2. The molecule buta-1,3-diene is an easily isolatable gas with a normal boiling point just below the freezing point of ice. Cyclobuta-1,3-diene, however, is a very unstable molecule that can only be isolated below 35 K (-238 °C). a. (1) Draw two molecular orbital (MO) diagrams, one for (a) cyclobutadiene and one for (b) buta-1,3-diene. For each energy level in each diagram, (ii) draw a p-orbital representation of the MO that corresponds to that energy level. Be sure to (ii) shade your orbitals appropriately and (iv) draw any and all nodes. Next, (v) label each orbital as bonding, non-bonding, or anti-bonding and briefly (vi) explain how you made those determinations. Finally, (vii) show how many electrons fill each orbital. b. Using the MO diagrams you just prepared, (i) explain why there is such a difference in stability between the two compounds buta-1,3-diene and cyclobuta-1,3-diene. As part of your answer, be sure to (i) explain why cyclo-1,3- butadiene cannot exist at room temperature

2. The molecule buta-1,3-diene is an easily isolatable gas with a normal boiling point just below the freezing point of ice. Cyclobuta-1,3-diene, however, is a very unstable molecule that can only be isolated below 35 K (-238 °C). a. (1) Draw two molecular orbital (MO) diagrams, one for (a) cyclobutadiene and one for (b) buta-1,3-diene. For each energy level in each diagram, (ii) draw a p-orbital representation of the MO that corresponds to that energy level. Be sure to (ii) shade your orbitals appropriately and (iv) draw any and all nodes. Next, (v) label each orbital as bonding, non-bonding, or anti-bonding and briefly (vi) explain how you made those determinations. Finally, (vii) show how many electrons fill each orbital. b. Using the MO diagrams you just prepared, (i) explain why there is such a difference in stability between the two compounds buta-1,3-diene and cyclobuta-1,3-diene. As part of your answer, be sure to (i) explain why cyclo-1,3- butadiene cannot exist at room temperature

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter18: Aromaticity

Section: Chapter Questions

Problem 26CTQ

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