23

The answer is you are referring to neither of them. That is because resonance structures don't actually exist in reality. We only use them to give us a rough idea what the actually molecule and bonds look like. A common way to explain resonance structures is this: An explorer from a far distant land travels to a new continent and sees a strange animal that ...


19

You can look up the molecule on chemspider, where you have a little applet for the 3D structure. Or you can download a coordinate file from NIST and view it in a molecular viewer, like Avogadro. Or keep on reading for some deeper insight. As Klaus already pointed out, if VSEPR is a valid concept, one would arrive at the conclusion, that the molecule is ...


18

There are 3 types of octet rule "violations" or exceptions molecules with an odd number of electrons, such as nitric oxide (image source) molecules with less than 8 electrons around an atom, $\ce{BeCl2}$ and $\ce{BH3}$ serve as examples (image source) molecules with more than 8 electrons around an atom, such as $\ce{PCl5}$ or $\ce{SF6}$ Take a look at ...


18

I approach this question from the opposite direction. Benzene is commonly drawn as a ‘cyclohexatriene’ corresponding to the Kekulé structure, i.e. with three single bonds and three double bonds, despite the fact that the six bonds of benzene are actually indistinguishable from each other. This graphical representation of benzene is in accordance with ...


14

Whether sulfur or phosphorous actually expand their octet is contested within the chemistry community. Another term for this octet expansion is "hypervalency." You can find many works of research regarding hypervalency. The consensus, according to Wikipedia, is that both can expand their octets, but not to a significant extent. In other words, d-orbital ...


14

Technically, both the structures $\ce{H2N-OH}$ and $\ce{H3N\bond{->}O}$ may exist. However, in reality hydrogen atom is rather prone to migration and the second structure is not favorable. So, for a compound with composition $\ce{NH3O}$, the correct structure would be $\ce{H2N-OH}$. The structure of second type is stable for compound $\ce{NOF3}$ and may ...


12

According to Electronic Structure of NO2 Studied by Photoelectron and Vacuum-uv Spectroscopy and Gaussian Orbital Calculations J. Chem. Phys. 53, 705 (1970) : The highest molecular orbital $4a_1$ is occupied by the 1 unpaired electron. The electron population of this orbital is (see table VI): 0.53 on the N atom (0.16 2s, 0.37 2pz) 0.24 on each O atom (...


11

In terms of a simple bonding concept the answer of ron is correct, however due to symmetry constraints it is not possible to distinguish the two $\pi$ systems. The reason for this is, that these $\pi$ orbitals are degenerated and perpendicular to each other. Carbon dioxide The molecule is very symmetric and one of only a few with the point group $D_{\infty ...


11

Nitrogen is in the second row with no $d$ orbital in the valence shell. It obeys the octet rule and cannot have more than 8 electron. There are exceptions to the octet rule. Having less than 8 electron is less preferable but still possible, and is commonly seen in free radicals and cations. On the other hand, having more than 8 electron is extremely ...


11

Those are all valid resonance structures for ozone (except the second from the left in the "four-form structure" row, that one has two negative charges, maybe it's a typo). In fact you can draw even more structures like this one, where this is no single bond between the middle and terminal-right oxygens. All of these structures contribute to the "real" ...


10

We can draw the 3 Lewis structures (or the corresponding resonance structures) pictured below for $\ce{O_2}$ Since an oxygen atom has 6 electrons, A would correspond to a structure with a single bond between the oxygen atoms, 2 lone pairs on each oxygen and an unpaired electron on each oxygen; however A does not have an octet around each oxygen, in fact, ...


10

There is resonance between various Lewis structures as: $$\ce{:\!\overset{\ominus}{C}#\overset{\oplus}{O}\!: ~<->~ :\!C=O\!:: ~<->~:\!\overset{\oplus}{C}-\overset{\ominus}{O}\!:::}$$ The term "valence" is not used much nowadays, and "oxidation state" is used but has a different meaning. The IUPAC definition of oxidation state requires the ...


10

I've seen the following drawing used instead of the three double bonds. The circle signifies that the ring is aromatic. It's an alternative that is used to show that all bonds are the same.


10

Lewis dot structures predate the advent of modern quantum theory and quantum chemistry. There is no Schroedinger equation associated with them -- in fact placing a dot on an atom (seems to me that it) violates the concept that electrons must be indistinguishable. There are no slots, there are no "octet rules". There are only particles, and kinetic and ...


9

With familiarity you will recognize that $\ce{COOH}$ in a formula generally refers to a carboxylic acid group. Sometimes you will also see $\ce{CO_2H}$. Either is acceptable. Vinegar, or acetic acid, is a carboxylic acid. Its formula is $\ce{CH3COOH}$ or $\ce{H3CCOOH}$. It is important to realize that a carboxylic acid group is NOT a peroxide. Peroxides ...


