob. 41PPCh. 4 - Prob. 42PPCh. 4 - Prob. 43PPCh. 4 - Prob. 44PPCh. 4 - Prob. 45PPCh. 4 - Prob. 46PPCh. 4 - Prob. 47PPCh. 4 - Prob. 48PPCh. 4 - Prob. 49PPCh. 4 - Prob. 50PPCh. 4 - Prob. 51PPCh. 4 - Prob. 52PPCh. 4 - Prob. 53PPCh. 4 - Prob. 54PPCh. 4 - Prob. 55PPCh. 4 - Prob. 56PPCh. 4 - Prob. 57PPCh. 4 - Prob. 58PPCh. 4 - Prob. 59PPCh. 4 - Prob. 60PPCh. 4 - Prob. 61IPCh. 4 - Prob. 62IPCh. 4 - Prob. 64IPCh. 4 - Prob. 65IPCh. 4 - Prob. 66IPCh. 4 - Prob. 67IPCh. 4 - Prob. 68IPCh. 4 - Prob. 69IPCh. 4 - Prob. 70IPCh. 4 -
All of the following are representations of...Ch. 4 - Prob. 72IPCh. 4 -
Which of the following is expected to have the...Ch. 4 - Prob. 74IPCh. 4 - Prob. 75CPCh. 4 -
The all-trans-1,2,3,4,5,6-hexaethylcyclohexane...Ch. 4 -
Compounds 1 and 2 were prepared, and the...
Knowledge Booster
Similar questions
- A mixture of C7H12O2, C9H9OCl, biphenyl and acetone was put together in a gas chromatography tube. Please decide from the GC resutls which correspond to the peak for C7,C9 and biphenyl and explain the reasoning based on GC results. Eliminate unnecessary peaks from Gas Chromatography results.arrow_forwardIs the molecule chiral, meso, or achiral? CI .CH3 H₂C CIarrow_forwardPLEASE HELP ! URGENT!arrow_forward
- Identify priority of the substituents: CH3arrow_forwardHow many chiral carbons are in the molecule? OH F CI Brarrow_forwardA mixture of three compounds Phen-A, Acet-B and Rin-C was analyzed using TLC with 1:9 ethanol: hexane as the mobile phase. The TLC plate showed three spots of R, 0.1 and 0.2 and 0.3. Which of the three compounds (Phen-A; Acet-B or Rin-C) would have the highest (Blank 1), middle (Blank 2) and lowest (Blank 3) spot respectively? 0 CH: 0 CH, 0 H.C OH H.CN OH Acet-B Rin-C phen-A A A <arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY

Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning

Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY