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Ch.8 - Basic Concepts of Chemical Bonding

Chapter 8, Problem 95a

The following three Lewis structures can be drawn for N2O:

(a) Using formal charges, which of these three resonance forms is likely to be the most important?

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Hello everyone today, we are being presented with the following problem and asked to solve for it. So we have three possible lewis structures that can be drawn as shown below for oxygen cyanide based on formal charge alone, determine the most important resident structure for oxygen cyanide. So by most important this is implicating that the negative charge. So the negative charge is on the most electro negative atom. So it's the most electro negative atom. If we recall our periodic trend electrode negativity increases as we go from as we go up the periodic table and to the right meaning that in this case oxygen is the most electoral negative atom. So it's most electro negative in this example. And so we want to look and see where this negative charge outside the brackets here plays onto each of these atoms. And to see if it's on the oxygen atom. And so we're gonna go one by one. So for the first one we're going to calculate the formal charge for oxygen. And that equation is going to be simply the number of valence electrons, oxygen is in group six has six valence electrons where they're going to subtract the number of lines we see attached to that oxygen. So three and they're going to subtract the number of electrons or dots that we see around that oxygen. And so that's two. And so that leaves us with a formal charge of positive one, we then move on to the carbon. It's the same procedure. Carbon is in group four. So it has four valence electrons minus how many lines are bond lines we see around it and we see four individual bond lines and we see zero electrons. So that has a formal charge of zero. We then move on to the nitrogen. Lastly nitrogen is in group five. So it of course has five valence electrons. It has one bond line around it. It has six individual electrons surrounding it, giving us a formal charge of -2. And we said that the most electronic of atom here is oxygen and oxygen, oxygen's formal charge here is greater than that of the nitrogen. Therefore it can't be this first structure here. Moving on to the second structure, we're going to calculate the formal charge once again. So we're gonna take our six valence electrons subtract our to bond lines by our four electrons. We're gonna get zero for the carbon, we're going to get our four valence electrons minus the four bond lines minus zero electrons. Another zero. And then for nitrogen we're going to have our five valence electrons minus r two bond lines subtracted by four electrons, giving us a formal charge of negative one. Once again, nitrogen is not the most electro negative atom here. Therefore it cannot be structure. To lastly we're gonna calculate the formal charge for the different atoms in our last structure. So for oxygen we have six valence electrons minus our one bond line minus our six individual electrons here giving us a formal charge of negative one. For our carbon it's going to be the four valence electrons minus the four bond lines minus the number of electrons we see around it, which is zero. And then for nitrogen, lastly, we're going to have our five valence electrons minus r three bond lines minus our two individual electrons that we see giving us zero. And notice here that the most electro negative atom oxygen has the most negative charge. And so therefore our answer is going to be structure number three, I hope this helped, and until next time.
Related Practice
Textbook Question

Structures A, B, and C show the connectivity of the atoms in three different molecules that are isomers of C3H4O. By completing the Lewis structures of these molecules, complete the information in the following table:

Isomer A Isomer B Isomer C

Number of single bonds

Number of double bonds

Number of triple bonds

Number of nonbonding pairs

Textbook Question

The triiodide ion, I3-, exists, whereas the corresponding ion with fluorine, F3-, does not. The I3- ion has a linear structure in which two outer I atoms are each bonded to a central I atom. Although I3- is a known ion, F3- is not.

c. Which of the following statements about the existence of I3- versus the nonexistence of F3- is or are true?

i. The Lewis structure of I3- shows 12 electrons around the central I atom.

ii. Elements from the second row of the periodic table generally do not form hypervalent molecules and ions.

iii. An I atom can form a hypervalent molecule or ion more readily than an F atom because of the larger size of the I atom.


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Textbook Question

The hypochlorite ion, ClO-, is the active ingredient in bleach. The perchlorate ion, ClO4-, is a main component of rocket propellants. Draw Lewis structures for both ions. (b) What is the formal charge of Cl in the perchlorate ion, assuming the Cl—O bonds are all single bonds?

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Textbook Question

The following three Lewis structures can be drawn for N2O:

(b) The N—N bond length in N2O is 1.12 Å, slightly longer than a typical N ≡N bond; and the N— O bond length is 1.19 Å, slightly shorter than a typical N ═O bond (see Table 8.4). Based on these data, which resonance structure best represents N2O?

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Textbook Question

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:(a) Draw all of the resonance structures of naphthalene. How many are there?

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Textbook Question

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:

(b) Do you expect the C—C bond lengths in the molecule to be similar to those of C—C single bonds, C ═ C double bonds, or intermediate between C—C single and C ═ C double bonds?

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