For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. 2,3-dimethylpentane

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter6: Alkanes & Alkenes
Section: Chapter Questions
Problem 10CTQ: Consider the Newman projection below. a. Draw a full Lewis structure of this molecule with...
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For the the structure shown below,
Part A) Draw the Newman projections and 3-D sawhorse
structures corresponding to the lowest and highest energy
conformations for rotation around the C2-C3 bond. Draw the
Newman projections looking FROM THE C2 CARBON TO THE C3
CARBON (i.e. with the C2 carbon in the "front").
Part B) Determine the energy difference between the lowest and
highest conformations, and be sure to clearly show each energy
contribution that you are including in your calculation.
2,3-dimethylpentane
ECLIPSING
Interactions
AB
Energy
kcal/mol
H/H
1.0
H / Me
1.4
H/Et 1.5
H/i-Pr 1.6
H/t-Bu 3.0
Me / Me 2.6
Me / Et
2.7
Me/i-Pr 3.0
GAUCHE A.
Interactions
Me / Me
Me / Et
Me / i-Pr
Me / t-Bu
Et / Et
Et / -Pr
Et/t-Bu
i-Pr/i-Pr
B
Energy
kcal/mol
0.9
0.95
1.1
2.7
1.1
1.6
3.0
2.0
Transcribed Image Text:For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. 2,3-dimethylpentane ECLIPSING Interactions AB Energy kcal/mol H/H 1.0 H / Me 1.4 H/Et 1.5 H/i-Pr 1.6 H/t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Me/i-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et / -Pr Et/t-Bu i-Pr/i-Pr B Energy kcal/mol 0.9 0.95 1.1 2.7 1.1 1.6 3.0 2.0
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