Fill in the multiple bonds in the following model of naphthalene, C10 H8 (gray =C, ivory =H) . H

Fill in the multiple bonds in the following model of...

Key Concepts

Fused Aromatic Rings

Fused aromatic rings occur when two aromatic rings share common atoms, resulting in an extended, delocalized pi-electron system. In compounds like naphthalene, the fusion of two benzene-like rings leads to multiple resonance forms and alters the electronic distribution compared to isolated benzene rings, which is essential for understanding its chemical behavior and stability.

Conjugation

Conjugation refers to the overlap of adjacent p orbitals across double and single bonds, allowing electrons to be shared across a series of atoms. This electron delocalization reduces the energy of the molecule, provides a pathway for charge distribution, and is key to understanding the formation and significance of resonance structures in molecules with alternating single and multiple bonds.

Resonance Structures

Resonance structures are multiple valid Lewis representations of a molecule that collectively describe the delocalization of electrons across a molecule. They illustrate that electrons in pi systems are not localized between two atoms but spread out over several adjacent atoms, thereby providing a more accurate depiction of the molecule's electronic structure and contributing to its overall stability.

Aromaticity

Aromaticity is a concept that applies to cyclic, planar molecules with a conjugated system of pi electrons, which are stabilized according to Huckel's rule (4n+2 pi electrons). This delocalization of electrons over the entire ring leads to extra stability, a phenomenon which is central to understanding structures like benzene and fused aromatic compounds such as naphthalene.

Transcript

00:01 They want us to fill in the multiple bonds in the following model of naphthalene, and then they want us to determine how many resin structures does naphthalene have, and they tell us to draw them out.

00:11 So let's just go ahead and put in our double bond.

00:13 So remember, naphthalene is just two benzene rings fused together.

00:17 So let's just go and put our double bonds in.

00:19 So we can go around like this here, and then that means we would have our double bonds like that as well.

00:27 So that's going to be at least one naphthally.

00:31 Now let's go out and draw the just bond line for this, so we don't have to look at it like this here.

00:41 So let's put our two cyclohexanes next to...

00:45 Let me draw it a little bit better.

00:46 So we have these two cyclohexanes right next to each other.

00:50 And with how we have it drawn over there, we'd have a double bond here, double bond there, double bond there, and then a double bond like that.

00:59 Now let's see if we can come up with any resident structures for this.

01:03 Well, what if we were to first just rotate the ones on the left? so we can move this one here, move that one there, move that one there.

01:13 And doing that would give us the resident structure.

01:16 So let me put the rings back down once again.

01:24 So we'd have one move here, one move here, and one move here, and the other two are still in place.

01:31 So that's one resident structure...

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