Naphthalene resonance structure

Autor:

Warraich Sahib

Credit:

Praca własna

Krótki link:

https://plwiki.pl/b/b5cac

źródło:

Wikimedia Commons

Wymiary:

2490 x 321 Pixel (8809 Bytes)

Opis:

Naphthalene is an organic compound with formula C

10H 8. It is the simplest polycyclic aromatic hydrocarbon, and is a white crystalline solid with a characteristic odour that is detectable at concentrations as low as 0.08 ppm by mass. As an aromatic hydrocarbon, naphthalene's structure consists of a fused pair of benzene rings. It is best known as the main ingredient of traditional mothballs.

Unlike benzene, the carbon–carbon bonds in naphthalene are not of the same length. The bonds C1–C2, C3–C4, C5–C6 and C7–C8 are about 1.36 Å (136 pm) in length, whereas the other carbon–carbon bonds are about 1.42 Å (142 pm) long. This difference, which was established by X-ray diffraction, is consistent with the valence bond model of bonding in naphthalene that involves three resonance structures (as shown); whereas the bonds C1–C2, C3–C4, C5–C6 and C7–C8 are double in two of the three structures, the others are double in only one.

Licencja:

Public domain

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