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Ch.9 - Chemical Bonding I: The Lewis Model

Chapter 9, Problem 70

Draw the Lewis structure (including resonance structures) for methyl azide (CH3N3). For each resonance structure, assign formal charges to all atoms that have formal charge.

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Hello everyone today. We are being asked to draw the president's hybrid for the cyanide ion, also known as O C N minus 1st. We want to draw the lewis. out and we can do so by accounting for the number of valence electrons total For oxygen. We have six For carbon, we have four In nitrogen, we have five. This negative charge denotes that we have an excess of electrons. So we're going to add one extra electron and therefore we're going to have a total of electrons due to the format of the ion. We're going to place the carbon in the middle. We're going to have nitrogen on one side and an oxygen on the other Knowing that nitrogen can form three bonds and carbon can form four bonds. We will draw an additional two bonds between the carbon and nitrogen there. So far we have accounted for eight electrons. So that means we must account for the other eight within add electrons around the different atoms surrounding on the outer edges of this compound. Since each adam wants a total of eight electrons, we must add two electrons to this nitrogen here. Now since we have this minus charge, that means that it must go on one of the atoms and in this case that's an oxygen. So when we draw on the remaining six electrons around oxygen, it ends up with a formal charge of -1. Next we can draw the resident structures which is another way of saying that going to distribute the electrons around this compound with the one we drew we can draw an arrow from a lone pair on the oxygen to the bond between oxygen and carbon. And then we can draw another arrow from one of these triple bonds onto that nitrogen giving us the resulting structure. Next we can draw an arrow from this pipeline between carbon and nitrogen onto this nitrogen atom and then we can draw another lone pair going from this oxygen to this carbon oxygen bond, giving us the following compound notice. Now the nitrogen has a negative two formal charge and the oxygen has a positive charge. Join the residents hybrid. We must show where the electrons have been within the bomb lines. In doing so, we draw a final structure with oxygen connected to carbon Connected to nitrogen three times. And then we draw another bracket with the minus sign outside. When we're accounting for residents, we must show that with a dotted line for each initial bond there in red. Now, we have constructed the residents hybrid for the cyanide ion. I hope this helped. And until next time.