covalent bonds can be depicted by straight lines. bonding pairs of electrons are most often...

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Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line, double bonds as two parallel lines, and triple bonds as three parallel lines. Lone pairs of electrons are either shown as dots or are omitted. Structures of this type are called Kekulé structures.

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Page 1: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

Covalent bonds can be depicted by straight lines.

Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line, double bonds as two parallel lines, and triple bonds as three parallel lines.

Lone pairs of electrons are either shown as dots or are omitted.

Structures of this type are called Kekulé structures.

Page 2: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

Resonance Forms

The carbonate ion has several correct Lewis structures.

Three equivalent structures must be drawn to accurately represent the carbonate ion. The only difference between these structures is the placement of electrons.

Page 3: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

But what is its true structure?

The “true” structure can be thought of as the average of all three structures which is called a resonance hybrid.

The 2 negative charges are delocalized over all three oxygen atoms.

Page 4: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

Other examples of resonance:

Page 5: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

Not all resonance forms are equal.

1. Structures with a maximum of octets are most important.

2. Charges should be preferentially located on atoms with compatible electronegativity. If this conflicts with rule 1, then rule 1 takes precedence.

3. Structures with less separation of opposite charges are more important resonance contributors than those with more charge separation.

Page 6: Covalent bonds can be depicted by straight lines. Bonding pairs of electrons are most often represented as straight lines: single bonds as a single line,

In some cases charge separation is necessary and guideline 1 takes precedence over guideline 2:

If there are two or more charge separated resonance structures which comply with the octet rule, the most favorable one places the charges on atoms of compatible electronegativity: