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2answers
95 views

Difference between backbonding and hyperconjugation and conjugation [closed]

What is the difference between backbonding and hyperconjugation and conjugation? I mean the basic differences as all are concerned with donation of electrons. What is the most striking effect of each ...
2
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2answers
87 views

Nitric acid vs. chloric acid strength

Here the central chlorine atom is best described as $\ce{sp^3}$ hybridized. This makes sense; the molecule is pyramidal. Also, due to the molecule's pyramidal geometry, this rules out the ...
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2answers
91 views

Does resonance affect the polarity of the molecule?

Ozone is a resonating structure, is it because of its resonance and bent structure that it is a polar molecule? Or Is it because of the formal charges whereby the formal charges determine the ...
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1answer
28 views

Halogens and the free energy of activation in a resonant benzene system

If we look at the right-hand-side table here: http://en.wikipedia.org/wiki/Hammett_equation, we notice something particular. It appears that the free energy of activation (for example, measured in ...
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1answer
40 views

Hybridization in Light of Resonance

According to this video: http://www.youtube.com/watch?v=ns4Py96Bkn8&NR=1 1) Is this true? (You might recall I asked a similar question about $\ce{sp^2}$ hybridization implying $\ce{sp^2}$ ...
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0answers
94 views

Why does depurination happen at a higher pH (or under less harsh conditions) than depyrimidation?

I've always wondered why the N-glycosidic bond, which connects the adenine or guanine purine bases to their sugars, was the easiest to cleave via acid hydrolysis, or why purines have the lowest ...
2
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1answer
52 views

Proper Resonance Structures

Would this be proper resonance structures? I know there's a lone pair on the top carbon. Having a carboanion isn't favorable as opposed to a negative formal charge on the more electronegative carbon ...
0
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1answer
46 views

Resonance in Cyclohexenone

I don't think that cyclohexenone should have any resonance forms. Moving the double bond around would necessitate moving hydrogens around as well. For example, I know that benzene exhibits resonance ...
6
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1answer
76 views

Rationalizing the Planarity of Formamide

In formamide, the nitrogens appear to be $\ce{sp^3}$ hybridized, implying tetrahedral geometry. However, analysis shows that the molecule is actually very nearly planar with bond angles close to 120 ...
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2answers
156 views

Why does having equivalent resonating structure give more stability?

If we take a phenolate ion ($\ce{C6H5O-}$) and an acetate ion ($\ce{CH3COO-}$) which one would be more stable? Although the Phenolate ion has more(4) resonating structure compared to acetate ion(2), ...
1
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1answer
110 views

Understanding Mesomeric Effect

I am getting confused between the type of mesomeric effect (+M or -M) shown by compounds containing $\ce{-COX}$ where $\ce{X}$ is an electronegative element. Examples: $\ce{-CONHCH3}$, ...
2
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3answers
231 views

Benzene and resonance

In my book, to explain the structure of benzene, it referred to the idea of resonance: "The idea of resonance is that actual molecule is a definite structure that is a hybrid of two theoretical ...
2
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1answer
59 views

Can polyatomic ions (CO3,PO4,SO4,NO3) be considered conjugated systems?

From my perspective these resonance structures allow these specific polyatomic ions to act as Donor-Acceptor molecules. Many donor-acceptor molecules also tend to be Conjugated systems because they ...
2
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1answer
135 views

Is acetate a weak base due to its resonance structure?

I just read that acetic acid is an exception to the general idea that the conjugate base to a weak acid is a strong base. The example says that the conjugate base of a weak acid will only be strong ...
7
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1answer
309 views

Resonance stability: ester vs. thioester

My problem set solution cites: "Although sulfur is less electronegative than oxygen, overlap is a more important consideration. Sulfur is a member of the third period. As a consequence, a ...
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2answers
488 views

Is oxygen with a positive charge more stable? (comparison of canonical structures)

Which of the contributing structures of the resonance below is more stable? I'm watching a video lecture by a professor of my college where he puts this question to the class. The class ...
1
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0answers
301 views

Competing resonance and inductive effects in a substituted benzene

A molecule of phenol is much more inclined to under go an electrophilic substitution reaction than a molecule of benzene because the -OH group is highly reaction favoring. From what I understand, this ...
0
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2answers
437 views

Predicting electronic geometry, observable geometry, and hybridization for any atom in a molecule

Can someone please explain the intuition around the answers to this problem: I'm finding it very confusing because it seems like you have to nitpick between two resonance structures to get the ...
4
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1answer
287 views

Which are the differences between resonance Raman and fluorescence?

If the fluorescence is the re-emitting of a photon with a larger wavelenght due to the transition from a higher energy state to a lower energy state the case of resonance Raman (where there aren't any ...
3
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3answers
176 views

Can a polymer have different resonance structures?

Several organic compounds have resonance structures, but can a polymer have resonance structures?
3
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4answers
211 views

large wavelength range and list of x/y numerical data points of elements

I'm trying to get a set of FTIR or (FTIR like range) x/y numerical data points for a couple of elements, namely Silver, Platinum, Palladium, Gold and Sodium. I've looked on line and found images ...
0
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1answer
616 views

Does resonance apply to NO2+?

My textbook said $\ce{NO2+}$ and $\ce{NO2-}$ both have resonance structures, now I am a little bit confused since I cannot figure out the resonance structure for $\ce{NO2+}$. What is it?
6
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1answer
258 views

Resonance in carbocation derived from allenes

During a reaction if addition on one of the $\pi$ bonds of an allene(containing even number of $\pi$ bonds like $\ce {H2C=C=CH2}$) takes place then a carbocation is formed. To decide the position of ...
2
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1answer
842 views

The most stable furan resonance structures?

I want to know which are the most stable furan resonance structures. I know that structure number 1 is the most stable, but which one comes after?
7
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2answers
188 views

Edges of graphite

I've been asked this question a few times, and while I think I know the answer, I'd like to know more. Graphite, as we know, is a sheet polymer. Since polymers are bound to be finite by physical ...
16
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3answers
623 views

Pauli exclusion principle and resonance

I've always been a bit uncomfortable with the concept of more than two electrons in a single orbital-like region(probability-wise) which occurs in resonance. This seems to disobey Pauli's exclusion ...