9

As mentioned in the comments, $\ce{SbF5}$ in the gas phase has a rather high symmetry, the point group looks like $D_\mathrm{3h}$ to me, containing a principal three-fold rotational symmetry axis (along the axial bonds) and three two-fold axis (along each of the equatorial bonds), among other operations. As mentioned in this text, a dipole moment can only ...


8

I completely agree with Gonçalo Justino's answer, but would like to add another shade to it. In principle there are quite a few possible arrangements thinkable for this molecule - at least in the gas phase. In this thought it simply refers to the fact that they are local minima on the potential energy surface. The most stable of all is the one that has been ...


8

I highly doubt that it could exist. The co-linear arrangement, $C_{\infty\mathrm{v}}$, of $\ce{Cl-O-S-Cl}$ is a second order saddle point on the DF-BP86+D3(BJ)/def2-SVP level of theory on the $S=0$ potential energy surface. It has two imaginary bending modes, $\nu_1=371.39\mathrm{i}$, $\nu_2=108.23\mathrm{i}$. (Please note that they are actually ...


8

Which is a better Lewis structure? There is no such thing as a better or a worse Lewis structure. They should be properly referred to as major or minor resonance contributors/forms. I looked up a textbook to check the rules of determining which resonance structure contributes more. The order is: Structures that satisfy the octet rule are greater ...


8

Consider that the carbon in carbon dioxide is bonded to two electronegative oxygen atoms. This will cause shift the electrons towards the oxygens and away from the carbon, making it electron deficient: $\hspace{7.5cm}$ This makes the central carbon electrophilic, and explains the reactivity of the carbonyl moiety towards nucleophiles. Similarly, $\ce{CO2}$ ...


8

Both of your Lewis structures are wrong. In both of the shown structures, the solid line from sodium to oxygen/ sulfur implies that there is a discrete bond between these atoms. This is not the case. The sodium ions and the thiosulfate ions form ion pairs (or ion triples) and are attracted to each other via diffuse electrostatic interactions. Usually that ...


8

Oxyphosphorus compounds, all of which contain phosphorus-oxygen linkages, are the most dominated subset in Phosphorus Chemistry. You may find good review of oxyphosphorus compounds in Ref.1. In particular, most of these commonly known as phosphates are described in Chapter 3 of Ref. 1 (Pages 169-305) which states that: Oxyphosphorus compounds may be ...


7

Nitrogen dioxide has 17 valence electrons, and is bent with an angle of 134 degrees and bond lengths 0.119 nm. Electron spin resonance experiments place the odd electron on the nitrogen in a $\sigma$ rather than a $\pi$ orbital. Thus formally we can consider the odd electron to be in a sigma bonding orbital (of $a_1$ symmetry species in $\ce{C_2v}$) of $sp^2$...


7

I wondered about that for a long time, but Ben Norris and BigGenius have the truth of it: the question is about the bond dipole moment, otherwise the answer would make sense. Here's why. Molecular dipoles Sulfur trioxide has planar trigonal geometry, and its molecular dipole is zero. Similarly, molecular $\ce{SiO2}$ has the same geometry as $\ce{CO2}$, i.e....


7

As I mentioned in my comment, the Wikipedia article on resonance provides a rather nice description of the subject where the Resonance in quantum mechanics section is of particular interest for the question asked. However, I decided to somewhat clarify the matter emphasising few important points. And I will start by quoting the OP. We know that in ...


7

In your drawn example, the red-boxed structure requires the carbon atom to have five bonds, which, to channel my secondary school teacher, says "yuck, I don't like that". This is a case of breaching the octet rule which has to with how the orbitals hybridise. Five full bonds on a carbon is not "allowed". However three full bonds and two partial bonds is ...


7

I felt tempted to close this as a duplicate of the sodium acetate notation question, because of my answer there, but the question in itself does not ask the same thing, so I’ll just rewrite the relevant parts of my answer. In short, there is no correct formula. Depending on which point you want to bring across, you can use either, and depending on the ...


7

As always, writing a Lewis structure seems to be a trivial task, but sometimes it just isn't. The smaller the molecule becomes, more often than not the bonding situation becomes more complicated and complex. This can often be attributed to the high symmetry of such molecules. Prime examples are $\ce{O2}$, $\ce{CO}$, $\ce{CO2}$, $\ce{N_xO_y}$, etc.. I found ...


7

About the geometry and shape: Source: Housecroft, Sharpe, Inorganic Chemistry, Pearson Education Limited, 2005


7

Resonance is a concept resulting from valence bond (VB) theory. Within this theory it is impossible to describe delocalisation. However, every configuration within this framework can be expressed as a Lewis structure. The congruent molecular orbital (MO) theory describes bonding in a delocalised way, therefore it is impossible to express it as a single Lewis ...


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