Consider 2-methylpropane (isobutane). Sighting along the C2-C1 bond: (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) Since an H H eclipsing interaction costs 4.0 kJ/mol and an H CH3 eclip ing interaction costs 6.0 kl/mol, assign relative values to the maxima and minima in your graph.

Consider 2-methylpropane (isobutane). Sighting along the C2-C1 bond: (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) Since an H H eclipsing interaction costs 4.0 kJ/mol and an H CH3 eclip ing interaction costs 6.0 kl/mol, assign relative values to the maxima and minima in your graph.

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)...

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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?
Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
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.
Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. (c) Calculate amount of strains in each conformation.
Sighting along the appropriate C-C bond of neopentane C(CH3)4: a) Draw its Newman projections. b) How much energy does the most unstable conformation possess? c) Make the energy diagram for the different conformers.
Following is the Structural formal of Chloropropane H H H 2. H Draw Newman projections for all staggered and eclipsed conformation formed by rotation about C1 - C2 bond from 0° to 360°. b) Which Staggered conformation(s) has the lowest energy; which has the highest energy? c) Which eclipsed conformation(s) has the lowest energy, which has thhe highest energy?
Draw 2,4-dimethylhexane as a bond-line structure. Then, looking down the C3 – C4 bond, draw a Newman projection representation of the 1) lowest energy (most stable) and 2) highest energy (least stable) conformations.
Consider the following chair conformation of bromocyclohexane: H H H Br H H H (a) Identify whether the bromine atom occupies an axial position or an equatorial position in the conformation above. (b) Draw a bond-line drawing (skeletal structure) of this chair conformation (without Newman projections). (c) Draw a bond-line drawing of the other chair conformation (after a ring flip).
H C-Ć- C -CI Following is the structural formula of 1,2– dichloroethane. H H a) Draw Newman projections for all staggered and eclipsed conformations formed by rotation from 0° to 360° about the carbon- carbon single bond. b) Which staggered conformation(s) has the lowest energy; which has the highest energy? c) Which eclipsed conformation(s) has the lowest energy which has the highest energy?
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?
Given the structures of the following two tetramethylcyclohexanes: CH3 CH3 H3C" CH3 H3C" CH3 CH3 CH3 A B (a) Draw the most stable chair conformation for both A and B. Which structure is lower in energy (most stable)? (b) Ring flip the above structures and draw the least stable chair conformation for both A and B. Which structure is highest in energy (least stable)?
Draw each of the following. (a) Draw a Newman Projection of the following molecule, looking down the C3-C4 bond. Draw C3 in the front. CI Br H (b) Draw a Newman Projection of the most stable and the least stable conformation of the following molecule. Label each H H. CI H CI H