Two molecules used in the polymer industry are azodicarbonamide and methyl cyanoacrylate. Their structures are
Azodicarbonamide is used in forming polystyrene. When added to the molten plastic, it decomposes to nitrogen, car-bon monoxide, and ammonia gases, which are captured as bubbles in the molten polymer. Methyl cyanoacrylate is the main ingredient in super glue. As the glue sets, methyl cyanoacrylate polymerizes across the carbon– carbon double bond. (See Chapter 21)
a. Complete the Lewis structures showing all lone pairs of electrons.
b. Which hybrid orbitals are used by the carbon atoms in each molecule and the nitrogen atoms in azodicarbonamide?
c. How many π bonds are present in each molecule?
d. Give approximate values for the bond angles marked a through h in the above structures.

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