Talk:Perylene
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Perhaps instead of noting the problem with the chemdraw structure, the drawing should be changed to either the Kekule version or the Clar version. Also, the article is incorrectly under biochemistry.
Rob82 15:24, 12 September 2007 (UTC)
Structure Image
I changed the image of the structure drawing to a correct representation. Hosikawafuzi 14:11, 21 September 2007 (UTC)
- The statements in the "Conjugation" section seem somewhat queer. They just describe how-to-drawing of the structure of perylene? I guess, the style with a round in the hexagnal would denote that the ring is incorporated in the conjugaton system, though the Kekule structure drawing would be better. Anyway, putting the instruction for how-to-drawing in this article seems rediclous. The sentence "...benzene should not be a benzene at all but just a simple cyclohexane" lead some misunderstanding or confusion about conjugation, since cyclohexane iself never make any aromatic conjugation. --Calvero JP 05:38, 22 September 2007 (UTC)
- If you start with 5 cyclohexane rings in the same conformation as perylene, then make them all benzene rings, you get an invalid structure. If you start at the center and make that a benzene ring, then try to fill in all the double bonds, then you end up with two carbons that are not sp2 hybridized. The point of the molecule's existence is the fact that they are all sp2 hybridized so it's aromatic and therefore UV active. That's why it's important not to represent the center ring as benzene. That's why this image of perylene is not technically correct. So, in that light, it is not ridiculous to mention this fact. --Hosikawafuzi 13:58, 24 September 2007 (UTC)
- That's true, explanation about the electron state of perylene is worth noting. However, current sentence may not be appropriate. As you have mentioned, all the carbon atomes are actually sp2 in pelyrene molecule, so denoting the center ring as "simple cyclohexane" seems unreasonable, because cyclohexane do not contain any sp2 carbon. I guess it would be better to focus on the two bonds, which connect the upper and lower naphthalene parts, rather than 6-membered ring structure. A comparison between perylene and naphtahalene will be valuable, especially if UV and/or fluoresce properties are provided. --Calvero JP 12:41, 28 September 2007 (UTC)
- If you start with 5 cyclohexane rings in the same conformation as perylene, then make them all benzene rings, you get an invalid structure. If you start at the center and make that a benzene ring, then try to fill in all the double bonds, then you end up with two carbons that are not sp2 hybridized. The point of the molecule's existence is the fact that they are all sp2 hybridized so it's aromatic and therefore UV active. That's why it's important not to represent the center ring as benzene. That's why this image of perylene is not technically correct. So, in that light, it is not ridiculous to mention this fact. --Hosikawafuzi 13:58, 24 September 2007 (UTC)
