4. For 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. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions Energy Difference: AB Energy kcal/mol H/H 1.0 H/Me 1.4 H/Et 1.5 H/H-Pr 1.6 H/1-Bu 3.0 Me / Me 2.6 Me/Et 2.7 Me/Pr 3.0 GAUCHE A. Interactions Energy kcal/mol Me / Me 0.9 Me / Et 0.95 Me / -Pr 1.1 Melt-Bu 2.7 Et/Et 1.1 Et/i-Pr 1.6 Et/1-Bu 3.0 +-Pr/Pr 2.0 Highest Energy Conformation 3-D sawhorse Newman

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4. For 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.
Lowest Energy Conformation
3-D sawhorse
Newman
ECLIPSING
Interactions
Energy Difference:
AB
Energy
kcal/mol
H/H 1.0
H/Me 1.4
H/Et 1.5
H/Pr 1.6
H/1-Bu 3.0
Me / Me 2.6
Me/Et 2.7
Me/i-Pr 3.0
GAUCHE A
Interactions
Energy
kcal/mol
Me / Me 0.9
Me / Et 0.95
Me/i-Pr 1.1
Me/t-Bu 2.7
Et/Et 1.1
Et/i-Pr 1.6
Et/t-Bu 3.0
i-Pr/i-Pr 2.0
Highest Energy Conformation
3-D sawhorse
Newman
1
Transcribed Image Text:4. For 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. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions Energy Difference: AB Energy kcal/mol H/H 1.0 H/Me 1.4 H/Et 1.5 H/Pr 1.6 H/1-Bu 3.0 Me / Me 2.6 Me/Et 2.7 Me/i-Pr 3.0 GAUCHE A Interactions Energy kcal/mol Me / Me 0.9 Me / Et 0.95 Me/i-Pr 1.1 Me/t-Bu 2.7 Et/Et 1.1 Et/i-Pr 1.6 Et/t-Bu 3.0 i-Pr/i-Pr 2.0 Highest Energy Conformation 3-D sawhorse Newman 1
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