Consider the chair conformation of the molecule depicted below. Redraw this chair as a hexagon structure using the dash-wedge convention to show the relative orientation of the methyl substituents. Provide the IUPAC or acceptable common name for the chair and the hexagon representation. Are they the same? Draw the "ring flipped' chair conformation of the top structure. Which conformation is more stable? (the one at the top or the ring flipped chair you just drew?). What types of strain does one have versus the other?

Consider the chair conformation of the molecule depicted below. Redraw this chair as a hexagon structure using the dash-wedge convention to show the relative orientation of the methyl substituents. Provide the IUPAC or acceptable common name for the chair and the hexagon representation. Are they the same? Draw the "ring flipped' chair conformation of the top structure. Which conformation is more stable? (the one at the top or the ring flipped chair you just drew?). What types of strain does one have versus the other?

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section2.5: Conformations Of Alkanes And Cycloalkanes

Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...

See similar textbooks

Similar questions

Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?
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.
Write TRUE if the BOLD word/phrase makes the statement correct. Otherwise, write the correct WORD/PHRASE that will make the statement true. If there are two bold words/phrases in a number, write your answer for EACH of the bold words/phrases. 1. The anti-staggered conformation of butane, in which the methyl groups have a dihedral angle of less than 180°, has the highest energy. 2. The formation of 2-methylpropene as side product in the synthesis of tert-butyl chloride is a nucleophilic substitution reaction. 3. The generation of tertiary carbocation is the rate-determining step in tert-butyl chloride synthesis.
Create Newman projections depicting conformations along the carbon-carbon bond described above in the lowest energy staggered conformation, gauche conformation, and highest energy eclipsed conformation. Appropriately label these conformations Please draw each out separately and do not just draw arrows on the molecule. OH HO HO. ОН ОН
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. Which of the following statements is a correct description of the most stable chair conformation of 1,1,3-trimethylcyclohexane? Show structures to explain your answer a) The methyl group at C-3 is equatorial. b) C-1 is a tertiary carbon and C-3 is a primary carbon. c) C-1 is a quaternary carbon and C-3 is a secondary carbon. d) C-1 is a tertiary carbon and C-3 is a secondary carbon. e) Both methyl groups at C-1 are equatorial.
Draw all the possible conformations of trans- and cis-1,3-dimethylcyclobutane. Which of these conformations is the most stable conformation? Explain your answer. Discuss the type of strain(s) that affect the stability of these compounds.
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
For rotation about the C-a – C-b bond, using the following templates, draw the Newman Projection of the two staggered conformers that are different in energy. Fill each bond on Newman Projection with Hydrogen or Substituents. You may use Abbreviations such as Me for Methyl, Et for Ethyl, iPr for isopropyl. Circle the Newman projection of the most stable conformer.
Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the arrow. Br H₂C OH One or more chemical symbols or groups are incorrect.
Write the two chair conformations of each of the following and in each part designate which conformation would be more stable. Why?a) trans-1-tert-butyl-3-methylcyclohexaneb) trans-1-tert-butyl-4-methylcyclohexane
Rank the conformations of n-butane with reference to its potential energy from the most stable to the least stable. Rank from the most stable to the least stable.To rank items as equivalent, overlap them.